Ashland Holiday Rentals
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All 71 Rentals in Ashland
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2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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7 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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Amenities & Details
- Cable/satellite TV
- Wi-Fi
- Mountain Views
- Secure Parking
- Outdoor Dining Area
- Air Conditioning
- Shared Garden
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 24 September 2015
Beautiful spot, wonderful cottage, perfect for the four of us. Less than a 5 minute drive to down town Ashland with it's fabulous plays, restaurants and shopping. Lovely new...
Reviewed 6 May 2015
Abigail's has new owners, who we found to be friendly and helpful. Super clean cottage, walked to plays two times a day. Great time
About this property
Abigail's Cottage within walking distance to the city center, is licensed by the city of Ashland (Business License #007411 & Planning Action #06-275) and Jackson County, (#1581566C) and meets required health, safety and fire codes.
Comfortable two bedroom 1 1/2 bath cottage, completely renovated...
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Ashland, Oregon 97520
Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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Amenities & Details
- Washer
- Porch
- Cable/satellite TV
- Patio
- DVD Player
- Internet Access
- Air Conditioning
- Grill
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 24 March 2018
The columnist Herb Caen wrote of the San Franciscan native who died and went to Heaven. Saint Peter met him at the Pearly Gates and gave him a tour of his new eternal home. When...
Reviewed 4 March 2016
My boyfriend and I did "experience" gifts for each other at Christmas and this was mine to him. We loved it! Fantastic craftsman cottage with all the amenities you need...
About this property
Set in Ashland's best neighborhood, this 1931 cottage has been lovingly restored and set up to address your every need. Cozy and incredibly clean, filled with art, hand-made pottery, antiques and hand crafted furniture. Comfortable beds, high quality linens and a fully equipped kitchen. A truly...
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Ashland, Oregon 97520
Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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Amenities & Details
- Cable/satellite TV
- Balcony
- Private Garden
- Air Conditioning
- DVD Player
- Terrace
- Parking
- Wi-Fi
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 31 October 2018
I have stayed at 2nd Street Cottages before and it continues to be our favorite vacation rental in Ashland. Such a well kept and beautiful Cottage. The owner pays such great...
Reviewed 15 April 2017
I would go back to Ashland just to stay here. Seriously. We were passing through on our way to California and needed somewhere tho spend the night. What a lucky accident! The...
About this property
THE HERITAGE SUITE IS A DELIGHTFUL 4 BEDROOM, 3 FULL BATH COTTAGE THAT ACCOMMODATES 8 GUESTS COMFORTABLY.
Second Street Cottages is located on a quiet side street in the historic and beautiful Railroad District. Built in 1900, this home has been lovingly restored with great attention to detail...
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Ashland, Oregon 97520
Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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Amenities & Details
- Wi-Fi
- Patio
- Private Garden
- Air Conditioning
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
A working family farm just 5 minutes from downtown Ashland. Views of mountains can be enjoyed from YOUR private deck, with (seasonal) hops, grapes and blackberries growing right outside. This suite is bright and comfortable, with private entrance. It includes a Master Bedroom (queen bed), a...
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Ashland, Oregon 97520
Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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Amenities & Details
- Private Garden
- Wi-Fi
- Air Conditioning
- Cable/satellite TV
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Welcome to the Blue Hyacinth in Blossom View Cottages.
Walk to downtown and OSF or sit back and relax at the Blue Hyacinth, part of Blossom View Cottages. This is a luxurious and comfortable home in Ashland's historic railroad district. Downtown Ashland, the theaters, and galleries on A-Street are...
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Ashland, Oregon 97520
Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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Amenities & Details
- Balcony
- Parking
- Air Conditioning
- Cable/satellite TV
- Terrace
- Wi-Fi
- Washer
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Modern townhouse with spacious living area
This modern luxury townhouse has everything you need for your extended stay in Ashland. Located just a few blocks from the Railroad District and downtown, it’s an easy walk to the market, parks, restaurants, and shopping.
The Space:
The space sleeps two...
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Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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Amenities & Details
- DVD Player
- Parking
- Grill
- Porch
- Central Heating
- Wi-Fi
- Outdoor Dining Area
- Mountain Views
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 25 June 2018
The owners were very responsive and gave detailed instructions on just about everything, from directions to the cabin to many post-it notes around the cabin. We were welcomed...
Reviewed 29 July 2017
My husband and I had the best vacation at this cozy log cabin.The location was perfect.The view from the porch was just wonderful.Every morning of our week there we enjoyed our...
