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
    Pacific Terrace T445

    Pacific Terrace T445

    Gearhart, OR

    T445 is a three bedroom condo Pacific Terrace on the First floor. Queen in master with flat screen TV. Twin bunk beds in second bedroom, Trundle bed in 3rd bedroom. Flat screen TV with DVD player in living room. Two baths one with shower other with...

    FREE CANCELLATION
  2. HOUSE
    Marion House

    Marion House

    Gearhart, OR

    4 BDRM 2.5 BATH HOUSE WITH GOLF COURSE AND LIMITED OCEAN VIEW. 2900 SQ FT, 1 King IN MASTER, TWO TWINS, 1Q, 2 SETS OF BUNK BEDS WITH 2 TRUNDLES, SOFA BED, WASHER/DRYER, 2 FIREPLACES, 2 KITCHEN, DVD, ALLOWS 2 PETS (FEE PER PET) FENCED YARD, DECK. 3...

    Pets OK
    FREE CANCELLATION
  3. 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
  4. HOUSE
    Gearhart House G633

    Gearhart House G633

    Gearhart, OR

    G633 is a one bedroom unit on the second floor with a southwest ocean view. A King in the master bedroom and a sofabed located in the livingroom. This unit does Allow Pets, the charge is $15.00 PER PET PER NIGHT. (3 PETS MAX) 42' Flatscreen TV with...

    Pool
    FREE CANCELLATION
  5. HOUSE
    Gearhart House G670

    Gearhart House G670

    Gearhart, OR

    G670 is a one bedroom with a southwest Ocean view on the third floor. This unit sleeps 4. A King bed in the Master bedroom with a Sofa bed in the livingroom. Flat screen TV with a DVD player. This unit does Allow Pets. The cost is $15.00 per day...

    Pool
    FREE CANCELLATION
  6. HOUSE
    Gearhart House G738

    Gearhart House G738

    Gearhart, OR

    G738 is on the fifth floor. This unit sleeps eight with a two bedroom with a loft with an ocean view. It has a queen bed in master bedroom and two twin beds in second bedroom, including two twin beds in loft, Sofa bed, Sleeps 8, DVD player,...

    Pool
    FREE CANCELLATION
  7. HOUSE
    Pacific Terrace T405

    Pacific Terrace T405

    Gearhart, OR

    T405 A Two Bedroom Pet Unit Ocean Front Condominium in the Pacific Terrace. Sleeps up to Four People. There is a King bed with a TV in Master Bedroom, and Two Twins in Second Bedroom. Come and enjoy a Gas Fireplace with a Wet bar, and HD Flat...

    FREE CANCELLATION
  8. HOUSE
    Pacific Terrace T413

    Pacific Terrace T413

    Gearhart, OR

    T413 is a Three Bedroom Condo Sleeps 6 in the Pacific Terraces with a great Ocean View. There is a King bed in Master Bedroom, and a Queen in Second Bedroom, and Two twins in Third Bedroom. This unit is very well appointed. Beautiful Hardwood...

    Pool
    FREE CANCELLATION
  9. 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
  10. CONDOMINIUM
    Seven

    Seven

    Hood River, OR

    Luscious brand new downtown loft! Three stories of pure Hood River pleasure. Spectacular river views from all levels, huge windows, two decks, sunny east side location. This is the ideal spot to survey the sights and sails of the Columbia....

    Hot Tub
    FREE CANCELLATION

    $390 to $914/night

  11. CONDOMINIUM
    Cake

    Cake

    Hood River, OR

    Cake- A little slice of heaven! This condo is just the spot to sweeten your trip to The Gorge. Delicious high ceilings and succulent bedding make this condo a tier above the rest. Whip up your own little dessert in the kitchen or take a quick easy...

    FREE CANCELLATION

    $84 to $385/night

  12. CONDOMINIUM
    Promenade Deck Condo #12

    Promenade Deck Condo #12

    Depoe Bay, OR

    Promenade Deck. What's not to like? So close to the shore you mostly can't see the shoreline so it feels like you're on the 3rd deck of an ocean going vessel. Watch the whales from your deck. They often come so close they kiss the rocky shoreline....

    FREE CANCELLATION

    $133 to $298/night

  13. HOUSE
    Top of the World

    Top of the World

    Bend, OR

    Welcome to Top of The World! Stunning views of the mountains and the city of Bend await you at this gorgeous home perched on top of Golden Butte on Bend's West Side. Built on the largest lot in an exclusive hilltop community; this gorgeous home...

    Hot Tub Pets OK
    FREE CANCELLATION

    $348 to $1,482/night

  14. HOUSE
    Robin's Nest

    Robin's Nest

    Mount Hood Parkdale, OR

    Stunning mountain cabin is the perfect spot for creating great memories with family and friends. Centrally located between Mt. Hood and the town of Hood River, this four bedroom log home has all of the warmth, charm, and peace you need. Please...

    FREE CANCELLATION

    $150 to $673/night

  15. HOUSE
    Earth Water Fire *30 Day Minimum

    Earth Water Fire *30 Day Minimum

    Bend, OR

    This absolutely stunning 4 bedroom home will leave you in awe as you walk in to the high end finishes of travertine and slab granite. This home was built with the attention to detail you see in million dollar homes. You will vacation in the lap of...

    Hot Tub Pets OK
    FREE CANCELLATION
  16. TOWNHOUSE
    Adamsview

    Adamsview

    Hood River, OR

    Inviting & spacious, this colorful home is full of personality and ready for vacation fun. Enjoy Columbia River and Mt. Adams views from large picture windows and the deck. Upstairs, plenty of windows and vaulted ceilings keep this home light &...

