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.

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Guest favourite
Two large windows frame a serene sunset view over the water, where orange and gold hues reflect on the calm surface. The rocky shoreline is visible in the foreground, and a cozy seating area is indicated, enhancing the peaceful ambiance of the space.
Holiday home in Rockaway Beach
4.96 out of 5 average rating, 179 reviews

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

Guest favourite
A spacious living area features a comfortable couch and armchairs, arranged around a central coffee table. A wood-burning stove and television are positioned against a textured stone wall. Large windows allow natural light to fill the room, with a view of the surrounding trees outside.
Holiday home in Bend
4.94 out of 5 average rating, 72 reviews

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

Top Guest favourite
A charming single-story cottage is surrounded by well-maintained gardens, featuring a blend of green lawn and vibrant landscaping. The exterior showcases a mix of wood and siding with multiple windows, allowing natural light to brighten the interior. A paved path leads to the welcoming entryway.
Holiday home in Eugene
4.99 out of 5 average rating, 104 reviews

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.

Top Guest favourite
A spacious living area features a stone fireplace beneath a mounted TV. Natural light filters through the large window beside a sliding door, enhancing the warm wooden tones. Stylish decor includes a wooden TV stand and a comfortable seating option near greenery.
Holiday home in Government Camp
4.95 out of 5 average rating, 76 reviews

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.

Top Guest favourite
Two wooden chairs are positioned on a grassy area, facing a serene ocean view. In the distance, a lighthouse stands atop a rocky outcrop, surrounded by calm waters and a clear sky, providing a scenic backdrop.
Holiday home in Coos Bay
5 out of 5 average rating, 84 reviews

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.

Top Guest favourite
A charming two-story bungalow is set amidst vibrant greenery and colorful flowers. The front porch is accessible via a few steps, inviting guests to enjoy the outdoor space. The house features muted tones and large windows, harmonizing with the surrounding coastal neighborhood.
Holiday home in Lincoln City
4.98 out of 5 average rating, 209 reviews

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.

Guest favourite
The two-story lake house is surrounded by tall pine trees, offering glimpses of the serene water in the background. A covered porch provides a welcoming entry, and a grill is positioned to the side, adding to the outdoor amenities.
Holiday home in Joseph
4.93 out of 5 average rating, 29 reviews

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.

Guest favourite
The exterior of the vacation house is surrounded by lush greenery, showcasing a multi-level design with a spacious parking area. Stairs lead from the ground level to the entrance, which is framed by wooden railings and decks. A unique house number is displayed prominently.
Holiday home in Eugene
4.91 out of 5 average rating, 211 reviews

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.

Top Guest favourite
A spacious living area features a large sectional sofa with accent pillows, complemented by a wooden coffee table. Sunlight filters through multiple windows, illuminating artwork displayed on the walls. A staircase is visible in the background, leading to the upper level.
Holiday home in Rockaway Beach
4.98 out of 5 average rating, 132 reviews

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.

Guest favourite
Holiday home in Nehalem
4.96 out of 5 average rating, 128 reviews

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.

Guest favourite
The exterior of a single-story home is featured, characterized by brown siding and a peaked roof. A wooden fence surrounds the front yard, and an American flag is displayed near the entrance. Soft evening light casts a warm glow over the inviting porch area.
Holiday home in Reedsport
4.93 out of 5 average rating, 106 reviews

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.

Top Guest favourite
A two-story home is surrounded by tall pine trees, featuring a beige exterior and a double garage. The driveway is paved, leading up to the main entrance. Large windows allow natural light to brighten the space, contributing to a welcoming atmosphere.
Holiday home in Sunriver
4.97 out of 5 average rating, 61 reviews

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.

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