About this property
Beautiful log cabin in the Southern Oregon Cascade Mountains. Located very privately on 160 acres of mountain meadowland. Cabin sleeps up to 6 people, but the only door is on the downstairs bath with sleeping beds in the open loft and also downstairs. Full kitchen, full bath down and half bath...
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Ashland, Oregon 97520
Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 6
2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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Amenities & Details
- Patio
- Air Conditioning
- Internet Access
- DVD Player
- Mountain Views
- Cable/satellite TV
- Grill
- Washer
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 28 August 2013
Terra Cotta Cottage is a beautiful place to stay in Ashland. Every need has been anticipated with artistic thoughtfulness.Staying there was an experience in itself. From the koi...
Reviewed 12 April 2013
We thoroughly enjoyed our stay in Terra Cottage Inn. The space was perfect for our family of four with two young children. The beds were comfy for everyone. The whole...
About this property
Nestled into one of Ashland's best neighborhoods, the Terra Cottage Inn is a clean and beautiful, hand-crafted artists' cottage. Full of art, hand thrown pottery, custom built furniture and all the amenities to make this a true luxury experience. Quality comfortable beds with high thread count...
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Ashland, Oregon 97520
Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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Amenities & Details
- Terrace
- Washer
- Skiing: Property Is In A Ski Resort
- Air Conditioning
- DVD Player
- Patio
- Balcony
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 20 April 2017
Our family thoroughly enjoyed our stay at this stunning vacation cabin located in an area that provided plenty of privacy. The Guest Contact person, Eliasar, who greeted us upon...
About this property
Have a truly memorable trip to Oregon when you stay at this gorgeous 4-bedroom, 3-bathroom Ashland home, which sleeps 13. Enjoy the best of outdoor living with a private fishing pond and plenty of patio space with spectacular views!
THE PROPERTY
Master Bedroom: King Bed | Master Bedroom 2: King...
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Ashland, Oregon 97520
Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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Amenities & Details
- Air Conditioning
- Wi-Fi
- Private Garden
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 18 October 2018
Carlisle Inn and Suites is a wonderful place to stay in Ashland. It’s centrally located to downtown and the theatres. The units are all adorable and newly remodeled. The staff...
About this property
Nine luxury cottages and suites surround an exquisite tranquil garden. All units have private entrances, kitchenettes, luxury baths, free WI-FI, A/C and ceiling fans, morning pastries and coffee, and free parking. Queen and King bed units, some with additional daybeds. All king suites can be...
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Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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Amenities & Details
- Air Conditioning
- Wi-Fi
- DVD Player
- Hot Tub
- Washer
- Patio
- Mountain Views
- Cable/satellite TV
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
This house is located on our ranch. It is 5 miles from downtown Ashland.
It is 3 miles to local airport & 3.5 miles to local golf course.
The views of the mountains, pastures, wildlife, cows & horses are very beautiful. It is relaxing and enjoyable. This home has hardwood floors. It is a...
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Ashland, Oregon 97520
Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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Amenities & Details
- Patio
- Terrace
- Central Heating
- DVD Player
- Balcony
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 31 March 2017
My wife and I stayed in the small apartment on the second floor for a few nights. Sugar met us when we arrived and made the whole transaction very simple for us. The room was...
Reviewed 23 June 2016
Lovely cottage with tons of character located in downtown Ashland. We walked just a couple of short blocks to the theater and restaurants. Ours was a spacious, upstairs room...
About this property
THE GARDEN SUITE IS A CHARMING TWO BEDROOM, 2 FULL BATH COTTAGE THAT COMFORTABLY WELCOMES 5 GUESTS.
Second Street Cottages is located on a quiet side street in the historic and beautiful Railroad District. Built in 1900, this home has been lovingly restored with great attention to detail and has...
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Ashland, Oregon 97520
Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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Amenities & Details
- Wi-Fi
- Private Garden
- Air Conditioning
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Nine luxury cottages and suites surround an exquisite tranquil garden. All units have private entrances, kitchenettes, luxury baths, free WI-FI, A/C and ceiling fans, morning pastries and coffee, and free parking. Queen and King bed units, some with additional daybeds. All king suites can be...
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Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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Amenities & Details
- Air Conditioning
- Cable/satellite TV
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 13 July 2018
Anyone in this area needing to rent a trailer should go with this company. They are wonderful. Their trailers are emmaculate and come with everything you need. They went out of...
Reviewed 15 May 2018
I loved driving into the campground and finding the trailer and campsite all set up and waiting for us. The trailer was super clean and well stocked with bathroom and kitchen...
