Bend, OR Vacation Rentals

Nestled along the Deschutes River, Bend, OR is surrounded by majestic, volcanic peaks such as Three Sisters and Mount Bachelor. With an often-quoted 300 days of sunshine, access to the outdoors is practically year-round. Explore our Bend vacation rentals and find great places to stay.

59 properties available

Nestled in the prestigious Central Oregon resort town of Sunriver, the Red Fir Retreat offers guests seclusion and relaxation away from the bustling city streets common to everyday life. Fully furnished and loaded with amenities, the picturesque landscape surrounding the home creates the weightlessness only accessible through a vacation destination

Private Hot Tub ~ In the heart of Sunriver ~ SHARC Passes~Fireplace~Sleeps 10

Private Hot Tub ~ In the heart of Sunriver ~ SHARC Passes~Fireplace~Sleeps 10 2

Private Hot Tub ~ In the heart of Sunriver ~ SHARC Passes~Fireplace~Sleeps 10 3

Private Hot Tub ~ In the heart of Sunriver ~ SHARC Passes~Fireplace~Sleeps 10 4

Private Hot Tub ~ In the heart of Sunriver ~ SHARC Passes~Fireplace~Sleeps 10 5

Private Hot Tub ~ In the heart of Sunriver ~ SHARC Passes~Fireplace~Sleeps 10 6

Private Hot Tub ~ In the heart of Sunriver ~ SHARC Passes~Fireplace~Sleeps 10 7

Private Hot Tub ~ In the heart of Sunriver ~ SHARC Passes~Fireplace~Sleeps 10 8

Private Hot Tub ~ In the heart of Sunriver ~ SHARC Passes~Fireplace~Sleeps 10

You cannot beat this location! Base Camp is the ultimate home base for all your Bend adventures! Walking distance to pubs, coffee shops and the river! Cozy open kitchen, dining, living space plus small attic loft. Lots of windows for natural light. Heat is provided by upright gas stove In living area. Updated kitchen and dining area. Charming bedro

Bend West Side Cottage ~ Dog Friendly ~ Fireplace

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Bend West Side Cottage ~ Dog Friendly ~ Fireplace 5

Bend West Side Cottage ~ Dog Friendly ~ Fireplace 6

Bend West Side Cottage ~ Dog Friendly ~ Fireplace 7

Bend West Side Cottage ~ Dog Friendly ~ Fireplace 8

Bend West Side Cottage ~ Dog Friendly ~ Fireplace

Discover the perfect getaway at Ye Old Mill Haus, ideally situated just moments away from the vibrant Old Mill District, bustling with premier shopping and dining options. Nestled mere minutes from the picturesque Deschutes Trail, our retreat serves as an idyllic launchpad to explore the wonders of Bend. Step into the inviting living room adorned

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New! Walk to Old Mill/River ~ Fire pit ~ Bikes ~ Bonus Area ~ Dog Friendly

New! Walk to Old Mill/River ~ Fire pit ~ Bikes ~ Bonus Area ~ Dog Friendly 2

New! Walk to Old Mill/River ~ Fire pit ~ Bikes ~ Bonus Area ~ Dog Friendly 3

New! Walk to Old Mill/River ~ Fire pit ~ Bikes ~ Bonus Area ~ Dog Friendly 4

New! Walk to Old Mill/River ~ Fire pit ~ Bikes ~ Bonus Area ~ Dog Friendly 5

New! Walk to Old Mill/River ~ Fire pit ~ Bikes ~ Bonus Area ~ Dog Friendly 6

New! Walk to Old Mill/River ~ Fire pit ~ Bikes ~ Bonus Area ~ Dog Friendly 7

New! Walk to Old Mill/River ~ Fire pit ~ Bikes ~ Bonus Area ~ Dog Friendly 8

New! Walk to Old Mill/River ~ Fire pit ~ Bikes ~ Bonus Area ~ Dog Friendly

Access to resort amenities! Year round heated pools, hot tubs, ice skating, fire pits, playgrounds and more! Welcome to our charming one-bedroom, one-bath condo at 7th Mountain Inn in scenic Bend, Oregon. Nestled in the heart of nature, this vacation rental offers a peaceful retreat with enchanting forest views. Step inside and feel instantly at

New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor!

New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor! 2

New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor! 3

New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor! 4

New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor! 5

New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor! 6

New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor! 7

New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor! 8

New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor!

Welcome to our brand new vacation rental home located in Bend, OR! This stunning property is the perfect destination for your next getaway. As soon as you step inside, you\'ll notice that everything is new and thoughtfully designed with your comfort in mind. With 2 primary suites and 2.5 bathrooms, this home can accommodate up to 6 guests with eas

Hot tub ~ Close to Old Mill ~ Fire Pit ~Shuffle Board ~ Dog Friendly

Hot tub ~ Close to Old Mill ~ Fire Pit ~Shuffle Board ~ Dog Friendly 2

Hot tub ~ Close to Old Mill ~ Fire Pit ~Shuffle Board ~ Dog Friendly 3

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Hot tub ~ Close to Old Mill ~ Fire Pit ~Shuffle Board ~ Dog Friendly 6

Hot tub ~ Close to Old Mill ~ Fire Pit ~Shuffle Board ~ Dog Friendly 7

Hot tub ~ Close to Old Mill ~ Fire Pit ~Shuffle Board ~ Dog Friendly 8

Hot tub ~ Close to Old Mill ~ Fire Pit ~Shuffle Board ~ Dog Friendly

Luxury vacationing in Bend! Relax and unwind amongst the giant Juniper trees on this 1/2 acre. Bring the whole family and find fun for everyone. The outdoor space is amazing! Have fun using the basketball hoop, fire pit, BBQ grill, and huge fully fenced yard. Enjoy a soak in your own private salt system hot tub under the Central Oregon sky! The Ben

