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. CONDOMINIUM
    Sisters Suite 2-Middle

    Sisters Suite 2-Middle

    Sisters, OR

    New and modern, comfy and efficient, all you need for comfortable lodging without sacrificing all the creature comforts. Come enjoy this air  conditioned one bedroom, one bath condo next to Pine Meadow Village. Mountain Views from the bedroom. ADA...

    Pets OK
    FREE CANCELLATION

    $129 to $200/night

  2. CONDOMINIUM
    Sisters Suite 3-South

    Sisters Suite 3-South

    Sisters, OR

    Sisters Suite - South is one of three brand new lodging offerings next to Pine Meadow Village in Sisters Oregon. Available this summer and fall for nightly and weekly rentals and in the fall it will be available for month to month rentals. New and...

    Pets OK
    FREE CANCELLATION

    $159 to $204/night

  3. CONDOMINIUM
    Big Mountain View Condo

    Big Mountain View Condo

    Sisters, OR

    Park the car and walk or bike to everything in town, mountain views and A/C. Come to Sisters and take in the views of four mountains and pond w/seasonal fountain from this condo. It is on the west edge of Sisters and only a few blocks to the heart...

    Pool Hot Tub Pets OK
    FREE CANCELLATION
  4. HOUSE
    Crossroads Connection

    Crossroads Connection

    Sister, OR

    Your home away from home, attention to detail you`ll appreciate. Located in a quiet neighborhood, wonderful yard with soothing water feature and hot tub that will help you unwind. Landscaped yard You will likely see deer meandering thru the yard...

    Hot Tub
    FREE CANCELLATION
  5. CONDOMINIUM
    Sisters Suite 1-North

    Sisters Suite 1-North

    Sisters, OR

    New and modern, bright and cheery, all you need for comfortable lodging without sacrificing all the creature comforts. Come enjoy this air conditioned one bedroom, one bath condo next to Pine Meadow Village. Mountain Views from the bedroom. This...

    Pets OK
    FREE CANCELLATION
  6. HOUSE
    The Sisters Moose

    The Sisters Moose

    Sisters, OR

    Great affordable vacation home for 2 couples or a small family, 2 bedrooms, 2 bathrooms, will sleep up to 6. Free pool access at the Tollgate seasonal pool, biking paths all around the community, a tennis court, basketball court and many acres of...

    Pool
    FREE CANCELLATION
  7. HOUSE
    White Elm 28

    White Elm 28

    Sunriver, OR

    White Elm 28 You’ll have plenty of room to invite family and friends to join you in Sunriver at White Elm 28, a bright, open 2,200 sq. ft. home with an upper-level great room perfect for entertaining. With gorgeous mountain views, a wooded...

    Hot Tub
    FREE CANCELLATION

    $221 to $654/night

  8. HOUSE
    Gearhart House G664

    Gearhart House G664

    Gearhart, OR

    G664 One bedroom on the third floor with a Southwest ocean view. There is a Queen bed in the master bedroom included a Sofa bed. This unit has a Flat screen TV with a DVD player, Stereo, and an Electric fireplace. Unit does Accept Pets. Pet fee is...

    Pool Pets OK
    FREE CANCELLATION
  9. CONDOMINIUM
    Waters Edge Condo 203

    Waters Edge Condo 203

    Lincoln City, OR

    Welcome to Waters Edge 203 in Lincoln City! This one bedroom, one bath condo is perfect for up to four guests and offers an amazing view of the Siletz Bay and the Pacific Ocean! You'll want to stay here again and again! Located on the second floor...

    FREE CANCELLATION

    $70 to $257/night

  10. COTTAGE
    Beach Bungalow-Roads End

    Beach Bungalow-Roads End

    Lincoln City, OR

    Beach Bungalow - Roads End, located in Lincoln City, is a coastal bungalow with all the charm of yesterday without compromising the comforts of today. With direct beach access from the backyard, this oceanfront home makes this a lovely place to make...