    Pets OK
    FREE CANCELLATION

    $116 to $575/night

  17. TOWNHOUSE
    1515 Lincoln

    1515 Lincoln

    Hood River, OR

    New! A fresh find in the Hood River vacation rental market! Enjoy a morning cuppa on the deck. Soak in the rays and survey the sweeping view of the mighty Columbia River and Mt Adams. Open plan layout is sunny and bright with vaulted ceilings and...

    Pets OK
    FREE CANCELLATION

    $84 to $414/night

  18. HOUSE
    Lucky

    Lucky

    Hood River, OR

    704 13th Street... So aptly named LUCKY! You scored a straight flush when you booked this home. Lucky is an ideal home base for a perfect Gorge vacation. Just down the street from Dirty Fingers for the bike enthusiasts, just a few blocks away from...

    Pets OK
    FREE CANCELLATION

    $120 to $592/night

  19. HOUSE
    River Ridge 617A

    River Ridge 617A

    Bend, OR

    Of all the Bend, Oregon rentals to vacation in, River Ridge 617, is certainly one to see all the sights. Enjoy the impressive views of the Deschutes River, as well as the amenities of Mt. Bachelor Village Resort, including a swimming pool and more....

    Pool Hot Tub
    FREE CANCELLATION

    $116 to $493/night

  20. HOUSE
    Surfsup! *30 Day Minimum

    Surfsup! *30 Day Minimum

    Hood River, OR

    Walk to all the cool stuff Hood River has to offer~ great restaurants, pubs, shops, wine tasting, theaters, kids? parks & a quick drive to mtn bike trails, golf, rafting, berry picking, snow sports. ​​​​​​​ We offer distinctive...

    Pets OK
    FREE CANCELLATION
  21. HOUSE
    6 Awbrey

    6 Awbrey

    Sunriver, OR

    6 Awbrey Lane is located in a perfect area, just a short walk to the SHARC, or Fort Rock Park. It is close to Tennis Courts, Golf and the Sunriver Village Mall where you will find shopping, entertainment and restaurants. 8 SHARC PASSES INCLUDED!!...

    Pool Hot Tub
    FREE CANCELLATION

    $113 to $677/night

  22. HOUSE
    23 Quelah

    23 Quelah

    Sunriver, OR

    Stunning property in Sunriver surrounded by high-end homes, yet a short walk or bike ride to the river, Village and Aquatics Center. This luxurious vacation home is full of light with large windows. Truly a spot for all of your guests with 6...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $240 to $1,942/night

  23. HOUSE
    The Lake House

    The Lake House

    Rockaway Beach, MO

    Treat yourself to a relaxing escape where the water is right outside! What could be more ideal than a vacation where the lake is just outside your door? In a word: nothing! This incredible private home is nestled right next to the cool waters of...

    Pets OK
    FREE CANCELLATION

    $244 to $269/night

  24. HOUSE
    Three Rivers

    Three Rivers

    Hood River, OR

    So named for the Columbia, the Hood and the White Salmon Rivers--all visible from this glorious brand new townhome. Two levels of decks and lots of windows offer ample viewing opportunities-- of Hood River's fabulous July 4th Fireworks display and...

    FREE CANCELLATION

    $120 to $592/night

  25. HOUSE
    Wild Rye *30 Day Minimum

    Wild Rye *30 Day Minimum

    Bend, OR

    One of the most conveniently-located Bend, Oregon vacation rentals on the much sought after west side, Wild Rye sits on a secluded 1 acre lot in a beautiful, private community! With easy access to all that Bend and Central Oregon has to offer,...

    Pets OK
    FREE CANCELLATION

    $240 to $360/night

  26. CONDOMINIUM
    Widgi Creek #22

    Widgi Creek #22

    Bend, OR

    Surrounded by National Forest, you can't get any closer to Mt. Bachelor, golf, and the Deschutes River! Our luxury three-bedroom/three-bathroom + loft (2500 square foot) townhome sleeps up to eight adults comfortably. Each bedroom has an attached...

    Pets OK
    FREE CANCELLATION

    $120 to $510/night

  27. TOWNHOUSE
    Venturi

    Venturi

    Hood River, OR

    Vaulted ceilings and plenty of windows keep things light & bright. Pretty wood floors, granite and stainless kitchen. Glimpses of the Columbia River and Mt. Adams. New king bed in master with memory foam pillow top for sweet dreams. BBQ deck. Short...

    Pets OK
    FREE CANCELLATION

    $84 to $419/night

  28. HOUSE
    The Golden Zone

    The Golden Zone

    Bend, OR

    This spectacular, 2,300 square-foot home is a modern and peaceful retreat located on the banks of the Deschutes River. The Golden Zone has four bedrooms, three and-a-half bathrooms, and large common areas with beautiful views of the river, but no...

    FREE CANCELLATION

    $262 to $1,111/night

  29. HOUSE
    Galveston Studio *30 Day Minimum

    Galveston Studio *30 Day Minimum

    Bend, OR

    Private Retreat for Two! Great Westside Location, Newly Furnished Newly remodeled and beautifully furnished! Galveston Studio is an upstairs apartment that is private and quiet. Perfectly situated on the west side - a short walk to 10 Barrel,...

    FREE CANCELLATION
  30. HOUSE
    Drake Park Villa

    Drake Park Villa

    Bend, OR

    This elegant Tudor, located on the banks of the Deschutes River near historic Drake Park in Downtown Bend, is an easy walk to downtown, where you'll find lots of choices for dining, shopping and entertainment. Drake Park Villa is a beautiful...

    FREE CANCELLATION

    $268 to $1,135/night