Welcome to Oregon! Whether you're heading for the scenic hamlets of the Oregon coast or the hip, happening, city of Portland, RedAwning has the cottage, cabin, home or apartment to make your trip comfortable. Use the blue location links below to browse and explore Oregon's most popular regions, or filter your vacation home preferences using the panel to the side. RedAwning offers instant, hotel-style reservations and a simplified booking process so you can have your travel plans zipped up in no time.

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  1. HOUSE
    The Strand at Twin Rocks

    The Strand at Twin Rocks

    Rockaway Beach, OR

    Welcome to The Strand at Twin Rocks located in beautiful Rockaway Beach! This gorgeous two story rental offers room for up to seventeen guests, with five bedrooms and two baths. Step inside to your home away from home, and prepare for a long weekend...

    FREE CANCELLATION

    $335 to $870/night

  2. HOUSE
    13 Ollalie

    13 Ollalie

    Sunriver, OR

    13 Ollalie Lane is a beautiful single level home located in the quiet north end of Sunriver at the end of the cul-de-sac! 3 bedroom, 2 bath, 1800 square feet. Open vaulted great room with gas fireplace. Open floor plan with remodeled kitchen,...

    Pool Pets OK
    FREE CANCELLATION

    $82 to $475/night

  3. HOUSE
    1 Cherrywood

    1 Cherrywood

    Sunriver, OR

    1 Cherrywood Lane is located on the 16th Tee of the Woodlands Golf Course. The home comes with all of the luxurious amenities expected in a well appointed home. This beautiful home has all of the luxuries for a relaxing and elegant vacation. At 1...

    Pool Hot Tub
    FREE CANCELLATION

    $164 to $960/night

  4. HOUSE
    Zen Getaway w/ Beach Views

    Zen Getaway w/ Beach Views

    Tillamook, OR

    Ocean views are on full display from this renovated 2BR/2BA home in the seaside community of Tillamook. With a gourmet kitchen, open living area, and multiple fireplaces, this rental promises a comfortable stay for six guests. Drift to sleep on...

    FREE CANCELLATION

    $156 to $345/night

  5. COTTAGE
    Modern Love

    Modern Love

    Arch Cape, OR

    Starfish Vacation Rentals is pleased to offer Modern Love, a fabulous mid-century, light-filled home just a block from the ocean. Arch Cape is a peaceful beach, perfect for those who wish to escape to a laid back place by the sea – you and your...

    FREE CANCELLATION

    $366 to $410/night

  6. TOWNHOUSE
    All-Suite 3BR w/ Private Hot Tub

    All-Suite 3BR w/ Private Hot Tub

    Bend, OR

    Experience the laid-back mountain lifestyle at this private all-suite 3BR/3.5BA townhome. Create vacation memories in the grand living space that features vaulted ceilings, a gas fireplace, ski artwork, and tasteful décor. Tall windows provide...

    Hot Tub
    FREE CANCELLATION

    $254 to $495/night

  7. HOUSE
    Trails End Retreat

    Trails End Retreat

    Bend, OR

    This new and perfect vacation home has 5 bedrooms and 3.5 baths. Beautifully constructed and decorated, you will never want to leave. There is room for the entire family with a split design for luxurious privacy. The fabulous kitchen is equipped...

    Pets OK
    FREE CANCELLATION

    $247 to $1,056/night

  8. TOWNHOUSE
    Mt Bachelor Retreat

    Mt Bachelor Retreat

    Bend, OR

    Mt Bachelor Retreat is a brand new 4 bedroom, 3.5 bathroom condo in the Mile Post 1 community with a private hot tub. Tucked between Widgi Creek Golf Course and 7th Mountain Resort along the Deschutes River, Mountain Retreat boasts new and...

    Hot Tub Pets OK
    FREE CANCELLATION

    $216 to $833/night

  9. HOUSE
    4 Pine Ridge

    4 Pine Ridge

    Sunriver, OR

    This Sunriver vacation rental is an elegantly remodeled 3 bedroom, 2 bathroom home. Kitchen, bathrooms, flooring, furniture and bedding are all new and inviting. Come relax in the peaceful "heart" of Sunriver, located between the SHARC and Fort Rock...

