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
    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

    $101 to $271/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
  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
    Ocean Rose Cottage 1232

    Ocean Rose Cottage 1232

    Lincoln City, OR

    Ocean Rose Cottage is an adorable and spacious two story beach house in Lincoln City that's perfect for families or groups of friends planning a vacation on the Oregon Coast. This four bedroom, two bath home can comfortably accommodate up to ten...

    FREE CANCELLATION

    $118 to $447/night

  5. 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

    $141 to $639/night

  6. 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

    $95 to $257/night

  7. HOUSE
    East Butte 20

    East Butte 20

    Bend, OR

    Feel at home in this split level 1900 sq.ft. Sunriver charmer. Located just a short distance to the SHARC & Fort Rock Park. This tastefully decorated Sunriver vacation home will leave you wanting for nothing. It is a perfect gathering place for your...

    Pool Hot Tub Pets OK

    $336 to $509/night

  8. HOUSE
    Neptune House #119112

    Neptune House #119112

    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...

    FREE CANCELLATION

    $143 to $799/night

  9. HOUSE
    6633 NW Finisterre Ave Home

    6633 NW Finisterre Ave Home

    Yachats, OR

    Property Overview  Perched on a hill with stunning views of the sea, this 3BR/2.5BA beachfront Yachats home provides the perfect coastal getaway. Spend your mornings watching the sunrise over the ocean or take a quick drive to Newport for...

    Pets OK
    FREE CANCELLATION

    $127 to $495/night

  10. CONDOMINIUM
    Refined 3BR Golf Resort Condo

    Refined 3BR Golf Resort Condo

    Redmond, OR

    A sophisticated golf vacation for eight awaits at this 3BR/2BA condo at Eagle Crest Resort. Take in sweeping views of the fairway from the living room, private second-floor master suite, or from the open-air hot tub on the deck. Find high-end...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $142 to $289/night

  11. 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

    $224 to $976/night

  12. CONDOMINIUM
    Dock Of The Bay #303

    Dock Of The Bay #303

    Lincoln City, OR

    Dock of the Bay #303 is on the top floor of this condo complex located in the Taft District at the south end of Lincoln City. Sitting right on the Siletz Bay, you can watch the seals come in with the tide and at night enjoy a stunning sunset going...

    FREE CANCELLATION

    $82 to $286/night

  13. 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

    $208 to $378/night

  14. 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

    $94 to $367/night

  15. 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 Screen...

    Pets OK
    FREE CANCELLATION
  16. HOUSE
    Schooner Creek Retreat

    Schooner Creek Retreat

    Lincoln City, OR

    Welcome to Schooner Creak Retreat! This beautiful two story home with a mother in law apartment offers four bedrooms, four bathrooms and has room for up to thirteen guests. You'll have a beautiful view of the Schooner Creek river right from the...

    FREE CANCELLATION

    $165 to $591/night

  17. CONDOMINIUM
    Waters Edge Condominium 302

    Waters Edge Condominium 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

    $82 to $271/night

  18. HOUSE
    416 17th Avenue Home

    416 17th Avenue Home

    Seaside, OR

    This two-story Seaside 4BR/2.5BA house boasts plenty of space to accommodate large families, including a kid-friendly bunk room for camp-style sleepovers. Head upstairs to the large open living room, made for cozy movie nights or board game...

    FREE CANCELLATION

    $244 to $629/night

  19. CONDOMINIUM
    1125 NW Spring St Condo Unit A-203

    1125 NW Spring St Condo Unit A-203

    Newport, OR

    Property Overview  This beachfront 2BR/2BA Shoreline Ridge condo sits on a tranquil stretch of sand with views of the Pacific Ocean and Yaquina Head Lighthouse-- Oregon’s tallest lighthouse that has roots back to 1873. Peaceful and remote,...

    FREE CANCELLATION

    $217 to $439/night

  20. 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

    $232 to $433/night

  21. 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

    $106 to $350/night

  22. 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

    $124 to $479/night

  23. CONDOMINIUM
    Seaside Beach Club #403

    Seaside Beach Club #403

    Seaside, OR

    Come enjoy the spectacular view of the Pacific from this one bedroom, two bath top floor condo located on the Seaside prom. Only steps away from the beach, shops, and restaurants, convenience and relaxation can be found at every corner. Seaside...

    FREE CANCELLATION

    $119 to $599/night

  24. HOUSE
    Desantis Beach House

    Desantis Beach House

    Lincoln City, OR

    If you're looking for the best ocean view in Lincoln City, look no further than Desantis Beach House! This beautiful beach home has room for 12 guests, with 3 bedrooms and 3 baths. Located right next to our home Above It All, you can book your...

    FREE CANCELLATION

    $153 to $679/night

  25. HOUSE
    The Blue Crab House #119067

    The Blue Crab House #119067

    Lincoln City, OR

    The Blue Crab, centrally located in Lincoln City, is close to all the amusements, but once you arrive at this four bedroom, four bath home, you won't want to leave! Every room has been decorated with a fabulous theme in this home for 14 guests! This...

    FREE CANCELLATION

    $177 to $799/night

  26. 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

    $165 to $559/night

  27. 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

    $296 to $1,204/night

  28. HOUSE
    457 NW 57th St House

    457 NW 57th St House

    Newport, OR

    Property Overview  Set amid the quiet neighborhood of Agate Beach, this trendy 2BR/2BA home is the perfect location to explore the Oregon Coast. Thanks to recent updates, this home exudes a fresh and vibrant feel. Go for a soak in the hot tub or...

    Hot Tub Pets OK
    FREE CANCELLATION

    $151 to $397/night

  29. CABIN
    OceanSide Beach Cottage At Yachats

    OceanSide Beach Cottage At Yachats

    Yachats, OR

    Oceanside Beach Cottage at Yachats is the perfect little cottage for a small family or a couple to get away in Yachats. With amazing ocean views, this one bedroom cottage with a queen bed and a twin daybed with a twin trundle and a full bathroom...

    FREE CANCELLATION

    $118 to $309/night

  30. CONDOMINIUM
    Waters Edge Condominium 212

    Waters Edge Condominium 212

    Lincoln City, OR

    Waters Edge #212 is an ocean view, bay front one bedroom, one and a quarter bath condo located in the historic Taft District of Lincoln City. With room for up to four guests, you'll find plenty of things to do and see while enjoying your vacation by...

    FREE CANCELLATION

    $101 to $257/night