About this property
Vacation rental. RV Adventure. You choose favorite RV site in So. Oregon!
Trailer camping is where tiny house intersects with camping; the perfect relaxing balance of re-energizing in the great outdoors and snuggling up in cozy cottage comfort! Rent a sweet recreational trailer delivered to the...
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Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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Amenities & Details
- DVD Player
- Washer
- Cable/satellite TV
- Balcony
- Mountain Views
- Internet Access
- Patio
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Second Spring Property
We are excited to announce that our property was given The Ashland Historic Preservation Award in 2014.
This luxury vacation property is uniquely designed for elegance and comfort that will make you feel right at home. This newly renovated craftsman can be rented as a 3...
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Ashland, Oregon 97520
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 3 July 2016
Perfectly furnished for our party of four adults; perfectly stocked kitchen; perfect front yard for dining al fresco and watching deer go by; perfect neighborhood for daily...
Reviewed 24 August 2015
Great location for walking to theatres as well as restaurantsand shopping in Ashland. Great space for two couples tobe separate or to be together. Front porch is a...
About this property
Fully restored vintage cottage in a quiet neighborhood just steps away from downtown Ashland and the theater. Surrounded by lovely gardens assuring a private and serene environment. The cottage is tastefully decorated , is immaculate and has 2 bedrooms, 2 baths, office, full kitchen, front porch...
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Ashland, Oregon 97520
Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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Amenities & Details
- Wi-Fi
- Patio
- Washer
- Parking
- Private Garden
- Air Conditioning
- Mountain Views
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 13 August 2018
Our family of 4 stayed 2 nights in the Earth Suite because everything else was booked. We would've stayed 3 if it had been available. We walked to OSF, downtown for meals, and...
About this property
Experience Ashland like a local. Pelton Vacation Rental in downtown Ashland is the place to be. We have 3 private units: The Villa main house, Earth suite carriage house, and Water suite carriage house.
As a vacation rental, other than having the best location in Ashland, we offer our guests...
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Ashland, Oregon 97520
Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
Studio, 1 Bathroom, Sleeps 2 Quick View
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- Wi-Fi
- Private Garden
- Air Conditioning
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Just a stone's throw to the plaza, a licensed one-bedroom vacation rental suite is tucked behind one of Ashland's charming craftsman-style bungalows. Your private gated entrance, located behind the house, opens onto a peaceful garden and quaint patio - a wonderful place to enjoy morning coffee and...
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Ashland, Oregon 97520
Condo/Apartment - 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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Payment Protection
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Second Spring Property
We are excited to announce that our property was given The Ashland Historic Preservation Award in 2014.
This luxury vacation property is uniquely designed for elegance and comfort that will make you feel right at home. This newly renovated craftsman can be rented as a 3...
View all property information Location Information
Ashland, Oregon 97520
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
Check in Check out
Payment Protection
Amenities & Details
- Air Conditioning
- Private Garden
- Wi-Fi
- Outdoor Dining Area
- Parking
- Grill
- Shared Garden
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
This is a very beautiful modern unique property. Two bedrooms, sitting room/kitchenette all custom designed, Italian fixtures, exquisite cherry wood floors, marble bathroom, wireless internet, cable TV, HBO/ Showtime, central air/heater, and a stunning view of the private back garden. All you...
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Ashland, Oregon 97520
Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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Amenities & Details
- Porch
- Grill
- Wi-Fi
- Mountain Views
- Hot Tub
- Washer
- Parking
- Outdoor Dining Area
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Meadow House, built in 2000, features natural wood and plaster throughout, a well-stocked cook's kitchen with fresh eggs and milk in the refrigerator, and the quiet of off-grid living. The three bedroom, two bath house sleeps up to ten comfortably with 3 twin beds in the West Bedroom, a queen bed...
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Ashland, Oregon 97520
Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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Payment Protection
Amenities & Details
- Wi-Fi
- Private Garden
- Air Conditioning
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Nine luxury cottages and suites surround an exquisite tranquil garden. All units have private entrances, kitchenettes, luxury baths, free WI-FI, A/C and ceiling fans, morning pastries and coffee, and free parking. Queen and King bed units, some with additional daybeds. All king suites can be...
