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.

34 properties available

Location, Location, Location! The BE kiND Cottage, located in the heart of Bend\'s vibrant west side, offers an authentic Bend experience. This chic vacation rental is surrounded by popular eateries, breweries, and bakeries. You\'ll be just steps away from The Victorian Café, Brother Jon\'s Public House, Parilla, El Sancho Taco Shop, and the renown

Westside Bungalow ~ Hot Tub ~ Fire Pit ~ Dog Friendly ~ Fenced Yard!

Westside Bungalow ~ Hot Tub ~ Fire Pit ~ Dog Friendly ~ Fenced Yard! 2

Westside Bungalow ~ Hot Tub ~ Fire Pit ~ Dog Friendly ~ Fenced Yard! 3

Westside Bungalow ~ Hot Tub ~ Fire Pit ~ Dog Friendly ~ Fenced Yard! 4

Westside Bungalow ~ Hot Tub ~ Fire Pit ~ Dog Friendly ~ Fenced Yard! 5

Westside Bungalow ~ Hot Tub ~ Fire Pit ~ Dog Friendly ~ Fenced Yard! 6

Westside Bungalow ~ Hot Tub ~ Fire Pit ~ Dog Friendly ~ Fenced Yard! 7

Westside Bungalow ~ Hot Tub ~ Fire Pit ~ Dog Friendly ~ Fenced Yard! 8

Westside Bungalow ~ Hot Tub ~ Fire Pit ~ Dog Friendly ~ Fenced Yard!

**Book Today for Only $300 Down at the Time of Booking *** Custom, custom, custom! This home boasts a sophisticated, aesthetically pleasing, handcrafted décor. With live edge tables and shelving, artisanal pottery, rustic log beds, an expressive pergola, custom art pieces, and bicycle chains as stool footrests, the passion for perfection and true

The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man

The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man 2

The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man 3

The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man 4

The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man 5

The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man 6

The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man 7

The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man 8

The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man

**Book Today for Only $300 Down at the Time of Booking *** Deschutes Nest is our thoughtfully updated modern craftsman perched two blocks from the Deschutes River, Mt Bachelor shuttle, Hayden Homes Amphitheater, and Deschutes Brewery. This ideal Westside location is a short walk to the restaurants, cafes & breweries in the Old Mill District & Galv

Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill!

Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 2

Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 3

Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 4

Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 5

Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 6

Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 7

Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 8

Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill!

*** Book Today for Only $300 Down at the Time of Booking *** Our stunning 4 bed + bonus room, 2.5 bath home is your own private oasis nestled next to the Deschutes National Forest. Tucked away in a serene and quiet setting, the breathtaking views of the surrounding forest and a private hot tub will greet you. 10 SHARC passes are included with the

New! Next to Deschutes National Forest- SHARC Passes ~ Private Hot Tub

New! Next to Deschutes National Forest- SHARC Passes ~ Private Hot Tub 2

New! Next to Deschutes National Forest- SHARC Passes ~ Private Hot Tub 3

New! Next to Deschutes National Forest- SHARC Passes ~ Private Hot Tub 4

New! Next to Deschutes National Forest- SHARC Passes ~ Private Hot Tub 5

New! Next to Deschutes National Forest- SHARC Passes ~ Private Hot Tub 6

New! Next to Deschutes National Forest- SHARC Passes ~ Private Hot Tub 7

New! Next to Deschutes National Forest- SHARC Passes ~ Private Hot Tub 8

New! Next to Deschutes National Forest- SHARC Passes ~ Private Hot Tub

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

This Bend Westside home is the perfect home base for all your adventures! Relax in the hot tub after a day of activities, take advantage of the well stocked kitchen or ride the bikes to one of many restaurants and coffee shops within a mile of the home! Bedding Configuration: Primary Suite: King bed w/ ensuite bath 2nd bedroom: Queen bed 3rd bed

Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly

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

Popular 128

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

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

Stunning Views of Farewell Bend Park at Alderwood Circle! 30 day+ exec rental 4

Stunning Views of Farewell Bend Park at Alderwood Circle! 30 day+ exec rental 5

Stunning Views of Farewell Bend Park at Alderwood Circle! 30 day+ exec rental 6

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

This charming cottage has been a favorite to Bend\'s non-resident family for the past several years. The owners have discovered their dream home and are generously sharing their cozy 2 bedroom, 2 bath home with you! Columbia features 2 bedrooms, 2 bath, a comfortable living room with gas fireplace, separate dining, fully equipped kitchen, fenced ya

Hot Tub ~ Downtown ~ Steps to Drake Park ~ Dog Friendly ~ Fireplace ~ Bikes

Hot Tub ~ Downtown ~ Steps to Drake Park ~ Dog Friendly ~ Fireplace ~ Bikes 2

Hot Tub ~ Downtown ~ Steps to Drake Park ~ Dog Friendly ~ Fireplace ~ Bikes 3

Hot Tub ~ Downtown ~ Steps to Drake Park ~ Dog Friendly ~ Fireplace ~ Bikes 4

Hot Tub ~ Downtown ~ Steps to Drake Park ~ Dog Friendly ~ Fireplace ~ Bikes 5

Hot Tub ~ Downtown ~ Steps to Drake Park ~ Dog Friendly ~ Fireplace ~ Bikes 6

Hot Tub ~ Downtown ~ Steps to Drake Park ~ Dog Friendly ~ Fireplace ~ Bikes 7

Hot Tub ~ Downtown ~ Steps to Drake Park ~ Dog Friendly ~ Fireplace ~ Bikes 8

Hot Tub ~ Downtown ~ Steps to Drake Park ~ Dog Friendly ~ Fireplace ~ Bikes

Make your next getaway unforgettable at the Bend Luxury Escape. Situated on a private 10-acre estate, only 15 minutes from Downtown Bend this high-desert retreat delivers captivating experiences both inside and outside within the surrounding mountain haven of Bend, Oregon. Uninterrupted views of the nearby Cascade Mountains paired with resort-like

Bend Luxury Escape: Mountain Views with Hot Tub, Sauna & More!

Bend Luxury Escape: Mountain Views with Hot Tub, Sauna & More! 2

Bend Luxury Escape: Mountain Views with Hot Tub, Sauna & More! 3

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Bend Luxury Escape: Mountain Views with Hot Tub, Sauna & More! 6

Bend Luxury Escape: Mountain Views with Hot Tub, Sauna & More! 7

Bend Luxury Escape: Mountain Views with Hot Tub, Sauna & More! 8

Bend Luxury Escape: Mountain Views with Hot Tub, Sauna & More!

Discounted 30+ day rate available! Please inquire! **Book Today for Only $300 Down at the Time of Booking *** This is the perfect spot to relax, spend time with family and take advantage of all Bend has to offer. Enjoy the open floor plan, cozy fireplace, modern accents and brand new furniture throughout the home. Conveniently located close to

Modern home in Bend! Close to Shopping & Food Carts ~ Pet Friendly!

Modern home in Bend! Close to Shopping & Food Carts ~ Pet Friendly! 2

Modern home in Bend! Close to Shopping & Food Carts ~ Pet Friendly! 3

Modern home in Bend! Close to Shopping & Food Carts ~ Pet Friendly! 4

Modern home in Bend! Close to Shopping & Food Carts ~ Pet Friendly! 5

Modern home in Bend! Close to Shopping & Food Carts ~ Pet Friendly! 6

Modern home in Bend! Close to Shopping & Food Carts ~ Pet Friendly! 7

Modern home in Bend! Close to Shopping & Food Carts ~ Pet Friendly! 8

Modern home in Bend! Close to Shopping & Food Carts ~ Pet Friendly!

Welcome to Bend, OR! Our charming Brightenwood House offers a relaxing living room, fully stocked kitchen, and amazing front and back outdoor living spaces. You can enjoy a propane BBQ and a smoker during your stay. The house can accommodate up to 4 guests in 2 beds, and there are only 2 stairs on the front porch. Please note that this is not a pa