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 Ponderosa

    The Ponderosa

    Sisters, OR

    Room for your whole family in this beautiful spacious home in a great location for your family vacation, just minutes from downtown Sisters. Come and make memories with your loved ones! Free pool access at the Tollgate seasonal pool, biking paths...

    Pool
    FREE CANCELLATION

    $248 to $333/night

  2. CONDOMINIUM
    Mountain Sage

    Mountain Sage

    Sisters, OR

    Beautiful custom built condo on ground level in desirable Pine Meadow Village with exceptional outdoor space. Spacious, 1720 sq. ft. of living space, the clubhouse, with seasonal swimming pool and year round spa, is conveniently just across the...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $222 to $359/night

  3. APARTMENT
    NW 23rd/Nob Hill #4

    NW 23rd/Nob Hill #4

    Portland, OR

    Apartment is located in the Nob Hill neighbourhood of the Alphabetical District which includes the famous NW 23rd Avenue. Take a stroll down the tree-lined Avenue to enjoy a myriad of coffee shops, bakeries, restaurants, taverns, shopping and day...

  4. HOUSE
    Bright Tree Court

    Bright Tree Court

    Bend, OR

    Wonderfully furnished brand new home just brought into the vacation rental pool. Fully set up for your stay, just bring in your suit case and be ready for an awesome visit. A bright and well-loved home just off of Reed Market road. Tucked in a quiet...

    FREE CANCELLATION

    $150 to $435/night

  5. HOUSE
    Addy's Beach House

    Addy's Beach House

    Waldport, OR

    Fantastic views! 2 bedroom and 3 bath home in Sandpiper Village. Approximately 2,600 square feet, beautifully furnished. Sweeping ocean views from the upstairs living area. Master suite has a king bed and huge bath with soaking tub and separate...

    FREE CANCELLATION

    $183 to $315/night

  6. HOUSE
    Oceania House

    Oceania House

    Waldport, OR

    Oceania House The warmth of this beautiful, classic oceanfront cottage will embrace you from the moment you step into its handsome tiled entry. The wood-lined walls and cheerful decor will lift your spirits; the ocean view from the upstairs living...

    Pets OK
    FREE CANCELLATION

    $117 to $227/night

  7. HOUSE
    The Salt Box

    The Salt Box

    Manzanita, OR

    The Salt Box This classy beach home offers as much charm on the inside as it does on the outside. Tastefully decorated with art and antiques, it is the perfect quiet atmosphere needed for a relaxing vacation. The living area and kitchen are...

    FREE CANCELLATION

    $109 to $215/night

  8. HOUSE
    Sandpiper Retreat

    Sandpiper Retreat

    Waldport, OR

    Sandpiper Retreat This inviting, single-level home brings you dreamy access to miles of even, sandy beach—right off your beautiful back deck! Just north of Waldport, Sandpiper Retreat is thoughtfully appointed for all your guests. The living room...

    FREE CANCELLATION

    $134 to $313/night

  9. HOUSE
    Bay Front Escape

    Bay Front Escape

    Lincoln City, OR

    Bay Front Escape Nestled in the bay front community of Cutler City, Bay Front Escape is situated on the Siletz Bay in the southern portion of Lincoln City. Discover the quaint Taft district just a few minutes away, and visit local restaurants, glass...

    Hot Tub
    FREE CANCELLATION

    $74 to $243/night

  10. CABIN
    Chickadee Cottage

    Chickadee Cottage

    Yachats, OR

    The Chickadee Cottage is on the South side of Yachats, on the hill overlooking the Bay, Yachats and the Pacific Ocean. It is an easy walk to both the beach, and to town, and has amazing ocean views from the deck and from inside cottage. Cozy couch...

    Pets OK
    FREE CANCELLATION

    $109 to $135/night

  11. HOUSE
    Tradewinds Home

    Tradewinds Home

    Lincoln City, OR

    Tradewinds This newly constructed home is located in the desirable Road's End area of Lincoln City. Chinook Winds Casino, shopping, restaurants and coffee shops are within walking distance. Easy beach access and Road's End State Park is just a...