View all property information Location Information
Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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Amenities & Details
- Grill
- Mountain Views
- Porch
- Outdoor Dining Area
- Shared Garden
- Parking
- Hot Tub
- Wi-Fi
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
STAY
Overlooking beautiful meadows, the light filled studio sleeps up to six with two queen beds in the loft rooms and a double sofa-bed downstairs. The Farrmhouse Studio also features a wood stove and a full kitchen stocked with dry goods. On-Farm Store has all our meats, sausages, eggs and milk...
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Ashland, Oregon 97520
Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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Payment Protection
Amenities & Details
- Private Garden
- Air Conditioning
- Wi-Fi
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Nine luxury cottages and suites surround an exquisite tranquil garden. All units have private entrances, kitchenettes, luxury baths, free WI-FI, A/C and ceiling fans, morning pastries and coffee, and free parking. Queen and King bed units, some with additional daybeds. All king suites can be...
View all property information Location Information
Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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Amenities & Details
- Private Garden
- Parking
- Internet Access
- Air Conditioning
- Cable/satellite TV
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Beautiful, historic, fully renovated home with four bedrooms, three full baths and a fabulous welcoming front porch. Can be rented with Garden Suite, a 2 bedroom, 2 full bath house that sleeps five.
Perfect location for your visit to Ashland. Historic Railroad District is situated between two...
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Ashland, Oregon 97520
Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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Payment Protection
Amenities & Details
- Air Conditioning
- Wi-Fi
- Private Garden
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Nine luxury cottages and suites surround an exquisite tranquil garden. All units have private entrances, kitchenettes, luxury baths, free WI-FI, A/C and ceiling fans, morning pastries and coffee, and free parking. Queen and King bed units, some with additional daybeds. All king suites can be...
View all property information Location Information
Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
Check in Check out
Payment Protection
Amenities & Details
- Private Garden
- Wi-Fi
- Air Conditioning
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Nine luxury cottages and suites surround an exquisite tranquil garden. All units have private entrances, kitchenettes, luxury baths, free WI-FI, A/C and ceiling fans, morning pastries and coffee, and free parking. Queen and King bed units, some with additional daybeds. All king suites can be...
View all property information Location Information
Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
Studio, 1 Bathroom, Sleeps 2 Quick View
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Payment Protection
Amenities & Details
- Air Conditioning
- Cable/satellite TV
- Washer
- Skiing: Property Is In A Ski Resort
- Wi-Fi
- Parking
- Shared Garden
- Private Garden
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Our property is located in the quaint Shakespearean town of Ashland, Oregon. The town has exceptional and award winning contemporary plays and the largest Shakespearean theater in the United States.
We offer boating, hiking trails throughout the area. We have wineries that offer award winning...
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Ashland, Oregon 97520
Condo/Apartment - 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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- Air Conditioning
- Wi-Fi
- Parking
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Pet friendly
Kid friendly
Smoking allowed
About this property
A corner room filled with filtered light from shuttered windows, this room is guarded by two ancient holly trees with red berries. The door opens onto an outside dining area on the deck, enjoyed by all who come. This room also has a kitchenette and a spacious bath with a jetted tub.
The Carlisle...
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Ashland, Oregon 97520
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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- Wi-Fi
- Parking
- Air Conditioning
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Pet friendly
Kid friendly
Smoking allowed
About this property
A high queen bed dominates the space, which gets diffused light from a skylight and windows on three sides. A spacious bathroom features a clawfoot tub, a separate tiled shower, stained glass window and another wonderful skylight.
The Carlisle Garden Suites has 9 unique rooms in three buildings...
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Ashland, Oregon 97520
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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Amenities & Details
- Air Conditioning
- Wi-Fi
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
You'll think you've arrived at your Grandmother's when you walk on to the Calla Suite's front porch, replete with a swing and wicker furniture. Pleasingly decorated in relaxing hues, the room is furnished with an 1850's Eastlake piece built in Portland – a queen bed.. A kitchenette and eating area...
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Ashland, Oregon 97520
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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- Wi-Fi
- Parking
- Air Conditioning
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Pet friendly
Kid friendly
Smoking allowed
About this property
A sunny cheerful room on the south side, this suite's soft green wainscoting, and modern furnishings create a relaxing environment. A king/twin bed, an eating nook in the corner, and the spacious private deck area just outside the door make it the choice of many. A kitchenette and sunny private...
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Ashland, Oregon 97520
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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- Parking
- Wi-Fi
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Visitors to Rose haven't wanted to leave this second-story hideaway with its magical deck overlooking Mt. Grizzly. Curl up on the daybed in the sitting room with a fire in the gas fireplace to watch a movie or be tempted by the giant Jacuzzi in the luxurious bathroom. The bedroom, which can be a...
