Vacation home rentals in Southern Oregon

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Top-rated vacation home rentals in Southern Oregon

Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A cozy living area is highlighted by a modern fireplace and a large television built into a white cabinetry. Soft seating is provided by a sectional sofa and accent chairs. Natural light flows through the large windows, illuminating the room's neutral decor.
Vacation home in Bend
4.81 out of 5 average rating, 96 reviews

Cozy 3-BR house w/ EV charger & trailer parking

Enjoy a peaceful retreat while staying at this centrally located home. Modernly decorated and cozy, with updated features to accommodate any and all guests. Conveniently located 2 blocks from Farewell Bend Park, 1 mile from Old Mill, 1.5 miles from Hayden Homes Amphitheater, and 20 minutes to Mt. Bachelor. Enjoy listening to concerts nearby, strolling along the river trails, getting a bite to eat at a number of tasty restaurants, or revel in a number of water activities on the Deschutes River.

Top guest favorite
The exterior of a contemporary guesthouse is showcased with sleek metal siding and warm wooden accents. Large windows allow natural light to enter, while the surrounding greenery adds a touch of nature. A wooden deck is seen in the foreground, enhancing outdoor accessibility.
Vacation home in Eugene
4.97 out of 5 average rating, 73 reviews

Cozy 1 bedroom cottage with free parking on site

Enjoy all Eugene has to offer while staying at this peaceful, centrally located retreat. A 10 min. walk to the UO campus, Hayward Field, restaurants, and coffee shops. Walk, bike, or drive to Autzen. In the desirable South University district among beautiful historic homes. Relax on the private patio among the trees, cook a gourmet meal in the well-appointed kitchen, or unwind in the cozy living room. Note: While close to campus this is a QUIET neighborhood. Best suited for singles or couples.

Guest favorite
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.
Vacation 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 favorite
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.
Vacation home in Eugene
4.99 out of 5 average rating, 100 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 favorite
A newly constructed two-story building features a spacious exterior with a combination of wood and stone siding. The property boasts two large garage doors and an expansive gravel driveway. Surrounding pine trees provide a natural backdrop, creating a serene outdoor environment.
Vacation home in Crescent Lake
4.97 out of 5 average rating, 33 reviews

Newly Constructed Apartment in Prime Location!

Turnkey, newly constructed 1BR/1BA that sleeps 4. Includes primary BD w/a king bed, American Leather queen size sleeper sofa in living room, full BA w/tub & shower, full kitchen w/dishwasher, oven, microwave, coffee maker and more. Additional amenities include washer/dryer, Wi-Fi, TV, 40’ covered RV parking, outdoor balcony, & fire pit. Great location in Diamond Peaks. Enjoy easy access to lakes, hiking, biking, and snowmobile trails, Willamette Pass Ski Area, the PCT, & easy access to Hwy 58.

Top guest favorite
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.
Vacation home in Coos Bay
5 out of 5 average rating, 81 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 favorite
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.
Vacation home in Eugene
4.91 out of 5 average rating, 202 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
A spacious living area features a wood-burning fireplace set against a stone backdrop, complemented by a comfortable sofa and armchair. Natural light streams through large windows with shades, while a glass door leads to an outdoor seating area surrounded by trees.
Vacation home in Bend
4.85 out of 5 average rating, 26 reviews

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

This amazing resort is the ideal getaway. This is a 1 bed 1 bath with a murphy bed and sofa bed and a single person fold out bed. 3 heated pools, hot tubs, fitness center, sauna, volleyball, and an onsite restaurant and bar. Just minutes to downtown Bend where you'll find a large array of shops, breweries, restaurants, and dozens of outdoor activities. This is the closest lodging you can get to Mt Bachelor. Just a short walk to the Deschutes River for river rafting, and paddle board.

Guest favorite
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.
Vacation home in Reedsport
4.93 out of 5 average rating, 103 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 favorite
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.
Vacation home in Sunriver
4.97 out of 5 average rating, 58 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.

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.
Vacation home in Days Creek
4.91 out of 5 average rating, 140 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 favorite
An indoor heated pool features inviting blue water and gently sloping steps. The surrounding space includes large windows allowing natural light, and two orange chairs are situated nearby for relaxation. Soft lighting enhances the area, creating a calm and welcoming environment.
Vacation home in Roseburg
4.98 out of 5 average rating, 98 reviews

Bar Run Golf House With pool

Bring the whole family to this great place with lots of room for fun. Indoor heated pool for year round swimming, hot tub on the deck with great views, large TV’s for watching the game, and just a short walk or golf cart ride to the newly opened Bar Run Golf and RV Resort. Surrounded by Umpqua valleys beautiful wine country. There is truly something here for everyone.**For parties or events you need permission first and there maybe an added charge**

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