Apartment holiday rentals in Southern Oregon

4.79 out of 5 average rating, 124 reviews

The Urban Rosewood Bungalow

A brand new two bedroom apartment with custom luxury throughout. This was a creation of the owner who has an extreme obsession with wood and granite. Over the top amenities that you would not expect. We are really proud of this remodel and can't wait for you to experience it. Please note, this apartment is above another vacation rental. Located 2-1/2 blocks from the heart of Downtown Bend with breweries, galleries, restaurants, theater, shops and of course, all the charm that you've heard about Bend. This is a pet free and nonsmoking property.

Top guest favourite

4.96 out of 5 average rating, 977 reviews

Urban Studio Loft-Hot Tub AC 250+Mbps Views

Fall asleep under a stargazing skylight in a retreat lodge’s stylish loft apartment! The studio has big windows with a bright, natural light atmosphere. It is located in one of Bend's best neighborhoods, River West--only a 14-minute walk to downtown (.6 miles) and close to Drake Park, restaurants, shopping, cafes & galleries. Designed for individuals or couples seeking a fun, comfortable and peaceful experience. Numerous amenities include parking, private deck, washer/dryer, HBO, cable & coffee.

4.84 out of 5 average rating, 455 reviews

Flat in Coos Bay

Downtown Warm House Apartment

Apartment is situated close to downtown Coos Bay, within easy access to recreation areas in the surrounding county, 1 mile to Bay Area Hospital. One bedroom with CalKing bed, 2nd bedroom with queen size bed. Additional sleeping space - hide-a-bed couch in the living area. Pet friendly. The Warmhouse apartment is recently renovated, quiet and cozy, located on the first floor of the 2-story house. It is totally private. There is another short term rental apartment on the second floor.

4.94 out of 5 average rating, 164 reviews

Flat in Sisters

Contemporary apartment in Sisters, OR. USA

A contemporary 2 bedroom apartment in a quiet neighborhood just 4 blocks from Sisters main street. Minutes from music venues, festival locations, trails, and popular biking routes. Sisters has art, music, movie theater, good coffee, beer, restaurants, and boutique shopping. Village Green is close by. Superb biking, hiking, skiing, fly fishing, and outdoor opportunities abound year round. The apartment is perfect for couples, solo adventurers, business travelers, and families.

4.95 out of 5 average rating, 531 reviews

Flat in Grants Pass

West Park Unit B

Located in the prime spot of the Riverside Park area, this 2-bedroom, 2-bathroom is newly built and designed to impress. The upscale and luxurious atmosphere will leave you feeling right at home. Only a 5-minute walk away from Riverside Park, Fairgrounds, Walking Bridge, and the Downtown Historical District, this location couldn't be any better. Despite its proximity to all these popular attractions, this spot remains quiet and private, making for a truly relaxing stay.

4.93 out of 5 average rating, 123 reviews

Flat in Crescent City

Downtown Nest on the Coast

Located downtown within walking distance to the beach with beach access, local brewery, coffee house, outdoor pickleball courts and kids town. Ten min drive to the Redwoods and the pristine Smith River. An ideal alternative as your home away from home. Everything is arranged thoughtfully to make sure of your maximum comfort and satisfaction. Fully furnished with a dedicated workspace, Wi-fi and a well equipped kitchen. Washer and dryer available for your use.

4.87 out of 5 average rating, 324 reviews

Drake Park Charmer in the Heart of Bend

Discover the essence of Bend in this charming apartment nestled in the heart of Old Bend, next to Drake Park. Exploring shops, restaurants, and park events, all within walking distance. With off-street parking in a covered carport, your convenience is ensured. Complimentary cruiser bikes and floaties, perfect for leisurely river exploration. Experience the best of Bend in this distinctive retreat, where adventure and relaxation await at every turn.

4.79 out of 5 average rating, 116 reviews

Flat in Coos Bay

#StayinMyDistrict Historic Heritage House Apt

#StayinMyDistrict Downtown Coos Bay! Beautiful and quiet residential neighborhood close to downtown Coos Bay Shopping, Dining & Entertainment. (6-8 blocks walking distance). This 1 bedroom- 1 bath apartment sleeps up to (4). This private residence with updates and amenities throughout offers a comfortable place to stay in Coos Bay. Fully furnished, Cable & WIFI, full kitchen, WD and FREE parking. Private back porch and shared outdoor space.

4.74 out of 5 average rating, 274 reviews

Flat in Florence

(U2)Great studio apartment in Florence by Old Town

This small upstairs studio apartment is in a safe double entrance building walking distance to downtown Old Town! Enjoy this 1950 era charming building that has been completely renovated. Enjoy the breeze from the skylight and welcoming ambience of the building. This simple clean unit is great for someone looking for a relaxing quiet place to stay after enjoying the beach or nearby shopping.

4.88 out of 5 average rating, 197 reviews

Flat in Langlois

Floras Lake Getaway - charming apartment with view

Come experience quiet solitude by the water at this remodeled, stylish apartment right on the shore of Floras Lake. You're sure to enjoy the stunning lake view through a large window facing the lake or from while sitting in lounge chairs on the decking in front. In winter, relax inside and watch for storms over the lake or head out for days of fun on the water in the summer months.

4.98 out of 5 average rating, 107 reviews

Amazing West Side* Walk Everywhere * Dog Friendly

The location of this home is just exceptional for visiting Bend. You will be in the heart of the wonderful and popular West Side. We built the home specifically to be used as a vacation rental. We would love to make sure you have a great experience visiting Bend and staying in our home so please let us know what we can do to make sure you have a 5 star experience.