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Ashland, Oregon 97520
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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- Air Conditioning
- Wi-Fi
- Parking
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Pet friendly
Kid friendly
Smoking allowed
About this property
A high ceiling with fan and marvelous light throughout the day give this room a sense of comfort and elegance. Decorated with lavender and turquoise, it has king/twin beds, kitchenette, two-person Jacuzzi tub and opens on to the back deck that overlooks our quiet gardens.
The Carlisle Garden...
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Ashland, Oregon 97520
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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Amenities & Details
- Air Conditioning
- Wi-Fi
- Private Garden
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Nine luxury cottages and suites surround an exquisite tranquil garden. All units have private entrances, kitchenettes, luxury baths, free WI-FI, A/C and ceiling fans, morning pastries and coffee, and free parking. Queen and King bed units, some with additional daybeds. All king suites can be...
View all property information Location Information
Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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Amenities & Details
- Private Garden
- Air Conditioning
- Wi-Fi
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 2 April 2018
We just spent one night here, but wish we could have stayed longer. It was a lovely spot, 4 blocks from down town Ashland. We stayed in the Camomile Suite, which had a king bed...
About this property
Nine luxury cottages and suites surround an exquisite tranquil garden. All units have private entrances, kitchenettes, luxury baths, free WI-FI, A/C and ceiling fans, morning pastries and coffee, and free parking. Queen and King bed units, some with additional daybeds. All king suites can be...
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Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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Payment Protection
Amenities & Details
- Parking
- Air Conditioning
- Wi-Fi
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
One of our new luxury suites in the middle of the garden, Iris features a cozy day bed in the sitting room with fireplace and television, as well as a full kitchen and eating area. Dappled light from glass brick windows cascades over the king bed (which can also be twins). Mexican ceramics...
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Ashland, Oregon 97520
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
Check in Check out
Payment Protection
Amenities & Details
- Air Conditioning
- Private Garden
- Wi-Fi
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Nine luxury cottages and suites surround an exquisite tranquil garden. All units have private entrances, kitchenettes, luxury baths, free WI-FI, A/C and ceiling fans, morning pastries and coffee, and free parking. Queen and King bed units, some with additional daybeds. All king suites can be...
View all property information Location Information
Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
Check in Check out
Payment Protection
Amenities & Details
- Wi-Fi
- Parking
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
This is the largest room of the suites and has a single bed with trundle as well as a king/twin. Surrounded by mature trees and fragrant jasmine vine, this room offers a palette of Ashland summer sky blues. A kitchenette, walk-in multi-headed luxury shower for two and the deck overlooking a...
View all property information Location Information
Ashland, Oregon 97520
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
Check in Check out
Payment Protection
Amenities & Details
- Wi-Fi
- Mountain Views
- Air Conditioning
- Parking
- Private Garden
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Experience Ashland like a local. Pelton Vacation Rental in downtown Ashland is the place to be.
As a vacation rental, other than having the best location in Ashland, we offer our guests many in-room complimentary amenities. With the intention of making Pelton environmentally friendly, we use...
View all property information Location Information
Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
Check in Check out
Payment Protection
Amenities & Details
- Air Conditioning
- Sauna
- Private Garden
- Hot Tub
- Wi-Fi
- Secure Parking
- Washer
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Welcome to Emigrant Creek Guest Lodge above Emigrant Lake. Gorgeous views and water sourced from volcanic healing mineral springs where mountains adjoin volcanism. Nearby are mineral hot/cold springs used by Native people to treat and for ceremonies. Very restorative. The Lodge water has been...
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Ashland, Oregon 97520
Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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Payment Protection
Amenities & Details
- Cable/satellite TV
- Wi-Fi
- Private Garden
- Parking
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 2 January 2018
We thought this place was very comfy Cozy. Very Cute, in nice neighborhood. Within walking distance of shops in town. We will definitely recommend and would rent again when...
About this property
Our cottage is where you want to stay in Ashland! From its fantastic location to its custom craftsman design to the overall comfort, you'll be delighted with your choice!
Just 3 level blocks from the downtown Ashland Plaza and Shakespeare festival. Along with clean, quality and location,...
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Ashland, Oregon 97520
Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
Studio, 1 Bathroom, Sleeps 2 Quick View
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Payment Protection
Amenities & Details
- Secure Parking
- Air Conditioning
- Wi-Fi
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Beautiful new private apartment at the historic Hargadine House, one block from Ashland's best theaters and restaurants. Features a plush king bed, soaking tub, radiant tile heat in bathroom, walk in shower, balcony, view, high ceilings, modern appliances, quality linens, kitchen. You will be...