New! Luxury Home ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit

New! Luxury Home ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 2

New! Luxury Home ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 3

New! Luxury Home ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 4

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New! Luxury Home ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 6

New! Luxury Home ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 7

New! Luxury Home ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 8

New! Luxury Home ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit

Welcome to Pinot Ct Retreat, your perfect vacation rental in Bend, Oregon! Nestled in the beautiful Summit West subdivision, this charming single-level home offers a delightful getaway for your stay. With its prime location, you\'ll be within walking distance to NWX, just a short drive away from the stunning Shevlin Park and a 10 minute bike ride t

Hot Tub ~ Westside Bend Home ~ AC ~ Fireplace ~ EV charger

Hot Tub ~ Westside Bend Home ~ AC ~ Fireplace ~ EV charger 2

Hot Tub ~ Westside Bend Home ~ AC ~ Fireplace ~ EV charger 3

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Hot Tub ~ Westside Bend Home ~ AC ~ Fireplace ~ EV charger 8

Hot Tub ~ Westside Bend Home ~ AC ~ Fireplace ~ EV charger

**Chic Hideaway Retreat: A Serene Bend, Oregon Vacation Rental** This newly remodeled, single-level ranch home is the perfect Bend getaway! The Hideaway Retreat offers a large hot tub, a bright, airy kitchen, and a beautifully landscaped yard. Enjoy privacy in a peaceful neighborhood near the Deschutes River, yet only minutes from the Old Mill Dis

New! Chic Hideaway ~ Hot Tub ~ Ping Pong Table ~ Close to Old Mill

New! Chic Hideaway ~ Hot Tub ~ Ping Pong Table ~ Close to Old Mill 2

New! Chic Hideaway ~ Hot Tub ~ Ping Pong Table ~ Close to Old Mill 3

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New! Chic Hideaway ~ Hot Tub ~ Ping Pong Table ~ Close to Old Mill 5

New! Chic Hideaway ~ Hot Tub ~ Ping Pong Table ~ Close to Old Mill 6

New! Chic Hideaway ~ Hot Tub ~ Ping Pong Table ~ Close to Old Mill 7

New! Chic Hideaway ~ Hot Tub ~ Ping Pong Table ~ Close to Old Mill 8

New! Chic Hideaway ~ Hot Tub ~ Ping Pong Table ~ Close to Old Mill

Welcome to Riverview Oasis -This new construction, stunning Bend home is right across from Farewell Bend Park on the Deschutes River, close to the Old Mill and Downtown Bend. The Deschutes River Trail is right behind the house! Hop on the river trail and walk or ride the provided bikes to town, or hang out and relax by the river. Your family and f

Stunning Views of Farewell Bend Park at Alderwood Circle! 30 day+ exec rental

Stunning Views of Farewell Bend Park at Alderwood Circle! 30 day+ exec rental 2

Stunning Views of Farewell Bend Park at Alderwood Circle! 30 day+ exec rental 3

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Stunning Views of Farewell Bend Park at Alderwood Circle! 30 day+ exec rental 7

Stunning Views of Farewell Bend Park at Alderwood Circle! 30 day+ exec rental 8

Stunning Views of Farewell Bend Park at Alderwood Circle! 30 day+ exec rental

Executive Rental 30+ Day | Bend, OR

5 bedrooms

4 baths

10 guests

*** Book Today for Only $300 Down at the Time of Booking *** Discover this beautifully two-bedroom, two-bathroom updated townhouse, just a short stroll from the vibrant Old Mill District. Enjoy easy access to theaters, shopping, dining, and the stunning Deschutes River—all within walking or biking distance. The Old Mill District is less than a mil

New Listing! Blocks from Old Mill District| Fireplace| Desk| Patio| Garage

New Listing! Blocks from Old Mill District| Fireplace| Desk| Patio| Garage 2

New Listing! Blocks from Old Mill District| Fireplace| Desk| Patio| Garage 3

New Listing! Blocks from Old Mill District| Fireplace| Desk| Patio| Garage 4

New Listing! Blocks from Old Mill District| Fireplace| Desk| Patio| Garage 5

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New Listing! Blocks from Old Mill District| Fireplace| Desk| Patio| Garage 7

New Listing! Blocks from Old Mill District| Fireplace| Desk| Patio| Garage 8

New Listing! Blocks from Old Mill District| Fireplace| Desk| Patio| Garage

Pilot Butte View Retreat Queen Suite - Mt. Bachelor Village Resort, Bend, OR Relax and unwind in the Pilot Butte View Retreat Queen Suite. Located in River Ridge 2 of Mt. Bachelor Village Resort, this charming lower-level queen suite is perfect for those wanting a quiet location without the hassles of a large hotel. This cozy hotel style suite is

New Listing! Hotel style suite in Mt. Bachelor Village!

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New Listing! Hotel style suite in Mt. Bachelor Village! 3

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New Listing! Hotel style suite in Mt. Bachelor Village! 8

New Listing! Hotel style suite in Mt. Bachelor Village!

Pilot Butte View Retreat – 1BD/1BA Mt. Bachelor Village Resort, Bend, OR Relax at the Pilot Butte View Retreat, a cozy one-bedroom one-bath condo in Mt. Bachelor Village Resort, offering stunning views of Pilot Butte and Bend. This lower-level unit accommodates up to 4 guests with a king suite and queen sofa sleeper. The bright, open living area f