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
A dining area showcases a wooden table set with dark plates and green decorative accents. The view features a wide expanse of water framed by rocks, with soft light illuminating the space through large windows.
Holiday home in Rockaway Beach
4.95 out of 5 average rating, 172 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

Top Guest favourite
A two-story home is set within a lush forest backdrop. The exterior features dark wooden siding and a stone base. A vibrant yellow garage door complements the structure. A spacious front deck offers access to the entrance, with gravel surrounding the home.
Holiday home in Rhododendron
4.94 out of 5 average rating, 174 reviews

Private Hill Top Home w/ Hot Tub, Wi-Fi, 4-Bedroom

Timberland Glade is a 1400 sq ft home and has been completely remodeled. The open floor plan will allow all of the guests to connect while playing shuffleboard, board games, cooking meals or just relaxing while taking in the views. Your Electric Car can charge in garage. Note: Home has a very steep driveway. In the winter, you will need 4x4 or all-wheel drive to get to the top in snow or ice. There is parking at the bottom of the driveway with about 100 yard trek from the bottom to the top.

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, 99 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.

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, 80 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.

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, 203 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.

Top 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, 199 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.

Superhost
An expansive wooden deck extends toward the beach, featuring a view of the ocean waves and a distant rocky shoreline under a pastel sky at sunset. Tall grasses frame the scene, adding a natural element to the serene coastal landscape.
Holiday home in Neskowin
4.9 out of 5 average rating, 151 reviews

Our Plaace in Neskowin, The Beachfront Oasis

Relax at our picturesque beachfront home w/ direct access to the beach from our expansive wrap around deck! Boasting a magical view of the ocean with floor to ceiling windows, enjoy listening to the waves crashing with a glass of wine, snuggle up next to the fireplace in the living area/master suite, or walk down to the beach to find some treasures right from the front door! stay @ourplaace in Neskowin + check out our IG for real time updates & last minute specials when available.

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, 130 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
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, 102 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.

Guest favourite
A sliding glass door offers a view of a sunlit outdoor deck featuring a round wooden table with four chairs. Beyond the deck, an expansive ocean view is visible, framed by trees and greenery.
Holiday home in Nehalem
4.96 out of 5 average rating, 125 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 swings. Enjoy the well appointed kitchen, chill in the living room with fireplace and view. Desk with a view and wifi. 65" roku tv in downstairs family room with pull out couch. Fenced and gated. Well above tsunami risk. 4 paved parking spots.

Superhost
A wooden deck is visible, featuring Adirondack chairs arranged around rustic stumps. The deck leads to a modern lodge set against a backdrop of dense greenery. Soft lighting fixtures are mounted on posts, enhancing the inviting entrance of the lodge.
Holiday home in Days Creek
4.91 out of 5 average rating, 139 reviews

The Lookout •Complimentary Farm Breakfast

⸻ The Lookout is a cozy cedar-lined studio with mountain and forest views. It features a full bathroom, kitchenette with essentials, and a comfy futon that folds out to sleep 2–4 guests. We provide a continental breakfast for your first morning: fruit, yogurt, oatmeal, croissants, and coffee. Set on a peaceful, chemical-free mountain ranch with pure spring water, you’ll enjoy stargazing, fresh air, privacy, and access to trails, creeks, and wild herbal plants.

Guest favourite
A bright living area features a red sectional sofa adorned with decorative throw pillows. Two pieces of abstract wall art add color, while a wooden side table sits beside the sofa. Light enters through a window, enhancing the space's warmth.
Holiday home in Portland
4.88 out of 5 average rating, 169 reviews

Lovely 1-bed vacation home w/ off street parking.

Welcome to the artists nook - where characters and wayfinders come to relax. A stylish, freshly remodeled 1bed, 1bath, in a quiet, serene neighborhood. 1 Private off street park space. Private Back porch with bbq. Every room has heat keeping it nice and toasty on those cold, winter nights and AC for July's sultry, sticky evenings. Kitchen comes fully equipped. Large bathroom, and don't forget to use the huge washer and dryer to get your laundry in check.

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