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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. CONDOMINIUM
    Promenade Deck

    Promenade Deck

    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

  2. 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

    $238/night

  3. HOUSE
    Outcast *30 Day Minimum

    Outcast *30 Day Minimum

    Bend, OR

    When only the best will do for your Bend vacation, Outcast is an ideal choice. Named for one of the owner's favorite craft beers at Crux Fermentation Project, Outcast is the perfect balance of down-to-earth attitude and elegant luxury. Located in...

    Pool Hot Tub
    FREE CANCELLATION

    $900/night

  4. HOUSE
    Alderwood Circle *30 Day Minimum*

    Alderwood Circle *30 Day Minimum*

    Bend, OR

    This light & bright unit is brand new construction with new decor, ideally located near the Deschutes River Trail, Farewell Bend Park, and The Old Mill District. It boasts a well-appointed kitchen with lots of storage, two bedrooms, and a large...

    FREE CANCELLATION

    $78/night

  5. CONDOMINIUM
    Waters Edge 302

    Waters Edge 302

    Lincoln City, OR

    Waters Edge #302 is a privately owned one bedroom, one bath condo located in the historic Taft District of Lincoln City. This is the perfect place for people who want easy beach access and activities within walking distance! If you enjoy views of...

    FREE CANCELLATION

    $77 to $207/night

  6. 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

  7. COTTAGE
    Breeze Cottage

    Breeze Cottage

    Lincoln Beach, OR

    Breeze Cottage is perfect for two! With just one queen bed and one full bath with shower, this adorable little cottage is perfect and affordable for your honeymoon, anniversary or an extended weekend to get away from real life for a few days....

    FREE CANCELLATION

    $77 to $176/night

  8. DUPLEX
    Loon Dune

    Loon Dune

    Pacific City, OR

    Welcome to Loon Dune in Pacific City! This two story duplex includes three bedrooms, two and a quarter baths, and room for up to eight guests! You'll be close enough to walk to the surf and sand while staying at this lovely cabin style home. You can...

    Pets OK
    FREE CANCELLATION

    $166 to $319/night

  9. HOUSE
    Om Home

    Om Home

    Gleneden Beach, OR

    Om Home is located in Gleneden Beach, a short five minute drive south of Lincoln City. This vacation home sits on a high bank overlooking the gorgeous Pacific Ocean. This three level home has three bedrooms, two baths and an elevator for those who...

    Pets OK
    FREE CANCELLATION

    $161 to $542/night

  10. HOUSE
    Sea Daze

    Sea Daze

    Lincoln City, OR

    Sea Daze is a whimsical and colorful beach cottage just across the street from the popular and historic NW 15th Street beach access in Lincoln City. The Lincoln City Ocean View Walk is also directly across the street from this fun and casual home....

    Pets OK
    FREE CANCELLATION

    $84 to $234/night

  11. HOUSE
    Sand Castle

    Sand Castle

    Lincoln City, OR

    Luxury has a home on the Oregon coast at Sand Castle. Located in the heart of Lincoln City, this oceanfront home is the definition of premier luxury. Just outside the backdoor, you will find steps leading down to the beautiful Lincoln City beach...

    Hot Tub
    FREE CANCELLATION

    $496 to $1,117/night

  12. CONDOMINIUM
    Amazing Proposal Rock

    Amazing Proposal Rock

    Neskowin, OR

    Amazing Proposal Rock is a beautiful 1500 square foot condo in Neskowin, located fifteen minutes north of Lincoln City that will comfortably fit your party of six or less guests. This vacation condo is right on the beach and offers a stunning view...

    FREE CANCELLATION

    $155 to $363/night

  13. CONDOMINIUM
    Pacific Sands Resort # 19

    Pacific Sands Resort # 19

    Neskowin, OR

    Pacific Sands Resort #19 is a very sweet studio bedroom with a small mini-fridge, microwave, and coffee pot. This particular room is located on the second floor of the Pacific Sands Resort Complex and boasts an oceanfront view with a balcony. With...

    FREE CANCELLATION

    $95 to $172/night

  14. HOUSE
    Perry's Landing

    Perry's Landing

    Rockaway Beach, OR

    Welcome to Perry's Landing located in Rockaway Beach! This one story home offers room for up to six guests with two bedrooms and one bath! You'll have close beach access, just a short walk down the road, along with being within close walking...

