
Holiday Homes in Oregon
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Top-rated Holiday Homes in Oregon
Guests agree: These holiday homes are highly rated for location, cleanliness and more.

3 Graces Cove! Panoramic views of bay & ocean
For decades the Three Graces have been fabled as the treasured good luck symbol for mariners arriving back from being out at sea. Enjoy this peaceful view from an unobstructed 50 ft. bank of windows where you can spend the day watching boats, seals, pelicans, and in the spring Orcas! With the beautiful yet unpredictable Oregon Coast weather it is important to pick a spot where the family can relax and gather whether it be outdoors or indoors. Relax & unwind after a day of exploring the OR Coast

Dog friendly home, with A/C, near Deschutes River
Cozy home nestled in a grove of Aspen trees on a 1 acre lot. Sunriver Village, fishing, hiking, golfing, & more all within 10 min. Mt.Bachelor is a 30 min. drive. The master bedroom has a king size bed and it’s own bathroom. The other 2 bedrooms have queen beds. The couch in the living room has a queen pull out bed. While drinking your morning coffee or eating your evening dinner keep an eye out for the majestic wildlife. Peaceful quiet neighborhood. Pets allowed. Pet fee $15 per night per pet

Cheerful 2-Bedroom, 2 Bath Home with Hot Tub
The Cheerful Cottage is a charming, sparkly clean home with hardwood oak floors; fully stocked kitchen; tasteful and comfortable furnishings and lots of art! The hot tub is well maintained and located directly behind the cottage next to an attached deck for easy access. Across the street is a lovely park and recreation center with an indoor pool and sauna. You are 10 minutes from the airport, blocks from the bike trail along the river, and a few miles to shopping centers and downtown Eugene.

Government Camp condo, close to pool & hot tub
Welcome to this charming mtn condo in Government Camp, located in a prime location close to skiing, hiking, local shops, & even a scenic stream off the patio. Nestled in the heart of the magnificent PNW, this condo offers an ideal retreat for nature lovers & outdoor enthusiasts. When you are not out adventuring, you'll find an array of local shops and amenities just a stone's throw away from your doorstep. Explore the charming town center of Government Camp. Make this condo your getaway today.

Oceanfront Home, Lighthouse, Beach Access, Sunsets
This private 1 BR/1BA apartment is the first floor of a 3-story house perched directly above the crashing Pacific Ocean waves. Only 200 feet away, there is private access to Lighthouse Beach, a ½ mile sandy beach between rocky headlands from the north or south, it is the closest thing to a private beach in Oregon. Enjoy amazing views of Gregory Point, the historic Cape Arago lighthouse on Chiefs' Island, and Lighthouse Beach from every room in this spectacularly located one bedroom apartment.

Olivia Beach Bungalow | Hot Tub | Tesla
The Beach Bungalow is the perfect beach getaway for families. It is located in the desirable Olivia Beach neighborhood in Lincoln City. As such, guests can enjoy common space amenities such as Olivia Beach's private beach access, a park with a play structure for children, a sand volleyball court, & a fire pit for roasting s'mores. If you feel like hanging back, the Beach Bungalow has rocking chairs on the porch for reading, a private hot tub, and a wide collection of family board games.

Stunning Lake House with private dock
This two-story 2000-square-foot lake house is perfect for a vacation getaway. With two bedrooms and a sleeping loft this home comfortably sleeps 8. Wake up to breathtaking views from the deck and dip your toes in the lake off the private dock. Downstairs is an open living/dining area that extends outside onto the covered deck overlooking Wallowa Lake. There is a fully functional kitchen as well as laundry room. The upper level has a sleeping loft with 3 beds and a master bedroom/bathroom.

Mood in Wood with private serenity in the city
Nestled within the serene embrace of a picturesque landscape, Mood in Wood is a charming vacation house that promises a harmonious blend of modern luxury and natural beauty and offers a perfect escape from the bustling city life. Built by an artist and craftsman, the house has private entrance, nice open view, fully equipped kitchen, washer/dryer, double-bed futon(2 guests), WiFi, TV, close to scenic hiking trails, 20 min to winery farm to enjoy beautiful scenery of Willamette Valley.

Rusty Anchor Beach House & Arcade
Make some memories at this unique and family-friendly beach house with an arcade. Just a 3-minute walk to 7 miles of the beautiful Oregon coast. Hear the Pacific roar while you bbq and roast marshmallows by the backyard fire pit. Enjoy a well-equipped and laid-out house with plenty of entertainment options. Arcade: “multi-cade" with 3000 classic arcade games, Terminator 2, NBA Jam, Golden Tee, side by side San Francisco Rush Racing, Pinball, Super Shuffleboard, and Paw Patrol.

Oceanview 2 Bedroom Beach House - Neahkahnie Beach
This house is perfectly perched on a hill, granting privacy and ocean view from almost every window. Lots of outdoor spots to relax in the sun. Hot tub, fire pit, lower and upper level decks for outside dinning and bbq. Fun bar swings. Enjoy the well appointed kitchen, chill in the living room with fireplace and view. Two desks with views and wifi. 65" roku tv in downstairs family room with pull out couch. Fenced and gated. Well above tsunami risk. 4 paved parking spots.

