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
  2. 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

  3. 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
  4. HOUSE
    Rockaway Vacation Rental

    Rockaway Vacation Rental

    Rockaway Beach, OR

    Looking for a property centrally located to the best that Rockaway Beach has to offer? Look no further, you just found it. This 2 bedrooms 2 bath home is in the center of everything that makes Rockaway Beach great. Just outside your door is some of...

    FREE CANCELLATION

    $67 to $319/night

  5. CONDOMINIUM
    Tolovana Condominium #3

    Tolovana Condominium #3

    Cannon Beach, OR

    Tolovana #3 is located in south Cannon Beach, across the street from the Tolovana Park and the beach. This three bedroom, three bath townhouse condo features all the luxuries of a five star hotel. A beautiful pine interior graces this quiet and...

    FREE CANCELLATION

    $139 to $555/night

  6. HOUSE
    Ocean Watch At Surfland

    Ocean Watch At Surfland

    South Beach, OR

    Ocean Watch at Surfland in Newport is in the perfect location to see some of the most amazing views of the Pacific Ocean. This vacation home is perched high on a cliff where you're able to see as far as your eyes will let you and witness the waves...

    FREE CANCELLATION

    $240 to $667/night

  7. TOWNHOUSE
    Starfish Cove Townhouse

    Starfish Cove Townhouse

    Lincoln City, OR

    This beautiful two story townhouse located in Lincoln City with two bedrooms and two and a half baths is perfect for eight guests. Step out onto one of the two balconies and enjoy the warm sun and the sea breeze from the Pacific. With two master...

    FREE CANCELLATION

    $105 to $317/night

  8. HOUSE
    The Tides Inn in Lincoln City

    The Tides Inn in Lincoln City

    Lincoln City, OR

    The Tides Inn, located in Lincoln City, is a home that subtly boasts Nantucket architecture, nautical decor, and is completed with dune fencing. With four bedrooms and three and a half baths, this vacation home was built specifically to accommodate...

    FREE CANCELLATION

    $211 to $849/night

  9. CONDOMINIUM
    Waters Edge Condominium 207

    Waters Edge Condominium 207

    Lincoln City, OR

    Waters Edge #207 has incredible ocean and bay views while being just steps from the sandy beach! This luxurious two bedroom, one bath condo for six is located in the historic Taft District of Lincoln City overlooking the Siletz Bay! This wonderful...

    FREE CANCELLATION

    $99 to $304/night

  10. HOUSE
    Pacific Way Villa 401

    Pacific Way Villa 401

    Gearhart, OR

    Pacific Way Villa, located in Gearhart, is perfect for your family getaway of eight or less. With four bedrooms and one and a half baths, this beautiful southern style home will have you wanting to return again and again. Professionally and...

    FREE CANCELLATION

    $133 to $555/night

  11. HOUSE
    Pacific Crest House 6505

    Pacific Crest House 6505

    Lincoln City, OR

    Located in the Roads End district of Lincoln City sits Pacific Crest. Featuring extra-large windows giving you stunning views to the Pacific Ocean. Not to mention the most amazing sunsets. Gas fireplace, light hardwood floors and comfortable...

    FREE CANCELLATION

    $173 to $514/night

  12. HOUSE
    Sullishak House #147150

    Sullishak House #147150

    Depoe Bay, OR

    Welcome to Sullishak in Depoe Bay! This adorable yet rustic cabin is the perfect getaway for your party of nine, with two stories, three bedrooms, and two and a half baths located just a few short blocks from the beach! There is also a newly added...

    FREE CANCELLATION

    $88 to $319/night

  13. CONDOMINIUM
    Wall St. Condo 161895

    Wall St. Condo 161895

    Bend, OR

    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 picnic to the park right across the way!  Bed Configuration:Studio Bed:...

    FREE CANCELLATION

    $92 to $183/night

  14. HOUSE
    Shutterbug Cottage

    Shutterbug Cottage

    Arch Cape, OR

    Privacy and Cape Cod charm define Shutterbug Cottage, located in peaceful Arch Cape overlooking the Pacific Ocean. Just minutes from Cannon Beach and Manzanita, the cottage is only one block from the beach. It includes fun amenities for all ages,...

    FREE CANCELLATION

    $580 to $798/night

  15. 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 $486/night

  16. HOUSE
    931 SW 50th St Home at Lincoln City

    931 SW 50th St Home at Lincoln City

    Lincoln City, OR

    Your family and friends are sure to love this Lincoln City home with two living areas, top-tier amenities, en-suite bathrooms, and easy access to dining and natural wonders. Curl up by the warm gas fireplace for movie nights on the flat screen TV,...