    Pets OK
    FREE CANCELLATION

    $139 to $280/night

  15. 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

    $156/night

  16. HOUSE
    The General Sherman

    The General Sherman

    Hood River, OR

    Welcome to The General Sherman! Old style charm with new style amenities. Catch some river town history from this stately 3 bedroom home with its wraparound porch and commanding view of the Columbia. Spacious and convenient to downtown, this is the...

    Pets OK
    FREE CANCELLATION

    $60 to $590/night

  17. CONDOMINIUM
    15 Lodge

    15 Lodge

    Hood River, OR

    Great location, perfect for strolling to the shops, restaurants and Hood River's Saturday Market. Keep an eye on the river from this downstairs spot. Convenient downtown condo has 1 large bedroom, 2 full baths, A/C unit, plenty of off-street...

    FREE CANCELLATION

    $84 to $322/night

  18. 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 $590/night

  19. HOUSE
    Neal Creek Retreat

    Neal Creek Retreat

    Hood River, OR

    This Hood River home for rent features the ultimate combination of urban design, environmental building and rural natural surroundings. Beautiful large wooded and open property (1.8 acres) right on Neal Creek. There are no views at Neal creek..back...

    FREE CANCELLATION

    $116 to $574/night

  20. 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

    $180 to $902/night

  21. 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

  22. HOUSE
    Casa Del Stoke

    Casa Del Stoke

    Hood River, OR

    Incredible! It's the word that comes to mind when you open the door to Casa Del Stoke. Exquisite statement pieces throughout contribute to make for one stylish masterpiece of a home! Upon entry, head up the tile stairway leading up to the main...

    Hot Tub
    FREE CANCELLATION

    $180 to $935/night

  23. CONDOMINIUM
    Pacific Crest Condo

    Pacific Crest Condo

    Newport, OR

    Pacific Crest Condo is an oceanfront studio condo located in the Pacific Crest Condominium Plaza in the Nye Beach area of Newport. This spacious studio for two has a queen bed, a full kitchen, a living room area, a big screen TV, a DVD player and a...

    Pool
    FREE CANCELLATION

    $77 to $241/night

  24. HOUSE
    Treehouse *30 Day Minimum

    Treehouse *30 Day Minimum

    Hood River, OR

    Available for 30+ day rental November 2017- June 2018...Call for details! Vacation in style in this wonderful artful home. Treehouse, a second story perch, is surrounded by tall trees. Located Just up from Big Winds, you're only steps from town....

    FREE CANCELLATION

    $175/night

  25. CONDOMINIUM
    Wall St. Condo

    Wall St. Condo

    Bend, OR

    ****The calendar is always updated and you can book the property online**** This lovely remodeled is studio just steps from Pioneer Park, the river and downtown. Take advantage of the kitchen and BBQ grill and enjoy a dinner on the patio or take a...

    FREE CANCELLATION

    $78 to $155/night

  26. HOUSE
    3BR on 7 Acres w/ Hot Tub & Pool

    3BR on 7 Acres w/ Hot Tub & Pool

    Cloverdale, CA

    This rental is available on a long-term basis. Please call in to speak directly with our team to facilitate a long-term rental. Please note: Long-term rentals longer than 30 nights require bi-monthly housekeeping at the guest’s expense and a...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $354 to $661/night

  27. HOUSE
    27 Gannet

    27 Gannet

    Sunriver, OR

    27 GANNET This lovely home has been remodeled, newly furnished and upgraded. It is the perfect vacation spot for your family. With 1650 square feet, this 3 bedroom + loft and 2.5 bath home, has room for the entire family to sleep comfortably. The...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $118 to $677/night

  28. HOUSE
    56351 Stellar

    56351 Stellar

    Bend, OR

    Just minutes from Mt. Bachelor and the beautiful Cascade lakes. Stellar is a beautifully updated home that is perfect for a small family getaway in the woods. Located just 3 minutes south of Sunriver Resort, with peace and tranquility in the...

    FREE CANCELLATION

    $96 to $450/night

  29. 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 $1,079/night

  30. HOUSE
    Bradetich Acres

    Bradetich Acres

    Bend, OR

    The perfect spot to get the family together and away from it all! On the northeast side of Bend, you can drive to Downtown with plenty of restaurants and amenities in a few minutes, then retreat to this quiet neighborhood at the end of the day....

    Hot Tub Pets OK
    FREE CANCELLATION

    $186 to $754/night