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Seaside Luxury Holiday Rentals

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    Travellers to Seaside are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    29 Matching Rentals in SeasideView all 184 rentals
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    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    EdgewoodCove, Unparalleled Seaside Retreat w/ View1 / 51
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Gearhart Lakefront vacation Rental1 / 54
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    BREZZA MARINA - SEASIDE - OCEAN FRONT - ON PROMENADE1 / 49
    (7)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Washer
    • Satellite TV
    • Central Heating
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    757 S. Prom, Seaside, Oregon. Located on the Promenade just six blocks South of the famed 'Turn Around.' This location is the best Seaside has to offer. A stunning unobstructed oceanfront view, just steps to the promenade and only one hundred feet from stairs leading to the sand. Our home is newly...
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    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Sauna
    • Hot Tub
    • Washer
    • Satellite TV
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Patio
    • Private Garden
    • Satellite TV
    • Wi-Fi
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • DVD Player
    • Central Heating
    • Mountain Views
    • Satellite TV
    • Hot Tub
    • Ocean Views
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our new luxurious Seaside, Oregon vacation home provides a beautiful escape from everyday life! With five bedrooms all with a view (each with its own king-size bed, two of the rooms have adjustable beds), three bathrooms, a modern dream kitchen, a large dining room with a table to hold ten guests,...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Satellite TV
    • Central Heating
    • Waterfront
    • Wi-Fi
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    A Loafer's Paradise - Award Winning1 / 29
    (71)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • DVD Player
    • Internet Access
    • Grill
    • Central Heating
    • Satellite TV
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2016
    We enjoyed our stay at Loafer's Paradise for our Christmas family gathering. There was ample room for our whole group, even when everyone was helping in the kitchen! We felt...
    Reviewed 30 November 2015
    We spent Thanksgiving here with our grown children. This home is perfect for families, with quiet upstairs bedrooms, and a master bedroom and bath downstairs. The kitchen is...
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    About this property
    Winner of FlipKey’s Top Vacation Rental for Seaside, Oregon and recipient of the TripAdvisor Certificate of Excellence Award for 2011, 2012 & 2013, you can be assured your stay at A Loafer’s Paradise will exceed all your expectations! So don’t just dream about being in “paradise”, make your dreams...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bed/ 2 Bath Deluxe Unit at Seaside Resort1 / 14
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Hot Tub
    • Children's Pool
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2013
    WorldMark Seaside was a great place for our 4-night family fun stay. It offers adult swim from 8-9am and 9-10pm so the pool deck quiets down. The pool deck leads out to the...
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    About this property
    Sleeps: 6 Bedrooms: 2 Bathrooms: 2 This is a brief description of the two bedroom, two bath, deluxe units. The deluxe units are located on the upper floors and offer views of the ocean and beach from the balcony. These units are approximately 900 square feet and are limited to 6 guests. They offer...
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    Location Information
    Seaside, Oregon Coast 97138
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Children's Pool
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Washer
    • Sauna
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the Oregon coast's most breathtaking waterfront locations, The Resort at Seaside has quickly become one of the area’s most popular luxury accommodations. Located on the beach at the Turnaround on Broadway, it offers guests a spectacular location with breathtaking views, swimming pools, spas,...
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    Seaside, Oregon Coast 97138
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Garden
    • Washer
    • Central Heating
    • Wi-Fi
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
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    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Worldmark Resort Two Bedroom, Partial Ocean View from Balcony at Seaside Oregon1 / 9
    (1)Very good
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    • Balcony
    • Hot Tub
    • Children's Pool
    • Washer
    • Sauna
    • Central Heating
    • Satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 December 2014
    One week visit with my daughter (owner), twin granddaughters and son-in-law, was very comfortable in this two bedroom condo.
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    About this property
    The Resort is located on the Promenade at the famous Turnaround. These comfortable two bedroom units have a King in the master bedroom, two twins in the second bedroom, and a Queen Murphy bed in living room. Rooms are assigned on check-in. You’ll be able to enjoy shopping and dining within easy...
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    Seaside, Oregon Coast 97138
    Condo/Apartment - 2 Bedrooms, Sleeps 6
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    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Satellite TV
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanview Inn Large home with great views of the sunset close to the prom. This home boasts 2 full service kitchens to make your multi-family getaway a breeze. It has multiple living rooms, a third story deck, and several bonus rooms to give you plenty of space to spread out. It's brick fireplace...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Central Heating
    • Parking
    • Private Garden
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gateway Inn Just a short block to the beach and prom, this over 3000+ sq ft, 6 bedroom home is the perfect place for your family retreat or multi-family getaway. This wonderful family style home also has a peak at the ocean from its top 3rd and 4th floors. This is a newer built home in 1996 and it...
