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
    Fish Inn Bike Inn

    Fish Inn Bike Inn

    Sisters, OR

    Welcome to the historic Fish Inn Bike Inn, originally built as the Sisters Ranger Station in 1935, it has been lovingly & beautifully restored as a premier vacation home in Sisters, Oregon. Winner of the 2013 DeMuro Award from the Restore Oregon for...

    FREE CANCELLATION
  2. HOUSE
    Pine Street Cottage

    Pine Street Cottage

    Sisters, OR

    Enjoy time with your family & friends at this charming single level 3 bedroom 2 bath home in a great Sisters location. Very open and roomy, featuring a wall of windows providing plenty wonderful natural light. There are partial mountain views from...

    FREE CANCELLATION
  3. CABIN
    Meadow View Cabin

    Meadow View Cabin

    Sisters, OR

    You'll feel like you're a world away, while being within walking or biking distance to downtown Sisters. Just minutes to shops and restaurants, cozy Meadow View Cabin offers peace and quiet on 10 acres with sage, junipers and towering pines. The...

    FREE CANCELLATION
  4. HOUSE
    Pacific Terraces T430

    Pacific Terraces T430

    Gearhart, OR

    This unit is located in Pacific Terraces on the second floor. It has a queen bed in the master bedroom and a queen bed in the second bedroom. There is a air mattress available to use for two additional guest. This unit is beautifully decorated and...

    Pool Pets OK
    FREE CANCELLATION
  5. HOUSE
    Gearhart House G660

    Gearhart House G660

    Gearhart, OR

    G660 Two bedroom end unit on the third floor with a beautiful Southwest ocean view from living room and master bedroom. There is a King bed in master bedroom, and a Queen bed in second bedroom including a Sofa bed in living room. Flat screen TV...

    Pool
    FREE CANCELLATION
  6. HOUSE
    Pacific Terrace T444

    Pacific Terrace T444

    Gearhart, OR

    T444 is a very nicely furnished 2 Bedroom unit in Pacific Terraces on the 2nd floor. It has a south west ocean view. There is a King bed in master bedroom and 2 Twins in 2nd bedroom. There is also a sofa bed in the living room. This unit allows one...

    FREE CANCELLATION
  7. HOUSE
    Pacific Terrace T401

    Pacific Terrace T401

    Gearhart, OR

    T401 Front row beach level, Partial ocean view, There is a King bed in master bedroom, Two Twin beds in Second and Third bedrooms. (Twins can be made into king bed). No sofa bed. Pathway that takes you right to the beach from the patio door. HD...

    Pool
    FREE CANCELLATION
  8. HOUSE
    Gearhart House G608

    Gearhart House G608

    Gearhart, OR

    Beautifully updated one bedroom one bath ocean, garden view condo in the quaint community of Gearhart. Comfortably sleeps four guests, king bed in bedroom and queen sleeper sofa in living room. Enjoy ocean views and beautiful sunsets from your...

    Pool
    FREE CANCELLATION
  9. HOUSE
    Gearhart House G643

    Gearhart House G643

    Gearhart, OR

    G643 is a one bedroom on the second floor with a Southwest ocean view. Occupancy is four people only. A King bed in bedroom including a Sofa bed in the livingroom. Also a Flatscreen TV and DVD player. This unit does Allow one pet only. The cost is...

    Pool
    FREE CANCELLATION
  10. HOUSE
    Gearhart House G603

    Gearhart House G603

    Gearhart, OR

    This newly remodeled units has a King in the bedroom with a flat screen TV. Fully equipped kitchen with plenty of space. Living room area with a sofa bed that pulls out. Flat screen TV & DVR. Hardwood floors with carpet in the bedroom. Private...

    Pool
    FREE CANCELLATION
  11. HOUSE
    Gearhart House G736

    Gearhart House G736

    Gearhart, OR

    G736 this unit is on the fifth floor it is a two bedroom with a loft, and an ocean view. Queen bed in master bedroom, two twin beds in second bedroom, one twin bed and one bunk bed in the loft, including sofa bed in the living room. Two TVs, only...

    Pool
    FREE CANCELLATION
  12. HOUSE
    Gearhart House G748

    Gearhart House G748

    Gearhart, OR

    Unit G748 is located on the fifth floor. This is a 2 bedroom with a loft, Ocean view. This unit has a Queen bed in master bedroom, Two twin beds in second bedroom, Two twin beds in the loft, this unit does NOT have a sofa bed, Sleeps 6, DVD player,...

    Pool
    FREE CANCELLATION
  13. HOUSE
    Gearhart House G698

    Gearhart House G698

    Gearhart, OR

    ADULTS ONLY NO CHILDREN ALLOWED!!! G698 This unit is on the fourth floor, One bedroom with loft, Southwest ocean view and Tillimook Head. Recently remodeled unit hard wood floors, King bed in bedroom with flat screen TV, Queen bed in loft with flat...

    Pool
    FREE CANCELLATION
  14. HOUSE
    Pacific View V491

    Pacific View V491

    Gearhart, OR

    2 bedroom pacific view, 3rd floor, ocean view. King in the master, queen in the 2nd, no sofa bed (sleeps 4 only) no smoking, allows one small pet (pet fee per night). Guest of Pacific View have access to an indoor heated pool. Gearhart by the Sea is...

    Pool Pets OK
    FREE CANCELLATION
  15. HOUSE
    Trails End Retreat

    Trails End Retreat

    Bend, OR

    This new and perfect vacation home has 5 bedroom 3.5 bath home. There is room for the entire family with a split design for luxurious privacy. New luxury construction provides all of the tools and appliances needed to host your entire family for a...