    Pool Hot Tub
    FREE CANCELLATION

    $86 to $504/night

  10. HOUSE
    17 Duck Pond

    17 Duck Pond

    Sunriver, OR

    17 Duck Pond is located very close to the river, and also within easy walking distance to SHARC, Sunriver Village, and Fort Rock Park. The home has the room and amenities to accommodate your family gathering, with enough space for everyone to relax...

    Pool Hot Tub
    FREE CANCELLATION

    $199 to $1,117/night

  11. HOUSE
    5 Fawn

    5 Fawn

    Sunriver, OR

    This luxurious home is centrally located and just a five minute walk from the Village at Sunriver, an outdoor shopping mall complete with ice rink. A nearby bike path provides a direct route to both the mall and Sunriver Resort. Outfitted in new,...

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $1,398/night

  12. HOUSE
    Half Mile to Beach! 3BR w/ 2 Decks & Ocean Views

    Half Mile to Beach! 3BR w/ 2 Decks & Ocean Views

    Oceanside, OR

    Perched high on the hillside overlooking the Pacific, this 3BR/2BA coastal retreat is affectionately known as “Sky Beach Cabin”. Highlights include multiple living areas and two decks with stunning ocean views. Interior features include vaulted...

    Pets OK
    FREE CANCELLATION

    $158 to $358/night

  13. CONDOMINIUM
    3BR w/ Hot Tub & Aquatic Park Passes-- Near River

    3BR w/ Hot Tub & Aquatic Park Passes-- Near River

    Bend, OR

    Split across two levels, this inviting 3BR/2.5BA condo in Sunriver is located on Sunriver’s north end, putting you within close proximity to a host of local attractions. Meadows Golf Course, Sunriver Tennis, and the Deschutes River are all...

    Pool Hot Tub
    FREE CANCELLATION

    $169 to $423/night

  14. HOUSE
    4BR w/ Hot Tub & Foosball, 200’ to Deschutes River

    4BR w/ Hot Tub & Foosball, 200’ to Deschutes River...

    Bend, OR

    Steps from the Deschutes River and Cardinal Landing Bridge, this exceptional 4BR/3.5BA home boasts a private hot tub, two decks, an inviting Great Room. Enjoy access to Sunriver's Aquatics Center, complete with multiple pools and a lazy river....

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $506 to $899/night

  15. HOUSE
    Big Pine

    Big Pine

    Bend, OR

    Big Pine is a fantastic 3 Bedroom, 2.5 Bath house, located in the River Wild neighborhood in Mount Bachelor Village. This open concept home has an abundance of light and features 2 master king suites, and a 3rd double queen room to accommodate the...

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $632/night

  16. HOUSE
    2 Conifer

    2 Conifer

    Sunriver, OR

    2 Conifer is a light, bright and cozy Sunriver home perfect for enjoying all that the area has to offer! The living room has a gorgeous stone floor-to-ceiling fireplace that makes the whole home feel cozy. The kitchen has beautiful countertops and...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $108 to $566/night

  17. HOUSE
    West Hills

    West Hills

    Bend, OR

    Make the most of your Central Oregon getaway when you stay at this 3-bedroom, 2-bathroom vacation rental house in Bend. Up to 8 guests can spread out in almost 2,000 square feet of well-appointed living space. Take in the quiet ambiance of a mature...

    FREE CANCELLATION

    $144 to $444/night

  18. HOUSE
    Cumberland *30 Day Minimum

    Cumberland *30 Day Minimum

    Bend, OR

    Cumberland is a cozy 3 bedroom, 2 bath home. This is an updated home in the heart of Northwest Bend, in a family friendly neighborhood! Walking distance to breweries, restaurants, shopping, and more! This is the perfect house to come to after work...

    Pets OK
    FREE CANCELLATION

    $480 to $960/night

  19. HOUSE
    Upscale Riverside 2BR w/ Deck

    Upscale Riverside 2BR w/ Deck

    Pacific City, OR

    With a tranquil riverside setting, this upscale 2BR/2BA home in Pacific City offers the ultimate retreat for a romantic getaway or family vacation. A beautiful sunroom and wraparound deck overlook Nestucca River and estuary. Here, you can enjoy...