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Ashland, Oregon 97520
Condo/Apartment - 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
Check in Check out
Payment Protection
Amenities & Details
- Patio
- Internet Access
- Parking
- Cable/satellite TV
- Shared Garden
- Air Conditioning
- Mountain Views
- Washer
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
We are located in the heart of Ashland. Only 2 blocks from Downtown. Enjoy the open Garden and Great location to all Restaurants, Shops, Theaters and Local Sporting Events. We are 3 blocks from University of Southern Oregon. Full Kitchen, Bedroom/Queen, Wall mounted reading lamps and TV.
The...
View all property information Location Information
Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
Check in Check out
Payment Protection
Amenities & Details
- Air Conditioning
- Patio
- Hot Tub
- Parking
- Wi-Fi
- Private Garden
- Mountain Views
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Experience Ashland like a local. Pelton Vacation Rental in downtown Ashland is the place to be.
As a vacation rental, other than having the best location in Ashland, we offer our guests many in-room complimentary amenities. With the intention of making Pelton environmentally friendly, we use...
View all property information Location Information
Ashland, Oregon 97520
Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
Check in Check out
Payment Protection
Amenities & Details
- Balcony
- Washer
- Terrace
- Wi-Fi
- Skiing: Property Is In A Ski Resort
- Patio
- Sauna
- Mountain Views
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Book an unforgettable natural getaway to 'Enchanted Rabbit Mountain,' a 2-bedroom, 1.5-bathroom vacation rental cabin in Ashland. This 1,692-square-foot home is a special, sacred place inside the Cascade Siskiyou National Monument, where the historic Highway 66 and Pacific Crest Trail cross....
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Ashland, Oregon 97520
Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
Check in Check out
Payment Protection
Amenities & Details
- Air Conditioning
- Parking
- Wi-Fi
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
A high ceiling with skylight, a spacious bedroom with king/twin beds done in soft greens, an art deco flavor and a wonderful sense of privacy give guests a taste of being removed from the fray. This room is a favorite of dog lovers with its glassed-in porch. A kitchenette and private bath with...
View all property information Location Information
Ashland, Oregon 97520
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
Ashland Holiday Rentals
Are you looking for the perfect holiday rental in Ashland, Ore.? Then come on in and take a look. Ashland, noted for its postcard picture perfect seasons, beautiful topography and friendly people, is the perfect holiday spot. Now that you’ve found it, you need someplace to stay. Rental cabins are a wonderful option and may be ideal for you and your family. Many are only a hop, skip and a jump from Ashland amenities, while affording you the privacy you desire. Make it a holiday to remember with a rental cottage, condo or cabin. With multiple price points and rental options, you’re sure to find something that fits your budget – and we can help.
Ashland Activities
If you’re looking for something to do while you’re in Ashland, head on over to the Oregon Shakespeare Festival. Each season brings something different for Shakespeare lovers ranging from tours to your favorite play. Other cultural events include the Oregon Cabaret Theater and the Ashland Independent Film Festival. Ashland is also home to more than 80 art galleries and multiple museums, such as the ScienceWorks Hands On Museum for children and the Ashland Art Center. From your home away from home holiday rental, plan your day around the activities that suit you best!
Romancing Ashland
Of course, with its beautiful location at the base of the Cascade Mountain Range, Ashland is perfect for lovers. Let us help you find a quaint rental cottage for two, while you focus on romance! Wine and dine with the best of them at several area restaurants including Chateaulin French restaurant. Here, you’ll find the perfect ambiance in the intimate and romantic dining room as well as an extensive wine list and gourmet French food. Or try the nationally acclaimed Winchester Restaurant at the Winchester Inn. Take your chocolate loving sweetie to the Oregon Chocolate Festival or go for a bike ride on the Mt. Ashland Mountain Bike Trail.
Ashland is for Skiing and Golf
With several mountain ranges in the Southern Oregon area, Ashland is perfect for the ski enthusiast! Hit the slopes at any one of the area resorts with trails ranging from beginner to professional, cross country to downhill. Find a rental cabin with access just outside your door and you’ll be in ski heaven. Located at 7,500 feet, Mt. Ashland offers skiing during the season from November to April on a variety of trails for any skill level as well as snowboarding. Golf resorts include Oak Knoll in Ashland and Centennial Golf Club in nearby Medford.
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