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
    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

  2. 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

    $352 to $2,430/night

  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
    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

    $104 to $834/night

  5. HOUSE
    Juniper Landing

    Juniper Landing

    Bend, OR

    This gorgeous home is new to the rental market. single level home in the SE end of Bend is at the end of a cul de sac and has been newly decorated with tasteful decor(Fall 2018). It's a quick walk to Ponderosa Park, Larkspur trail, and Pilot Butte,...

    FREE CANCELLATION

    $126 to $632/night

  6. HOUSE
    Seashell Beach House

    Seashell Beach House

    Seaside, OR

    Looking for a charming coastal getaway in the heart of Seaside? Seashell Beach House is a newly renovated two bedroom home perfect for your next family retreat. This home features beautiful decorations throughout the house as well as many modern...

    FREE CANCELLATION

    $110 to $419/night

  7. CONDOMINIUM
    Angela's Beach Getaway

    Angela's Beach Getaway

    Newport, OR

    Experience Angela's Beach Getaway! Located in Newport's Nye district, this top floor oceanfront condo offers beautiful views at affordable prices. The main area in this condo features a living room with a flat screen TV mounted to the left of...

    Pool Hot Tub
    FREE CANCELLATION

    $95 to $340/night

  8. CONDOMINIUM
    River's Edge at Bridgeport

    River's Edge at Bridgeport

    Seaside, OR

    Welcome to River’s Edge at Bridgeport in Seaside! This beautiful condominium offers two bedrooms and two baths, with room for up to four guests! The first bedroom has a queen size bed, while the second offers two twin beds, making this home...

    FREE CANCELLATION

    $90 to $600/night

  9. 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

    $133 to $586/night

  10. 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 $640/night

  11. 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

  12. HOUSE
    Oceanside Vista House

    Oceanside Vista House

    Tillamook, OR

    Oceanside Vista sits on a hill above the quaint little town of Oceanside. With breathtaking views, this is the perfect home to come relax and unwind in with stunning views and a peaceful yard. This two level home is located in a private neighborhood...

    FREE CANCELLATION

    $110 to $399/night

  13. HOUSE
    Beach Time House 6875

    Beach Time House 6875

    Gleneden Beach, OR

    It's Beach Time here in Gleneden Beach! Pack up your family and friends of ten or twelve and head over to this beautiful oceanfront vacation home. This low bank vacation house sits directly above the beach and has its own private path leading down...

    Hot Tub
    FREE CANCELLATION

    $389 to $1,135/night

  14. HOUSE
    Hidden Inlet House 2431

    Hidden Inlet House 2431

    Lincoln City, OR

    Hidden Inlet is an oceanfront vacation home that sits high on a cliff in Lincoln City with amazing views that will have you anticipating the sunset all day. Located in a quiet cul-de-sac, beach access is just a half block away, with approximately...

    FREE CANCELLATION

    $195 to $479/night

  15. HOUSE
    Neptune Beach

    Neptune Beach

    Gleneden Beach, OR

    Welcome to Neptune Beach located in Gleneden Beach! This beautiful two story home with an ocean view offers close beach access, along with three bedrooms, two bathrooms, and room for up to eight guests! Breathe in the fresh ocean air blowing off the...

    FREE CANCELLATION

    $133 to $418/night

  16. 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 $533/night

  17. 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

    $95 to $214/night

  18. 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

    $77 to $207/night

  19. COTTAGE
    A Shore Thing Cottage

    A Shore Thing Cottage

    Waldport, OR

    A Shore Thing resides on Oceania Drive in Waldport. This two bedroom vacation home is perfect for a small family or group of six who want easy beach access with a beautiful view; to the west is the great Pacific Ocean, while the east offers an...

    FREE CANCELLATION

    $115 to $413/night

  20. 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

    $77 to $224/night

  21. 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 $399/night

  22. COTTAGE
    Seaside Cottage #118990

    Seaside Cottage #118990

    Seaside, OR

    Seaside Cottage is nestled in a quaint Seaside neighborhood close to the downtown area with plenty of things to do and see. This two bedroom, one bath home has plenty of room for your family or friend gathering of six. From the exterior, Seaside...

    FREE CANCELLATION

    $106 to $379/night

  23. HOUSE
    Estuary Cottage House 2540

    Estuary Cottage House 2540

    Seaside, OR

    Welcome to Estuary Cottage, located in Seaside! This beautiful two story home offers three bedrooms and two baths, making this rental perfect for up to six guests! You’ll want to stay at this gorgeous rental again and again! Step inside and see...

    FREE CANCELLATION

    $99 to $520/night

  24. 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 $533/night

  25. COTTAGE
    Breeze Cottage #119123

    Breeze Cottage #119123

    Depoe Bay, 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. Beach...

    FREE CANCELLATION

    $77 to $191/night

  26. CONDOMINIUM
    Lighthouse View at Shoreline Ridge

    Lighthouse View at Shoreline Ridge

    Newport, OR

    Welcome to Lighthouse View at Shoreline Ridge! This gorgeous condo on the ground floor offers breathtaking views of the Pacific Ocean! With two bedrooms and two bathrooms, you'll have room for up to four guests at this beautiful condo right on the...

    FREE CANCELLATION

    $110 to $493/night

  27. CONDOMINIUM
    Sand Piper Condo

    Sand Piper Condo

    Lincoln City, OR

    Welcome to Sand Piper Condo in Lincoln City. This second floor condo unit has an amazing oceanfront view where you can enjoy the sand and surf from the comfort of your rental, or go outside and enjoy it for yourself in person. With one bedroom and...

    FREE CANCELLATION

    $77 to $273/night

  28. 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

    $166 to $667/night

  29. 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 $507/night

  30. 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 $814/night