    Pets OK
    FREE CANCELLATION

    $275 to $1,154/night

  16. 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

    $127 to $762/night

  17. HOUSE
    11 Vine Maple

    11 Vine Maple

    Sunriver, OR

    11 Vine Maple Lane - North Course Lodge - is located on the 11th Fairway of the Woodlands Golf Course. The home is well appointed was designed and decorated with your perfect Sunriver vacation in mind. This beautiful home has a fully stocked...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $270 to $1,735/night

  18. HOUSE
    Urban Manor

    Urban Manor

    Bend, OR

    Urban Manor is an absolutely beautiful home! Conveniently located in Mid-Town Bend, this home is just 5 minutes from downtown, Drake Park, restaurants, breweries and shopping. The exterior of the home is a chic, red barn style with large windows and...

    FREE CANCELLATION

    $160 to $667/night

  19. HOUSE
    9 Hoodoo

    9 Hoodoo

    Sunriver, OR

    9 Hoodoo Lane is centrally located just a few steps from Fort Rock Park, and a short bike ride to the SHARC. This beautiful 5 bedroom, 2800 sq. ft. home will be perfect for your family, whether you are seeking to relax by the fireplace or want to...

    Pool Hot Tub
    FREE CANCELLATION

    $184 to $1,097/night

  20. HOUSE
    Alizes

    Alizes

    Hood River, OR

    Utterly fabulous - Hood River spreads out beneath you as you survey the scene from this architect designed delight. These are THE best views of the Columbia River Gorge and we mean it! Watch the river action from 64 feet of glass, or the two...

    FREE CANCELLATION

    $360 to $1,440/night

  21. TOWNHOUSE
    645 N Pacific St Townhouse Unit B

    645 N Pacific St Townhouse Unit B

    Rockaway Beach, OR

    As part of an oceanfront fourplex, this 1BR home offers an expansive private beach just steps from your door, plus an outdoor shower for a refreshing rinse after a day outdoors. Brand-new furniture outfits the interior of this unit, while a queen...

    FREE CANCELLATION

    $133 to $257/night

  22. HOUSE
    Kite Beach Lookout

    Kite Beach Lookout

    Hood River, OR

    Aptly named for its stunning waterfront view, this newer home has everything including A/C, high-speed internet, large flat screen TV, and plenty of space to spread out and enjoy your holiday. Watch your favorite water sport or sunrise and sunset...

    Hot Tub Pets OK
    FREE CANCELLATION

    $126 to $578/night

  23. CONDOMINIUM
    Rockaway Escape-- Fresh Open Air Beach Front Home

    Rockaway Escape-- Fresh Open Air Beach Front Home

    Rockaway Beach, OR

    Feel stress melt away in this pet-friendly three-bedroom, three-and-a-half-bathroom Rockaway Beach vacation rental!  Expect great amenities like beach access, outdoor balconies, a gas fireplace, and plenty of room for up to seven guests and two...

    Pets OK

    $339 to $451/night

  24. HOUSE
    Seas the Day House 3615

    Seas the Day House 3615

    Lincoln City, OR

    Welcome to Seas the Day, a little piece of paradise with views of the gorgeous Pacific Ocean on the Oregon coast. Relax and unwind while you and your family enjoy breathtaking views overlooking the historic Nelscott Reef in beautiful Lincoln City....

    FREE CANCELLATION

    $110 to $399/night

  25. CONDOMINIUM
    Toro Bravo

    Toro Bravo

    Hood River, OR

    Sit back, relax and enjoy the Gorge. This affordable condo is an easy walk to downtown. Drive 5 minutes to world class kiting and windsurfing beaches. Close to all the activities the area has to offer. Enjoy views of the Gorge and a peek at the...

    FREE CANCELLATION

    $72 to $253/night

  26. HOUSE
    River Delivered

    River Delivered

    Hood River, OR

    A Hood River Classic! Cute on the outside, comfortable on the inside. Well maintained 4 bedroom, 2 bath house is a quick walk to downtown and minutes from Safeway. From the front porch enjoy morning sun and the neighborhood. On the back deck, soak...

    Hot Tub Pets OK
    FREE CANCELLATION

    $120 to $506/night

  27. HOUSE
    Amber Sunset

    Amber Sunset

    Mosier, OR

    Stunning River Views! Celebrate the sunset from this bluff perch above Mosier. Look down the Columbia River, across at the hills of the Gorge and watch the world go by. Spacious, freshly remodeled, light, bright home with brand new comfortable...

    Pets OK
    FREE CANCELLATION

    $120 to $539/night

  28. HOUSE
    Living Color Cottage

    Living Color Cottage

    Hood River, OR

    Live like a local in Living Color! This is a newly remodeled and updated private mid-century one level home in a quiet, convenient neighborhood. The home has comfortable, open and relaxed spaces decorated with warm artistic style and colorful art....

    Pets OK
    FREE CANCELLATION

    $86 to $388/night

  29. HOUSE
    Sweet Home Columbia

    Sweet Home Columbia

    Hood River, OR

    This classic home with an oh-so-desirable Columbia Street downtown location is a dreamy spot to call home for your stay in the Gorge. Totally revamped interior offers traditional charm and modern convenience. Thoroughly equipped kitchen, charming...

    FREE CANCELLATION

    $120 to $539/night

  30. HOUSE
    "Sam's Place by the Bay"

    "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

    $196 to $503/night