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Paso Robles Luxury Holiday Rentals

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    Travellers to Paso Robles are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    21 Matching Rentals in Paso RoblesView all 142 rentals
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    High Ridge Manor1 / 38
    (2)Excellent
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Beatiful estate with views of the vineyards1 / 15
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Mountain Views
    • Children's Pool
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 December 2017
    We had a group come up for an event and shared the house. It was so great. The views were amazing, the amenities were perfect, and we were very comfortable. Tasted some wine...
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    About this property
    Beautiful Private sprawling estate with surrounding views of the rolling hills and vineyards. 10-15 minutes from the heart of downtown. Located on the prestigious High Ridge Road which overlooks many famous wineries and vineyards. You will enjoy beautiful sunrises, deer roaming on the private 11...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated 5 bedroom, 3 bathroom, furnished with all the comforts of home. Hotel linens, Amazon Dot in each room, fully stocked kitchen. Private, comfortable and plenty of room to spread out with 2 patios, extendable dining table, Southfacing property with lovely sunset/sunrise views & private...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elevate your Paso Robles escape at this 4-bed, 3-bath/2-half bath vacation rental house that sleeps 8! Situated just 5 minutes from town, this luxurious home boasts a 5,500-square-foot interior, sprawling lanai, and stunning outdoor space. Whether you're exploring the many wineries nearby or simply...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Hilltop 365 -  Luxury Above Downtown Paso!1 / 20
    (9)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Washer
    • Balcony
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 February 2018
    This was our second stay at this magnificent home. Everything is perfect and the owners are most helpful and very organized.The perfect location, beautifully furnished and...
    Reviewed 30 September 2014
    Just spent the last few days @ Hilltop 365 in Paso Robles. We chose to stay here for an all girls trip to celebrate a friends birthday. This place is absolutely fabulous. The...
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    About this property
    Hilltop 365 is a stunning, luxury, very private, 5 bedroom, 4.5 bath, new and modern hilltop home, with 3000 sq ft and heavenly panoramic views from 3 decks. It is nestled on 2 acres in the heart of Paso Robles wine country. Located on the west side, it is only blocks, and within walking distance,...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Beautiful and Spacious Country Home 1 Mile from Downtown1 / 36
    (3)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2015
    Stayed here with family on vacation. Comfortable house, plenty of room for us all. Relaxing by the pool is the best, although it is a little too cold. Enjoyed the stay immensely
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    About this property
    This beautiful and spacious custom home set atop one acre boasts amazing views with a private rural feeling yet less than one mile to town! With over 3,200 sq. ft., this home offers: a total of 5 bedrooms, three bathrooms, a large living room and formal family room with fireplace, formal dining...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Highland Park Panorama is your dream home, if you like spacious, gracious living, bold designs and an emphasis on comfort and fun! Join friends in the great room with incredible picture-window views, cozy breakfast area with fireplace, formal dining table, and easy access to the extra-large picnic...
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    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Illumination Ridge: luxury/modern/6 acres/central1 / 47
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Mountain Views
    • Patio
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2015
    The house was wonderful. We celebrated 3 birthdays and everyone loved the house. The kids had fun just digging in the dirt while the adults enjoyed the jacuzzi, the firepit...
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    About this property
    ILLUMINATION RIDGE. Experience Paso in style! This unique, much sought-after 6-acre property, set on top of a secluded bucolic ridge yet only a few minutes to downtown, is the perfect marriage of clean modern luxurious style with cool rustic sensibilities. Come experience this slice of heaven....
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Washer
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A stunning 30 acre estate situated atop the rolling hills just 10 min east of downtown Paso Robles. Surrounded by award winning wineries, picturesque sunsets, hundreds of moss covered oaks, hiking trails, swimming pools, a tennis court, & vista views of rolling hills & vineyards as far as the eye...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Dig into Expansive luxury in Downtown Paso Robles1 / 25
    (17)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Wi-Fi
    • Patio
    • Parking
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2016
    Wonderful house! Perfectly situated near downtown and near wineries. We spent 4th of July weekend and were very comfortable. There were a couple of small details with drains...
    Reviewed 9 October 2013
    We and our adult children and their spouses were in Paso Robles to celebrate the wedding of our oldest granddaughter. Since we are scattered around the country and can't get...
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    About this property
    This Paso Robles home for rent is the perfect place to call home while you visit wine country. Whether you're walking two blocks to the downtown area or going wine tasting, Downtown Diggs is the essence of convenience and comfort. Relax on the wrap around front porch as you watch the world pass by...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    545 Maple Street is your destination, if you're looking for a gorgeous home with wonderful outdoor spaces and hot tub, all located in downtown under one mile from the Paso Robles City Park square. Whether you're fireside in front of the rustic large fireplace outdoors and surrounded by lush native...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Grill
    • Patio
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perched up in the corner of this friendly and private gated community, you will find “Tour de Rouge”, identified by its unique red tower. This picturesque 3-acre property will take your breath away with its scenic vineyard views and rolling hills. The wrap-around porch evokes a timeless farmhouse...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Feels Like Your Private Vineyard Just Minutes from Downtown Paso Robles!1 / 40
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Washer
    • Grill
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Just got back from a girls weekend and we are all raving about this place. Whoever designed it thought of everything! It was truly the most comfortable vacation rental I’ve ever...
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    About this property
    This architect-designed, newly remodeled luxurious and relaxing vineyard retreat boasts acres of vineyard views and it's own boutique vineyard of Zinfandel grapes. Unwind with friends in this four-bedroom, four-bath home that sleeps 10 and features a working vineyard, bocce ball court, and multiple...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Parking
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning 360 degree views greet you upon arrival at Peak at Paso. This secluded, hilltop hideaway, just minutes from wineries and downtown Paso Robles, is the perfect destination for your family gathering, or wine-tasting adventure. From the first glimpse, the patio living and pool, with incredible...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make this your hidden, quiet gem nestled at the start of Peachy Canyon Rd in downtown Paso Robles. Gateway to wineries such as Stacked Stone, Calcareous and all the Far Out west side Wineries. Explore all day and return to this large Spanish-tiled California hacienda home complete with a...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the desirable west side of Paso Robles in this 1872 fully restored Victorian Beauty! 3 Bedrooms 2 Baths, Sleeps 6. Large 2700 sq ft home with extensive grounds on one acre(all within walking distance of restaurants and wineries) Both covered and un-covered patio areas, large deck, gazebo,...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On a quiet neighborhood street across from almond orchards and just minutes from downtown Paso Robles, this vacation rental is a great house for couples, or families planning to share swim fun, good meals, and spacious living. The private yard houses both pool and hot tub for relaxing fun in the...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Hot Tub
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Greenwood is a newly remodeled home with the best in ambiance and finishing details. Light hardwood planked floors, restful colors, upscale decor, appliances, and details create a welcoming atmosphere for your stay in Paso Robles. Located at the end of a quiet cul-de-sac with extended views from...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Hidden Acre Vineyard--Glorious Views and Privacy in Hilltop Vineyard Setting1 / 37
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 June 2017
    The house was everything we wanted and more. There are so many places, both inside and out, to share a meal, a glass of wine, or visit with friends. And no matter where you...
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    About this property
    Hidden Acre Vineyard more than fulfills its promise of stunning views in all directions, wineries within easy walking and driving distance, privacy, and charm. This very recently refurbished and updated home on the Union Road Wine Trail welcomes you into its stylish comfort with multiple TV rooms,...
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    Location Information
    Paso Robles, San Luis Obispo County 93446
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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