    Hot Tub Pets OK
    FREE CANCELLATION

    $276 to $651/night

  12. CONDOMINIUM
    Fairway Village 32

    Fairway Village 32

    Sunriver, OR

    Sit back and relax in this 2 story reverse living Sunriver condo. (1450+/- sq. ft.). Providing 3 bedrooms and 2.5 bathrooms. Located just a short walk to the Woodlands Golf Course & North Swimming Pool. Open living with vaulted Cedar ceilings. Enjoy...

    Pool Hot Tub

    $195 to $316/night

  13. HOUSE
    Waive Time Home

    Waive Time Home

    Lincoln City, OR

    Waive Time The spectacular views from the huge, elevated deck of this hexagonal home encompass the whole sweep of the wild beauty of the Roads End beach. Waive Time will provide you with such a relaxing Oregon Coast stay that it may literally...

    Hot Tub Pets OK
    FREE CANCELLATION

    $146 to $524/night

  14. CONDOMINIUM
    Meadow House 21

    Meadow House 21

    Sunriver, OR

    Pleasant two story condominium/townhouse (1400+/- sq. ft.). Located just a short distance to SHARC, Meadows Golf Course and the Sunriver Village Mall. Featuring air Conditioning, a large lava rock wood burning fireplace with vaulted cedar ceiling...

    Pool Pets OK

    $181 to $242/night

  15. CABIN
    Cluster Cabin 26

    Cluster Cabin 26

    Sunriver, OR

    Cozy two story cabin (1150+/- sq. ft.). Located just a short distance to Meadows Golf Course, Sunriver Lodge and the Village Mall. Featuring a gas fireplace, WiFi, flat screen TV, wall to wall windows in the living area, private deck, lots of wood...

    Pool

    $169 to $235/night

  16. HOUSE
    Klamath 10- Sunriver Home

    Klamath 10- Sunriver Home

    Sunriver, OR

    Relax in this 2 story reverse living Sunriver home. (1400+/- sq. ft.). Providing 2 bedrooms and 1.5 bathrooms. Each bedroom has private vanity area while sharing the shower area. Located just a short distance to Fort Rock Park, vaulted Cedar...

    Pool Hot Tub

    $168 to $255/night

  17. HOUSE
    Poplar 23 Home

    Poplar 23 Home

    Sunriver, OR

    Ideally located, you will be sure to relax in this 3 bedroom/2 bathroom, 1500+/- square foot, split level home in the heart of Sunriver. This property will permit for privacy and offers a nice gathering area inside and out to promote good times....

    Hot Tub Pets OK

    $222 to $302/night

  18. HOUSE
    Serenity on Sunset

    Serenity on Sunset

    Waldport, OR

    The Serenity on Sunset is located in Bayshore subdivision in Waldport, and is an easy stroll to miles of Beach. A wonderful family friendly home; it has separation of main bedrooms; The master suite with the jetted tub, is on one side, and the guest...

    Pool Pets OK
    FREE CANCELLATION

    $104 to $287/night

  19. HOUSE
    Butternut 2- Sunriver Home

    Butternut 2- Sunriver Home

    Sunriver, OR

    Relax in this 2 story Sunriver home. (1244+/- sq. ft.). Located just a short distance to Fort Rock Park and not far from the SHARC Aquatics Center. This home also backs to National Forest Service. Enjoy the hot tub, high speed Internet and...

    Pool Hot Tub

    $188 to $267/night

  20. HOUSE
    Oceana Home (3-Bedroom Home)

    Oceana Home (3-Bedroom Home)

    Lincoln City, OR

    Oceana Love at first sight! 3 bedroom suites, breathtaking ocean, mountain and sunset views! Oceana, beautifully decorated with contemporary furniture, has everything you need for the perfect beach vacation. A spacious family room with a large flat...