    FREE CANCELLATION

    $153 to $511/night

  11. HOUSE
    Pacific View V472

    Pacific View V472

    Gearhart, OR

    This unit is located in Pacific View on the first floor. It has a NW ocean view. It has a King in the master bedroom and a queen in the second bedroom. This unit does not have a sofa bed. It sleeps 4 only. There is a TV in the living room and each...

    Pool Pets OK
    FREE CANCELLATION
  12. CONDOMINIUM
    The Oceanfront Overlook

    The Oceanfront Overlook

    Newport, OR

    If you're looking for a comfortable, oceanfront condo for four on your next Oregon coast vacation, you've found it! The Oceanfront Overlook offers expansive views of the Pacific Ocean and Yaquina Head Lighthouse, with two bedrooms, and three baths!...

    FREE CANCELLATION

    $202 to $639/night

  13. HOUSE
    Golden Butte

    Golden Butte

    Bend, OR

    This home has a view that will take your breath away. You'll feel the tension leave the moment you walk in the front door. Enjoy majestic sunrises in the mornings while sipping a cup of freshly brewed coffee. On a clear day view the weather...

    FREE CANCELLATION

    $204 to $727/night

  14. CONDOMINIUM
    Seventh Mountain Combo 2035/2036

    Seventh Mountain Combo 2035/2036

    Bend, OR

    Enjoy a peaceful escape with gorgeous views from this cozy 2 bedroom + 2.5 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

    $110 to $474/night

  15. CONDOMINIUM
    Widgi Creek Escape

    Widgi Creek Escape

    Bend, OR

    Bend is famous for its year-round outdoor activities to keep everyone in the family busy! Widgi Creek Escape offers the perfect setting for everything needed to have a wonderful vacation. Widgi Creek Escape is located just 15 miles from Mount...

    Pets OK
    FREE CANCELLATION

    $138 to $559/night

  16. HOUSE
    Pinebrook *Minimum Night Stay Required

    Pinebrook *Minimum Night Stay Required

    Bend, OR

    A Lovely home with plenty of room and storage in SW Bend, you will appreciate the private feeling of the neighborhood with the convenient location to shopping. This lovely 4 bedroom 2 bathroom is fully furnished with all the amenities you will need...

    Pets OK
    FREE CANCELLATION

    $240 to $600/night

  17. HOUSE
    Pacific Terrace T419

    Pacific Terrace T419

    Gearhart, OR

    T419 is a beautifully appointed Two Bedroom Condo located in the Pacific Terraces, Newly remodeled deluxe unit. This unit has a king in the Master Bedroom, Two Twins in the second bedroom (which can be made into a king), has a walk in shower in the...

    Pool
    FREE CANCELLATION
  18. HOUSE
    Portland Pearl- 30 Day Minimum

    Portland Pearl- 30 Day Minimum

    Bend, OR

    Portland Pearl is a BRAND NEW, completely beautiful home. It is 3 bedroom, and 2.5 baths. Only blocks away from downtown Bend, Drake Park, and so many activities. This super modern home combines meshed concrete, wood, and steel to form an urban...

    FREE CANCELLATION

    $204 to $324/night

  19. TOWNHOUSE
    Addie Triplett Loop *30 Day Minimum

    Addie Triplett Loop *30 Day Minimum

    Bend, OR

    Addie Triplett Loop is located in Bend's Southeast residential area close to Bend Golf Club area! Short drive to grocery stores, restaurants, and shopping. Easy parkway access for daily commuting and only 10 minutes to Old Mill District, 15 minutes...

    Pool Pets OK
    FREE CANCELLATION

    $160 to $280/night

  20. HOUSE
    Alabaster Hues *30 day minimum*

    Alabaster Hues *30 day minimum*

    Bend, OR

    Tetherow Perfection. Modern peaceful neutral hues open to expansive Cascade Mountain Range and Tetherow Golf Course Views. This home has everything you need to maintain a comfortable lifestyle during your stay in Bend. There are 3 Master Suites,...

