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Bend, OR short term rentals
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Best Short term and Weekly rentals in Bend, OR

Traveler-Approved Family Short-Term Rentals in Bend, OR

Choosing the right family rental in Bend, OR makes all the difference for a seamless vacation.

Westside Walkable | Hot Tub | Dogs | Bikes | Food - Bend, OR
9.9 398 reviews

Westside Walkable | Hot Tub | Dogs | Bikes | Food

apartment, Bend
This single-level home is located in a quiet Westside neighborhood, just a few blocks from restaurants and breweries on Galveston Avenue and a short distance from downtown Bend. The property boasts excellent ratings for location, cleanliness, and overall experience.
This 3-bedroom, 2-bathroom vacation rental comfortably sleeps 6 guests. The home features a fully equipped kitchen, a spacious deck with a hot tub, a fenced yard, free bikes, and modern amenities like a Smart TV and free Wi-Fi.
Modern Retreat · Walk To Old Mill · Sleeps 6 - Bend, OR
9.4 117 reviews

Modern Retreat · Walk To Old Mill · Sleeps 6

apartment, Bend
This Old Mill Retreat is a family-friendly Bend, Oregon rental located a short walk from the Old Mill District, providing easy access to shops, restaurants, and Highway 97 for day trips to Smith Rock State Park, Sunriver, and Mount Bachelor.
This 1,250-square-foot house features two bedrooms, two bathrooms, sleeps six (with options for more), and boasts three private patios, a fully equipped kitchen, in-home laundry, Wi-Fi, and proximity to river trails and breweries.
Cascadia - Historic Drake Park Gem - Bend, OR
9.9 306 reviews

Cascadia - Historic Drake Park Gem

apartment, Bend
This Bend, Oregon vacation rental is located in downtown, steps from Drake Park and walking distance to shops and restaurants.
The restored 1924 Craftsman-style house features 4 bedrooms, 3 bathrooms, parking for 4 cars, and a private backyard, comfortably accommodating up to 9 guests and offering easy access to the Old Mill District and Les Schwab Amphitheater.
Forested Custom Built W/mt View, Hot Tub, Wildlife - Bend, OR
9.9 781 reviews

Forested Custom Built W/mt View, Hot Tub, Wildlife

B&B, Deschutes River Woods
This secluded Deschutes River Woods studio rental is located near Bend, Oregon, offering easy access to the city's attractions while providing a peaceful wooded retreat.
The 1100-square-foot unit features a handcrafted pine interior, a loft, two queen beds, a full kitchen with dishwasher, a private hot tub, two decks with mountain views, a pool table, and accommodates up to four guests.

Best Bend, OR lodging with a fireplace

1br Condo W/game Room, Pool & Hot Tub - Bend, OR
No reviews

1br Condo W/game Room, Pool & Hot Tub

apartment, Bend
This ground-floor condo is located in Bend's Century West neighborhood, just over 1 mile from downtown and steps from the Old Mill District, offering direct access to the Deschutes River Trail.
This 1-bedroom, 1-bathroom apartment, with 620 square feet of space, sleeps up to 4 guests and features an efficiency kitchen, an electric fireplace, a private deck, and access to Mt. Bachelor Village amenities including a seasonal pool and hot tubs.
Scenic River Views And Cozy Fireplace - Charming Escape - Bend, OR
No reviews

Scenic River Views And Cozy Fireplace - Charming Escape

apartment, Bend
This downtown Bend condo provides spectacular Deschutes River views and direct access to the river trail and Pioneer Park, just a short walk from the central business district.
This one-bedroom, two-bathroom condo accommodates up to six guests and features a recently renovated interior with a fireplace, a private deck, a full kitchen, air conditioning, a swimming pool, a jacuzzi, a fitness center, a tennis court, and parking.
New Listing! Pineview Getaway | Mt. Bachelor Village Condo Near River Trail - Bend, OR
10 1 review

New Listing! Pineview Getaway | Mt. Bachelor Village Condo Near River Trail

apartment, Bend
This ground-level condo in Bend's Century West neighborhood offers easy access to the Deschutes River Trail, 1.5 miles from the Old Mill District and 2 miles from downtown Bend.
The 600-square-foot unit features one bedroom, one bathroom, sleeps four with a queen bed and a full-size sofa sleeper, and includes a kitchenette with a fridge, microwave, stovetop, and dishwasher, plus resort amenities like a pool and hot tub.
New! Diamond Retreat  Peaceful Bend Hideaway! - Bend, OR
9.7 6 reviews

New! Diamond Retreat Peaceful Bend Hideaway!

apartment, Bend
This 2-bedroom, 2-bathroom condo in Bend is located in a quiet residential neighborhood, 7 minutes from the Old Mill District and 12 minutes from downtown breweries.
This apartment accommodates up to 6 guests and offers a fully equipped kitchen with stainless steel appliances, air conditioning, a gas fireplace, a private deck, and high-speed Wi-Fi.