    FREE CANCELLATION

    $79 to $312/night

  17. HOUSE
    3012 NW Oceania Dr Home

    3012 NW Oceania Dr Home

    Waldport, OR

    A restorative stay on the Pacific awaits your crew of six at this quaint 3BR/3BA home. Take in ocean views on the sprawling back deck. A winding path leads down to the beach. Big windows and skylights fill the home with light and offer prime viewing...

    Pets OK
    FREE CANCELLATION

    $137 to $420/night

  18. 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

    $191 to $269/night

  19. HOUSE
    2462 SW Dune Home

    2462 SW Dune Home

    Lincoln City, OR

    As one of the largest homes in the Olivia Beach community, your custom-designed 4BR/4.5BA rental boasts over 2,400 square feet of living space across three floors. From the freshly painted exterior trim to the programmed Amazon Alexa with customized...

    Hot Tub
    FREE CANCELLATION

    $264 to $518/night

  20. TOWNHOUSE
    Seaside Escape Townhouse (Stand Alone Upper Unit 3)

    Seaside Escape Townhouse (Stand Alone Upper Unit 3)

    Rockaway Beach, OR

    Property Overview  Situated just 200’ from the beach, this updated 1BR unit affords ocean views and a conveniently located getaway within walking distance of excellent cafes, seafood eateries, and boutiques. Perched on the second floor, enjoy an...

    FREE CANCELLATION

    $73 to $225/night

  21. HOUSE
    4365 Sheridan Ave House

    4365 Sheridan Ave House

    Neskowin, OR

    You’ll feel like a kid again at “Treehouse by the Sea,” a stunning multi-level beach house in quaint Neskowin that’s perfect for families and groups of up to 16 people. With three spacious floors, multiple living areas, and a wraparound deck...

    Hot Tub Pets OK
    FREE CANCELLATION

    $206 to $1,138/night

  22. HOUSE
    1638 S Edgewood St Home

    1638 S Edgewood St Home

    Seaside, OR

    Property Overview Escape to the Oregon Coast at this quintessential 3BR beach getaway. Your charming single-story coastal cottage is crafted with maple hardwood floors and travertine tile, paired with stylish furniture throughout. Retreat to your...

    Pets OK
    FREE CANCELLATION

    $112 to $362/night

  23. HOUSE
    2 Killdeer

    2 Killdeer

    Sunriver, OR

    2 Killdeer Lane is located just a short 3 minute walk from the SHARC and The Village Mall where you will find shopping, entertainment, restaurants, day spas, and fitness center. This updated and cozy, 1200 square foot home has central A/C, hot tub,...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $90 to $635/night

  24. 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. The...

    FREE CANCELLATION

    $150 to $734/night

  25. HOUSE
    Birds Eye Beach House

    Birds Eye Beach House

    Lincoln City, OR

    Birds Eye Beach House is located in the Roads End District to the north of Lincoln City and is just two minutes from the Chinook Winds Casino where you can see a concert with the family or catch a lucky streak with your partner in crime. This single...

    FREE CANCELLATION

    $155 to $332/night

  26. HOUSE
    Elderberry at Park Place

    Elderberry at Park Place

    Depoe Bay, OR

    Welcome to Elderberry at Park Place in Lincoln Beach! This two story home has two bedrooms, two and a half baths and has room for up to six guests! Step inside and you'll find yourself in the living room with the kitchen in the back. The living room...

    FREE CANCELLATION

    $84 to $375/night

  27. HOUSE
    Perry's Landing House 405

    Perry's Landing House 405

    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...

    FREE CANCELLATION

    $139 to $332/night

  28. CONDOMINIUM
    Pacific Crest Condo #208

    Pacific Crest Condo #208

    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

    $89 to $241/night

  29. COTTAGE
    Whale Pointe Cottage

    Whale Pointe Cottage

    Otter Rock, OR

    Whale Pointe is a charming two bedroom cottage with a full size loft sitting on a high bank near Rocky Creek, just south of Depoe Bay. This vacation cottage is perfect for one or two couples. With a large oceanfront deck, you can easily hear the...

    FREE CANCELLATION

    $116 to $416/night

  30. CONDOMINIUM
    Little Bit O'Heaven Condo #107

    Little Bit O'Heaven Condo #107

    Newport, OR

    Little Bit O'Heaven are the very words that guests have used to describe their stay at this ground level, ocean front condo located in the historical Nye Beach area of Newport. This one bedroom, two bath condo accommodates up to four people. The...

    Pool Hot Tub
    FREE CANCELLATION

    $88 to $291/night