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Bend vacation rentals

Vacation rentals in Bend — enter your dates to book direct

Bend is centered around the Deschutes River with hotspots like Mirror Pond, the Old Mill District, and Pilot Butte State Scenic Viewpoint. The area attracts travelers for activities such as skiing at Mount Bachelor, kayaking along the Deschutes, and attending festivals like Bend Brewfest. Houfy provides direct booking connections with hosts in Bend. Explore a range of vacation homes, from riverside cabins to downtown lofts near Drake Park or the historic neighborhood of Old Town. Bend is particularly popular in the summer for outdoor sports and winter for ski enthusiasts.

Explore near Bend

Cities and towns within driving distance of Bend, each bookable direct with the host.

Top-Rated Vacation Homes in Bend

Browse the highest rated vacation properties in Bend.

Sunshine Retreat

4 bd· ba
5· 284
We originally were supposed to be a party of 3, but our friends decided to join us last minute. The home had plenty of space to accommodate all of us (4 adults and 2 12 year old boys) with room left over. The neighborhood is adorable, with lots of kids playing around (be mindful of speed), and felt very safe. Nighttime was peaceful without being disturbed by traffic because the home is set back from a major street, yet it’s still very close to amenities (groceries, gas, restaurants). Kitchen was well stocked with amenities and extras for mornings before skiing and meal prep afterwards. We found the foosball table to provide A LOT of entertainment in the evening for the group which made for some fun times. There’s also an air hockey table in the loft which was fun as well. Bathrooms were quite nice with good water pressure in both showers (something we find VERY important). Lastly, the beds were great. They were comfortable, the linens were soft, and warm, and there were enough pillows. I have stayed at other rentals that have failed miserably in this category, so I’m always one to comment on bed quality. This home hit the mark, which is a huge bonus when you’re exhausted after a long day at Bachelor! Would recommend to anyone this rental. We were abundantly happy with our visit!
H. · Stay January 2021

McKay Getaway, between Drake Park/Miller's Landing

2 bd·1 ba
4.98· 49

$1,224.19 USD total for 3 nights

Sep 12 – 15, 2026

McKay's Getaway
What a lovely home! This quiet abode far surpassed our expectations. It is located on a quiet street, yet an easy walk to the river, downtown and local eateries/breweries. The home appears to be completely renovated and beautifully decorated with such attention to details that it felt both welcoming and luxurious. It was a perfect place to relax after busy days enjoying the many outdoor activities of Bend. The outdoor patio made for quiet mornings drinking coffee and evenings sipping wine with our furry friend. We have stayed in many VRBO's. McKay's Getaway was a favorite for our whole family. It had all the comforts for us and our fourteen year olds, yet it would have been equally beautiful and charming for families with small children or as an adult getaway. It had the amenities and luxuries of a five star hotel with the practicality and ambiance of a home. We hope to return but stay for longer in the future. -Cally, Craig, Bryn and Harper
C. B. · Stay July 2023

Recommended Homes in Bend

Handpicked properties we think you'll love in Bend.

Resort Condo with Pools & Hot Tub

1 bd·1 ba

EV Charging*Private Hot tub*New Decor*

3 bd·3 ba

Why visit Bend

Discover what makes Bend a perfect vacation rental destination.

Explore Smith Rock State Park

Spectacular rock formations for hiking and climbing.

Situated 27 miles from Bend, Smith Rock offers incredible climbing routes and hiking trails with breathtaking views. A must-visit for outdoor enthusiasts.

Ski at Mt. Bachelor

Premier skiing destination with 4,300 acres of terrain.

Just 22 miles west of Bend, Mt. Bachelor offers varied ski runs and a long season from November to May, making it ideal for skiers of all levels.

Sample Craft Beers at Deschutes Brewery

Home of one of the first craft beer breweries in Bend.

Visit the Deschutes Brewery downtown for a tour and tasting session. Just 0.5 miles from the city center, their Mirror Pond Pale Ale is a local favorite.

Family Fun at High Desert Museum

Interactive exhibits about Central Oregon's history and wildlife.