    FREE CANCELLATION

    $134 to $392/night

  21. HOUSE
    Tranquility Home

    Tranquility Home

    Depoe Bay, OR

    Tranquility While this home isn't technically oceanfront, it is about as close as you can get--access to the beach is straight down the hill and the views are panoramic. When you're relaxing in the hot tub on the rooftop deck gazing from your...

    Hot Tub
    FREE CANCELLATION

    $146 to $529/night

  22. HOUSE
    Neptune Lookout

    Neptune Lookout

    Lincoln City, OR

    Neptune Lookout You’ll catch your breath looking up at this marvelous ocean-view home—the roofline points skyward like the prow of a Viking ship. Inside, that prow becomes a soaring vaulted ceiling, bringing ocean light and striking...

    Pets OK
    FREE CANCELLATION

    $134 to $367/night

  23. HOUSE
    Beach Daze Home

    Beach Daze Home

    Lincoln City, OR

    Beach Daze Beach Daze is thoughtfully designed to bring you, your family and friends an easy, relaxing time at the beach with plenty to do, indoors and out. With luxurious, artful finishes, the ocean-view great room brings everyone together for a...

    Hot Tub Pets OK
    FREE CANCELLATION

    $207 to $664/night

  24. HOUSE
    The Trailhead

    The Trailhead

    Bend, OR

    The Trainhead Relax like a local in this clean and modern craftsman style home located in Bend’s Century West neighborhood. Just off Century Drive, it’s easy to explore both downtown and the slopes of Mount Bachelor. ‘The Trailhead’ is also...

    Hot Tub Pets OK
    FREE CANCELLATION

    $196 to $427/night

  25. TOWNHOUSE
    Coastal Dream

    Coastal Dream

    Lincoln City, OR

    Coastal Dream This great town home right across the street from the ocean, a three-bedroom unit, has great ocean views from the main living space on the second level. Two decks on the protected back side of the home plus an ocean-view deck in the...

    Pets OK
    FREE CANCELLATION

    $109 to $276/night

  26. HOUSE
    The Perch Home

    The Perch Home

    Lincoln City, OR

    The Perch The Perch is named for a unique part of its expansive, newly constructed trex and glass deck; a promontory section that extends out upon the Roads End cliff, providing unparalleled views in the exclusive Road Ends area. This beautiful,...

    Hot Tub Pets OK
    FREE CANCELLATION

    $367 to $1343/night

  27. HOUSE
    Fair Winds Journey

    Fair Winds Journey

    Lincoln City, OR

    Fair Winds Journey If your idea of a perfect vacation get-away includes spectacular whitewater ocean views, easy access to miles of pristine sandy beaches, spacious luxury accommodations and close proximity to the many attractions of the central...

    Hot Tub
    FREE CANCELLATION

    $465 to $1302/night

  28. HOUSE
    By The Sea House

    By The Sea House

    Lincoln City, OR

    By The Sea Nestled in the quaint, pedestrian friendly neighborhood of Roads End, By the Sea is a great place to get away. With easy beach access via Roads End State Park just a few steps away, miles of pristine sandy beaches await. By the Sea...

    Pets OK
    FREE CANCELLATION

    $97 to $307/night

  29. HOUSE
    On The Beach

    On The Beach

    Lincoln City, OR

    On The Beach On The Beach really is just as the name suggests--right on the beach. Step from the grassy oceanfront lawn directly onto sand! The soft, fine sand of Road's End is great for walking, running, or digging, and the waves in front of this...

    Hot Tub
    FREE CANCELLATION

    $270 to $709/night

  30. HOUSE
    Wallowa with Western Charm

    Wallowa with Western Charm

    Sunriver, OR

    Wallowa Bright, immaculate and spacious, this single-level four-bedroom, three-bath home is sure to please your friends and family when you gather for time in Central Oregon. Its proximity to Sunriver Village and the bikes in the garage, allow you...

    Hot Tub
    FREE CANCELLATION

    $172 to $810/night