Coastal Shenanigans!
This home is right in the middle of everything to do on the coast. Whether it's fishing the Umpqua river or the ocean, riding the dunes or shopping old town Florence. It's all 10- 30 minutes away. Go for a sunset walk on the beach! There is a nice little coffee shop close and some very good restaurants close by. There is free parking on the premises and on the street. Our driveway is 38' L x 20' W. If you are a boater, we have towels in the garage to wipe your boat off.

4 Sunrise Way: The Best of Sunriver
Open & beautiful home, hot tub, bikes, large deck with BBQ, 10 SHARC passes, ping pong, foosball, EV charger: everything you want in Sunriver! Edge of Sunriver, easy access to Bend and Lava lands. Lots of bikes for everyone (including tag along and trailer for younger kids), tennis/pickleball rackets, tubes for the river or snow, and family games. Perfect for family vacation! Absolutely no smoking or animals on site due to allergies/asthma in host children.
Popular amenities for Oregon holiday homes
Family-Friendly holiday homes

Mood in Wood with private serenity in the city

Olivia Beach Bungalow | Hot Tub | Tesla

Coastal Shenanigans!

Bar Run Golf House With pool

3 Graces Cove! Panoramic views of bay & ocean

Oceanview 2 Bedroom Beach House - Neahkahnie Beach

Oceanfront Home, Lighthouse, Beach Access, Sunsets

Lovely 1-bed vacation home w/ off street parking.
Holiday home rentals with a patio

Cozy 1 bedroom cottage with free parking on site

Arioso House - Style Inspired by Classical Music!

5-Star Luxury Golf Retreat, 4 BDRMS (8 Queens)

Newly Constructed Apartment in Prime Location!

BBR family fun w/ style - close to everything

Beautiful Resort Home- Pools, Hot Tub, Hiking, Ski

Spectacular Cozy Cottage-3 BR, Creek, Wood Stove

Running W Ranch home on the Sprague River.
Holiday home rentals with a washing machine and dryer

Acer Haus-Cozy, cool & dog friendly in Black Butte

Coastal Getaway | 30% OFF Monthly Stay

Aspen Meadows: a nature retreat for you & yours

Full House ➡️ Hut Tub

Beautiful Oceanfront w/ Private Beach Access

Beach, Bayfront, Breweries. Picturesque Ocean View

New Prime Location Home In The Heart Of Eugene!!

Cozy 3-BR house w/ EV charger & trailer parking
Destinations to explore
- Beach house rentals Oregon
- Ski-in/ski-out rentals Oregon
- Rentals with beach access Oregon
- Pet-friendly rentals Oregon
- Bungalow rentals Oregon
- Private suite rentals Oregon
- Tipi rentals Oregon
- Guesthouse rentals Oregon
- Rentals with a patio Oregon
- Rentals with a washing machine and dryer Oregon
- Yurt rentals Oregon
- Rentals with a sauna Oregon
- Tent rentals Oregon
- RV rentals Oregon
- Cabin rentals Oregon
- Rentals with a hot tub Oregon
- Fitness-friendly rentals Oregon
- Houseboat rentals Oregon
- Dome rentals Oregon
- Townhouse rentals Oregon
- House rentals Oregon
- Villa rentals Oregon
- Rentals with an accessible height toilet Oregon
- Beach condo rentals Oregon
- Serviced apartment rentals Oregon
- Smoking-friendly rentals Oregon
- Waterfront rentals Oregon
- Loft rentals Oregon
- Aparthotel rentals Oregon
- Rentals with lake access Oregon
- Resort rentals Oregon
- Rentals with pools Oregon
- Tiny house rentals Oregon
- Apartment rentals Oregon
- Rentals with a beach view Oregon
- Barn rentals Oregon
- Beachfront rentals Oregon
- Rentals with breakfast Oregon
- Tree house rentals Oregon
- Rentals with an accessible height bed Oregon
- Rentals with outdoor seating Oregon
- Hotel rooms Oregon
- Hostel rentals Oregon
- Condo rentals Oregon
- Campsite rentals Oregon
- Bed and breakfasts Oregon
- Boutique hotels Oregon
- Rentals with an EV charger Oregon
- Rentals with a home theatre Oregon
- Rentals with a fire pit Oregon
- Luxury rentals Oregon
- Cottage rentals Oregon
- Lakehouse rentals Oregon
- Rentals with a fireplace Oregon
- Mansion rentals Oregon
- Family-friendly rentals Oregon
- Rentals with a kayak Oregon
- Farmstay rentals Oregon
- Chalet rentals Oregon
- Nature eco lodge rentals Oregon
- Holiday home rentals United States
- Things to do Oregon
- Tours Oregon
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- Sightseeing Oregon
- Nature and outdoors Oregon
- Art and culture Oregon
- Food and drink Oregon
- Things to do United States
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