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Best Bend, OR lodging with a kitchen

Mt. Bachelor Village Escape: Hot Tub, Pool, Fireplace & Central Bend Location - Bend, OR
9.0 6 reviews

Mt. Bachelor Village Escape: Hot Tub, Pool, Fireplace & Central Bend Location

apartment, Bend
This upscale condo in Bend's Century West neighborhood, located within Mt. Bachelor Village Resort, offers easy access to Mt. Bachelor ski resort and is minutes from downtown Bend and Pilot Butte State Park.
This 900-square-foot unit features two bedrooms, two bathrooms, a fully equipped kitchenette, and a living area with a sleeper sofa accommodating up to six guests, plus resort amenities including a seasonal pool and hot tub.
Bluebird Day - Treetop Studio, 1br, Westside! - Bend, OR
9.8 117 reviews

Bluebird Day - Treetop Studio, 1br, Westside!

apartment, Bend
This west Bend studio apartment offers a prime location near Drake Park, within walking distance of downtown Bend and the Old Mill District.
The 450-square-foot unit features a king-size bed, a kitchenette with a microwave, dishwasher, and mini-refrigerator, accommodating two guests, and includes provided bikes for exploring the city.
A Stone's Throw | Aspen House - Bend, OR
9.8 343 reviews

A Stone's Throw | Aspen House

apartment, Bend
This family-friendly cottage is located in Bend, just a short walk from the Old Mill District, Deschutes Historical Museum, and Hayden Homes Amphitheater. It has consistently received excellent ratings for cleanliness, location, and overall experience.
The 700-square-foot cottage comfortably accommodates up to four guests in its two bedrooms and one bathroom. Amenities include a full kitchen, a private patio, a swimming pool, a spa, a fitness center, and high-speed internet access.
The Heart Of Bend.  Brownstone Apartment. - Bend, OR
9.9 467 reviews

The Heart Of Bend. Brownstone Apartment.

apartment, Bend
This modern studio apartment is conveniently located in the Old Mill District, just a short walk from the Deschutes River and the Bend Amphitheater, offering easy access to restaurants, shops, and breweries. The studio consistently receives excellent ratings for location, cleanliness, and overall experience.
The 870 square foot studio comfortably accommodates up to 3 guests and features a fully equipped kitchenette, a private terrace, and a king-size bed with premium bedding. Enjoy amenities like high-speed internet, Netflix, and a full cable package, making it perfect for relaxing after a day of exploring Bend's attractions.

Best Bend, OR lodging with laundry available

Bluebird Day - Sunny Pine Cottage, Downtown, 2br - Bend, OR
9.8 263 reviews

Bluebird Day - Sunny Pine Cottage, Downtown, 2br

apartment, Bend
This vacation rental in Bend is located just a mile from the Deschutes River, Old Mill District, and Hayden Homes Amphitheater, placing you in the heart of the city's attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
The 2-bedroom, 800 square foot home can comfortably accommodate up to 4 guests. It features a fully equipped kitchen, a patio, a garden, and access to a spa, making it perfect for relaxing after a day of exploring Bend's many outdoor activities.
A Stone's Throw | Federal House - Bend, OR
9.9 338 reviews

A Stone's Throw | Federal House

apartment, Bend
This family-friendly vacation rental is located in Bend, just a short walk from the Deschutes River, Hayden Homes Amphitheater, and the Old Mill District, offering easy access to both nature and entertainment. It has consistently received excellent ratings for user experience, location, and cleanliness.
The 3-bedroom, 1-bathroom home can comfortably accommodate up to 6 guests with its 1030 square feet of living space. You'll enjoy a fully equipped kitchen, a private yard with barbecue grills, a swimming pool, a spa, a fitness center, and free WiFi.
Edgecliff Mcm - Bend, OR
10 8 reviews

Edgecliff Mcm

apartment, Bend
This Mid-Century Modern residence is situated in Midtown Bend, offering convenient access to downtown (2 miles), St. Charles Hospital (1 mile), and Mt. Bachelor (24 miles), all set on a forested acre at the base of Pilot Butte.
This apartment accommodates up to 6 guests and features a chef's kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a garden, a sauna, 2 bathrooms, and private parking for 4 vehicles, with a guest area including a private entrance and laundry facilities.
Downtown Retreat - Bend, OR
9.7 53 reviews

Downtown Retreat

apartment, Bend
This one-bedroom duplex offers prime walkability to downtown Bend, Hayden Homes Amphitheater, and the Old Mill District, with the latter two attractions located less than 1 mile away.
This pet-friendly rental accommodates up to 4 guests with a queen bed and a queen sofa pull-out, featuring a private patio, full kitchen with a fridge, air conditioning, and parking.

Best Luxury Short-Term Rentals in Bend, OR

A slope-side luxury rental in Bend, OR delivers an upscale atmosphere from the moment you drop your bags.

Dogok. Large Retreat, 3 King Beds. Fire Pit - Bend, OR
9.7 213 reviews

Dogok. Large Retreat, 3 King Beds. Fire Pit

apartment, Bend

Our Favorite Pet-Friendly Short-Term Rentals in Bend, OR

Your dog is as welcome as you are at these slope-side rentals in Bend, OR with easy resort access.

River Ridge 322b- Hotel-style, Queen Bed, Ground Floor Condo - Bend, OR
No reviews

River Ridge 322b- Hotel-style, Queen Bed, Ground Floor Condo

apartment, Bend
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