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    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Internet Access
    • Washer
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
    View all property information
    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanfront Getaway This stylishly updated oceanfront home in a coveted location on the natural pathway of the Seaside Promenade is a perfect retreat for your family—and has a separate living area so you can enjoy both privacy and time with friends. You’ll enjoy walks right out the door along a...
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    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    The Resort at Seaside1 / 10
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Central Heating
    • Washer
    • DVD Player
    • Internet Access
    • Waterfront
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have 2BR/2BA condo at the Seaside Resort.
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    Location Information
    Seaside, Oregon Coast 97138
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    WorldMark at Seaside Oregon ocean front resort - 2 bedroom 2 bath1 / 9
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Internet Access
    • Sauna
    • Air Conditioning
    • Mountain Views
    • Children's Pool
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2017
    This resort has the best and more or less the center location of the Seaside and the Pacific ocean shore... Stores, shopping centers, and food venues(Costco, Ross, TJ Max...
    Reviewed 3 September 2014
    The Worldmark location "the resort" at seaside, Oregon was perfect. The units were exceptional, very modern and had everything we needed. To location couldn't be...
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    About this property
    Bedroom and 2 bath condo at WorldMark Resort at Seaside This is a luxurious beachfront resort at the Seaside, Oregon, located at the boardwalk and near shopping, restaurants and other services. The resort has outdoor pool with hot tubs, fitness room, business center, secure parking, and number...
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    Location Information
    Seaside, Oregon Coast 97138
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Renovated oceanfront home w/private hot tub & amazing views!1 / 47
    (1)Average
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Satellite TV
    • Waterfront
    • Hot Tub
    • Mountain Views
    • Washer
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 February 2015
    This house has the most wonderful view. I could sit on the deck for hours. It is covered so you could sit out in the rain as well. Loved that it was so close to Seaside and...
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    About this property
    If you're looking for a place to vacation while surrounded by gorgeous views of the water, this recently updated home in Seaside is just right for you! Featuring stunning views of the Pacific Ocean and the mouth of the Necanicum River, a quiet neighborhood location, and a private hot tub, this...
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    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Secure Parking
    • Children's Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful two bedroom unit on the top floor of the eight story WorldMark condominium, Seaside, Or. (see the amenities on WorldMark, The Club, Seaside). Unit is located on the quieter southwest side with ocean and mountain views. Many family activities in Seaside and excellent restaurants. This...
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    Location Information
    Seaside, Oregon Coast 97138
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Parking
    • Satellite TV
    • Hot Tub
    • Private Garden
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
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    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Mermaid Escape1 / 26
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Waterfront
    • Grill
    • DVD Player
    • Central Heating
    • Washer
    • Hot Tub
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2016
    Loved staying in this cute cozy home. Never had any problems and the owner was amazing! Would stay here again :)
    Reviewed 27 September 2015
    Had business in Cannon Beach. House was conveniently located in South Seaside where I didn't have to go into town - good food, drinks and market in walking distance and just...
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    About this property
    This Unique 3 Bedroom 2 Bath, 2,000 Sq. Ft. bungalow-craftsmen style home has one of the best locations in South Seaside. Across from the Seaside Golf Course, three blocks from the promenade, beach restaurants and Grocery store. Also features a 3 person Hot Tub, Large landscaped backyard and...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Private Garden
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
    View all property information
    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
    • Washer
    • DVD Player
    • Central Heating
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
    View all property information
    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Private Garden
    • Central Heating
    • Wi-Fi
    • Parking
    • DVD Player
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
    View all property information
    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    EdgewoodCove2, Unparalleled Seaside Retreat w/View1 / 20
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Satellite TV
    • Parking
    • Grill
    • Central Heating
    • Internet Access
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2015
    We had such a great vacation. The house was beautiful and had a great location. We can not wait to rent this house again.
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    About this property
    Come experience EdgewoodCove GuestHouse where a true escape is possible. This is the newest addition to the LiveLikeItsYours property line up and it doesn't disappoint. Not only is EdgewoodCove unique in it's location (beach access just steps away) and design; it's unlike any offering in...
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    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
    • Private Garden
    • Washer
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
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    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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