    FREE CANCELLATION
  21. HOUSE
    Pacific View V488

    Pacific View V488

    Gearhart, OR

    Two bedroom, pacific view, 3rd floor,ocean view, k in master bdrm 2 twins in 2nd (can be made into a king), futon sofabed. 2 tv's, dvd,cd/stereo. Non smoking, allows one small pet (fee per night pet fee). Guest of Pacific View have access to an...

    Pool Pets OK
    FREE CANCELLATION
  22. HOUSE
    West Sail *30 Day Minimum

    West Sail *30 Day Minimum

    Hood River, OR

    Terrific river/mountain views, tons of space to play, quiet setting, walking distance to downtown. This home has all the essentials for a memorable Hood River vacation. Spread out and enjoy fabulous river/ Mt Adams views while dining on the large...

    Hot Tub
    FREE CANCELLATION
  23. HOUSE
    Crow's Nest House 7150

    Crow's Nest House 7150

    South Beach, OR

    Crow's Nest sits high on a cliff in Newport and has amazing views of the Pacific Ocean. This three story oceanfront home, with beach access about four blocks south, screams rustic charm and comfort. With decorations ranging from whimsical to...

    FREE CANCELLATION

    $202 to $960/night

  24. HOUSE
    Whistler 21 Home

    Whistler 21 Home

    Sunriver, OR

    Charming single level home (1700+/- sq. ft.). Located just a short distance to the Sunriver Market Place (off Cottonwood Rd.). You know you are in Sunriver when you arrive to this home. Featuring a floor to ceiling river rock surround fireplace,...

    Hot Tub

    $262 to $370/night

  25. CONDOMINIUM
    Pacific Sands Resort # 14

    Pacific Sands Resort # 14

    Neskowin, OR

    Please note this property is NOT Pet-Friendly. Pacific Sands Resort #14 is perfect if you're looking for a fantastic getaway to the Oregon Coast. This wonderful, ground floor condo is located in quiet Neskowin, where you can enjoy a peaceful...

    FREE CANCELLATION

    $144 to $431/night

  26. HOUSE
    Pacific Terrace T435

    Pacific Terrace T435

    Gearhart, OR

    T435 is on the First floor with a Limited ocean view, King bed in master bedroom, and Two twin beds in second bedroom, Sofa bed located in Living Room, HD Flat screen TV & with Satellite and a DVD player, also a Stereo. This unit has a washer and...

    Pool Pets OK
    FREE CANCELLATION
  27. HOUSE
    Edgewood Escape House

    Edgewood Escape House

    Seaside, OR

    Edgewood Escape is the perfect vacation home in Seaside for your family and friends. The beach and Promenade are just four short blocks away. You can stroll the length of the Promenade in Seaside and discover all sorts of shopping to do, restaurants...

    FREE CANCELLATION

    $196 to $880/night

  28. HOUSE
    Seaside Family Tides

    Seaside Family Tides

    Seaside, OR

    Welcome to Seaside Family Tides, located in Seaside. This lovely, one story home offers three bedrooms and two baths for up to eight guests! Just two blocks from the Pacific and six blocks from the Promenade, Seaside Family Tides is truly in the...

    FREE CANCELLATION

    $89 to $545/night

  29. CONDOMINIUM
    Waters Edge Condominium 409

    Waters Edge Condominium 409

    Lincoln City, OR

    Waters Edge #409 is a one bedroom, one bath bay front condo located in the historic Taft District of Lincoln City where you'll enjoy ocean and surf views. Dining, ice cream, coffee, galleries, a museum and quaint shops are all within walking...

    FREE CANCELLATION

    $94 to $318/night

  30. HOUSE
    Roc City Living

    Roc City Living

    Bend, OR

    When you open the front door, you will be greeted by a light and bright, open floor plan and sweeping panoramic views of the Cascades. The main level boasts a large living room for entertaining including a billiards table, and open to the kitchen...

    Pets OK
    FREE CANCELLATION