Located 8 miles from Bend, this museum offers engaging exhibits and live animal presentations, perfect for a family-friendly outing.

Where to stay in Bend

The best areas and neighborhoods for your vacation rental in Bend.

Old Bend

Characterized by historic homes and easy access to Drake Park, this area offers a walking-friendly environment near downtown amenities.

Best for: history buffs, families, walkers

Westside

Known for its trendy eateries, craft breweries, and the popular Newport Avenue Market, the Westside is a hip spot for visitors.

Best for: foodies, young professionals, nightlife

Northwest Crossing

A modern community with beautiful parks and a central plaza filled with shops and restaurants, perfect for relaxed living.

Best for: families, luxury seekers, retirees

Larkspur

Offers a more residential feel but close proximity to the Larkspur Trail and Pilot Butte, ideal for those seeking tranquility.

Best for: nature lovers, retirees, budget-conscious

Find Bend vacation rentals that suit your style

Vacation homes, condos and more — pick the kind of Bend vacation rental you want, then book it direct with the host.

Bend vacation rentals with free WiFi, hot tub or air conditioning

Free WiFi, hot tub, air conditioning and more — every Bend vacation rental here is listed by a verified host and bookable direct, with the price the host set.

Top attractions in Bend

All within driving distance of Bend vacation rentals.

Drake Park

A picturesque riverfront park with walking trails and picnic spots. · 0.5 miles

High Desert Museum

A museum with exhibits on wildlife and history of the high desert. · 8 miles

Tumalo Falls

Offering a stunning 97-foot waterfall view and accessible trails. · 13 miles

Tower Theatre

A historic venue offering live performances and films. · 0.3 miles

Deschutes River

Ideal for tubing, kayaking, and scenic river walks. · 1 mile

Old Mill District

A vibrant shopping area with boutiques, restaurants, and art galleries. · 1.7 miles

Getting to and around Bend

Bend Oregon is best explored by car, with easy access to nearby attractions and outdoor sites.

Airports
ROBERTS FIELD
Located 20 miles from Bend, it's the nearest airport offering flights from several major airlines.
Driving
CAR RENTAL
Multiple rental companies are available at Roberts Field for reaching Bend and exploring the area.
Biking
BIKE RENTALS
Bend's extensive bike paths and lanes make it easy to get around town on two wheels.

Similar vacation rentals near Bend

Homes within 60 miles of Bend, from verified hosts.

Alpine Lodge Sunriver • 5BR Luxe • Hot Tub + SHARC

5 bd· ba
5· 66

$2,234.50 USD total for 3 nights

Sep 28 – Oct 1, 2026

The Farmhouse, hot tub, 165-acre farm,1 dog.

2 bd·2 ba
4.99· 196

$858.00 USD total for 3 nights

Sep 18 – 21, 2026

The Cottage, hot tub, 165-acre farm,1 dog.

2 bd·2 ba
4.99· 169

$809.00 USD total for 3 nights

Sep 16 – 19, 2026

The Sunriver Cascade House

4 bd·3 ba
4.97· 115

$1,454.20 USD total for 3 nights

Sep 12 – 15, 2026

Sunriver Sunshine Lodge

2 bd·2 ba
4.9· 112

$803.40 USD total for 3 nights

Sep 12 – 15, 2026

Sunriver Resort Home-A/C, SHARC-Golf View-Pool Tbl

4 bd·2 ba
4.75· 75

$1,610.42 USD total for 3 nights

Sep 13 – 16, 2026

Stable House INN - Charming Country Retreat

3 bd·2 ba
5· 19

The Bunkhouse, Cozy, 165-acre farm,1 dog.

1 bd·1 ba
5· 3

$475.00 USD total for 3 nights

Sep 14 – 17, 2026

Tumalo Getaway

1 bd·1 ba
4.55· 11

$721.28 USD total for 3 nights

Sep 28 – Oct 1, 2026

20 acre ranch Bend Or

7 bd·4 ba
5· 83

$3,240.00 USD $2,976.00 USD total for 3 nights

Sep 12 – 15, 2026

$3,990.00 USD total for 3 nights

Sep 13 – 16, 2026

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