Vacation rentals in Bend, OR

This family-friendly vacation home is situated in Bend's Old Mill District, a charming blend of historic charm and modern amenities, within walking distance of Des Chutes Historical Museum, Tower Theater, and Downtown Bend Business Association. With excellent user, location, and cleanliness ratings, this 1000-square-foot, 2-bedroom, 1-bathroom house offers a comfortable and convenient stay.
The house features a private patio, perfect for outdoor dining and relaxation, a cozy fireplace, a fully equipped kitchen, complimentary Wi-Fi, and housekeeping services upon request.

This Bed and Breakfast in Bend's Century West neighborhood is situated 18 miles from Mt. Bachelor and 4 miles from downtown Bend, with Tetherow Golf Resort across the street and Phil's Trail just 2 minutes away.
This family-friendly B&B accommodates up to 10 guests across 4 bedrooms, offering a fully equipped chef's kitchen, a private hot tub, and a stylish, open-concept living area with a gas fireplace.

This Bend apartment is located in a quiet neighborhood, just a short drive from downtown, Deschutes Brewery, and Pilot Butte. The apartment has received excellent ratings for cleanliness, location, and overall user experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy a fully equipped kitchen, high-speed internet, a dedicated workspace, a private garden, a jacuzzi, and convenient parking.

This Bend, Oregon vacation home is conveniently located near grocery stores, a six-minute drive from the Old Mill District, and an eight-minute drive from downtown, offering easy access to Sunriver, Mount Bachelor, and Smith Rock State Park.
This 1,500-square-foot single-story house features two bedrooms, two bathrooms, sleeps six, and includes a full kitchen, Jacuzzi, hot tub, bocce ball court, putting green, and a covered patio; four parking spots are available on-site.

Tetherow Hotel is located just 3.7 miles from Bend's city center and 3.3 miles from the Old Mill District, offering easy access to attractions and activities. Guests consistently rate the hotel excellent for its location, cleanliness, and overall experience.
The hotel features spacious and modern guest rooms with convenient amenities like a microwave, refrigerator, and coffee maker. Enjoy on-site recreation including a fitness center, a steam room, sauna, and two restaurants, as well as access to the nearby golf course, hiking trails, and skiing opportunities.

Ski House 237 is located in Bend, just a short drive from Drake Park, Hollinshead Park, and Ponderosa Park, offering easy access to outdoor activities and attractions. The house has received excellent ratings for user experience, location, and cleanliness.
This 2-bedroom, 2-bathroom vacation home comfortably accommodates 6 guests and features a spacious 900 square feet of living space. The home offers a fully equipped kitchen, a balcony, free parking, and free Wi-Fi, along with a swimming pool, a jacuzzi, a fitness center, and a garden, making it ideal for a relaxing and enjoyable stay.

This Southeast Bend cottage, near great dining and shopping with easy access to the Deschutes River Trail and breweries, offers a convenient location for exploring Bend's attractions.
This family-friendly rental sleeps six, features a fully fenced yard, private deck, in-unit laundry, and a fully equipped kitchen with a dishwasher, making it perfect for a Bend getaway.

This Old Bend apartment rental is located in downtown Bend, Oregon, steps from McMenamins Hotel and Restaurant.
The 2-bedroom, 1-bathroom unit features a spacious open-concept loft layout with a gas fireplace, in-unit laundry, and a private patio, accommodating up to 4 guests and offering easy access to numerous restaurants and bars.

This pet-friendly studio apartment in Bend's River West neighborhood offers breathtaking Deschutes River views and is located within walking distance to downtown attractions.
This 450 sq ft unit accommodates up to four guests with a queen bed and a convertible trundle bed, featuring a kitchenette with essential appliances, access to a heated indoor pool, and parking.

This upstairs condo at Mt. Bachelor Village Resort is located less than 0.5 miles from Bend's downtown and offers easy access to skiing, water sports, golf, and hiking.
This 890 sq ft condo sleeps 4 guests and features 1 bedroom, a loft sleeping area, 2 bathrooms, a full kitchen, gas fireplace, air conditioning, a swimming pool, jacuzzi, and on-site game and Kids Club areas.

This 4-bedroom house is located 1.7 miles from Drake Park and offers convenient access to Bend's amenities, with Hollinshead Park 4.7 miles away and Ponderosa Park 4.3 miles away.
This vacation home features 3230 square feet of living space, accommodates up to 15 guests, and includes a full kitchen with a dishwasher and oven, air conditioning, a hot tub, a fireplace, and on-site parking with free WiFi.

This Bend, Oregon vacation rental, located in the Larkspur neighborhood, is minutes from the Old Mill District and within walking distance of Bevel Brewing and Spider City Brewing.
This 1730-square-foot house features three bedrooms, three bathrooms, sleeps nine guests, and includes a fully equipped kitchen, private fenced backyard with a hot tub, and parking for up to four vehicles.

This Galveston District rental is conveniently located within walking distance of Bend's shops and restaurants, a short bike ride from downtown, and 3.5 miles from Phil's Trailhead.
This 1740-square-foot apartment sleeps eight guests in four bedrooms and two bathrooms, offering a family-friendly setup with amenities including a full kitchen, air conditioning, a garden, parking, and on-site bike rentals for exploring nearby trails and water activities at Powder House and Tumalo Creek Outfitters.

This Bend, Oregon vacation home, located near Drake Park (2.8 miles), Hollinshead Park (3.6 miles), and Ponderosa Park (2.1 miles), offers easy access to Bend's outdoor recreation.
This 2340-square-foot house features three bedrooms, two bathrooms, sleeps fifteen guests, and includes amenities such as a fully equipped kitchen, Wi-Fi, a fitness center, and a terrace.

This condo in Bend's Century West neighborhood offers Deschutes River and canyon views, located 5-10 minutes from downtown and the Old Mill District, and 20 minutes from Mt. Bachelor.
This 1180 sq ft apartment, ideal for up to 6 guests, features two suites, air conditioning, a full kitchen, a gas fireplace, and access to seasonal outdoor pools and hot tubs, with proximity to the Deschutes River Trail and Phil's Trailhead.

This Bend apartment is located in Midtown, just a short walk from Pilot Butte and a quick drive to downtown, offering easy access to the city's attractions and outdoor activities. The apartment consistently receives excellent ratings for cleanliness, location, and overall experience, making it a top choice for travelers.
This spacious vacation rental comfortably sleeps 10 guests in its four bedrooms and two bathrooms, perfect for families or groups. The apartment features a fully equipped kitchen, a cozy living area, a private yard with a hot tub, and access to amenities like a washer and dryer, making it a comfortable and convenient option for your Bend getaway.