    Pets OK
    FREE CANCELLATION

    $141 to $250/night

  20. HOUSE
    Lovely 3BR "Sam's Place by the Bay"

    Lovely 3BR "Sam's Place by the Bay"

    Newport, OR

    PROPERTY OVERVIEW Walking distance to Yaquina Bay, beaches, state parks, and oodles of eateries, this charming 3BR/2BA is affectionately known as “Sam’s Place by the Bay” – a lavish retreat for the ultimate group getaway. Spacious and...

    Pets OK
    FREE CANCELLATION

    $151 to $530/night

  21. HOUSE
    8 Deschutes

    8 Deschutes

    Sunriver, OR

    8 Deschutes Lane is located just a quiet .75 mile walk or bike ride from the the Sunriver Village. Nestled in the quiet south end of Sunriver, just steps from the Deschutes River, is your cozy Sunriver Retreat. If you love Kayaking, SUP, or just...

    Pool Hot Tub
    FREE CANCELLATION

    $120 to $680/night

  22. HOUSE
    2 Landrise

    2 Landrise

    Sunriver, OR

    This home has recently been updated and has wonderfully remodeled baths and kitchen, Wii, foosball table, a hot tub, & is perfectly located close to 'everything'. 2 Landrise Lane is located just a .25 mile (three minute walk) from the Sunriver...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $128 to $746/night

  23. HOUSE
    3 Blue Grouse

    3 Blue Grouse

    Sunriver, OR

    3 BLUE GROUSE This beautiful log home is 2600 sq. ft and has 5 bedrooms, 3 beautifully remodeled baths, and a family room with game table. The home has A/C. The living and dining areas feature vaulted wood tongue and groove ceilings. There is a...

    Pool Hot Tub
    FREE CANCELLATION

    $300 to $1,153/night

  24. HOUSE
    11 Camas

    11 Camas

    Sunriver, OR

    11 Camas Lane in Sunriver has room for the whole family to enjoy for your next Sunriver stay! This home is brand new to our rental pool and has summer availability. You can bring up to two of your furry friends. Includes 10 SHARC passes & private...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $180 to $524/night

  25. HOUSE
    Five Peaks

    Five Peaks

    Bend, OR

    Relax in luxury with sweeping views of the Cascades in this five-bedroom custom home. Five Peaks is one of our largest vacation homes, and is ideal for family reunions or a getaway for several couples. Most of the rooms face the Cascade Mountains,...

    Hot Tub Pets OK
    FREE CANCELLATION

    $294 to $1,198/night

  26. HOUSE
    3 Spyglass

    3 Spyglass

    Sunriver, OR

    3 Spyglass is a beautifully remodeled 2300 sq. ft. home is located on the 16th hole of the Meadows Golf Course, minutes from SHARC Aquatic Center & the Village Mall. 8 "unlimited" SHARC passes are included in the rental. With 4 bedrooms, 3...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $180 to $1,026/night

  27. HOUSE
    Cairn

    Cairn

    Bend, OR

    Cairn is our new, absolutely perfect, luxurious, rental home at Tetherow in Bend, Oregon. If you're expecting only the best, then this house will not disappoint. This 5 bed, 5 Bath, super modern home has plenty of room for the whole family. Situated...

    Hot Tub Pets OK
    FREE CANCELLATION

    $326 to $1,331/night

  28. HOUSE
    5 Vine Maple

    5 Vine Maple

    Sunriver, OR

    5 Vine Maple Lane is located on the 11th Fairway of the Woodlands Golf Course. The home comes with all of the luxurious amenities expected in a well appointed home. Our elegant home has room for the extended family with 6 bedrooms and 5.5 baths....

    Pool Hot Tub
    FREE CANCELLATION

    $347 to $2,023/night

  29. CONDOMINIUM
    Seventh Mountain 2035

    Seventh Mountain 2035

    Bend, OR

    Enjoy a peaceful escape with gorgeous views from this cozy 1 bedroom + 1.5 bathroom third floor condo nestled among the trees in beautiful Seventh Mountain Resort. This condo features a full kitchen with everything you need to enjoy a delicious...

    Pool Pets OK
    FREE CANCELLATION

    $68 to $281/night

  30. HOUSE
    6 Otter

    6 Otter

    Sunriver, OR

    6 Otter Lane is in the perfect location to park your car for your entire stay. Our 3 bedroom, 2 bath home is located just across the street from SHARC and a 4 minute walk to the Sunriver Village. There are unlimited-use SHARC passes for 8 guests...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $86 to $485/night