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.

46 properties available

King main with private bath, lower level -> King guest with private bath, upper level -> Queen guest with Jack n Jill bath, upper level -> Bunk room with two sets of twin bunks, upper level This home comfortably sleeps 10. –Amenities You\'ll Love– -> Private hot tub -> Natural gas fire pit with seating -> Natural gas BBQ -> Outdoor dining

New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor

New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor 2

New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor 3

New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor 4

New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor 5

New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor 6

New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor 7

New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor 8

New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor

View Home

Bedroom: Queen Bed with memory foam mattress (Main Room) -> Living Room: Leather daybed (sleeps 1) This home comfortably sleeps 3 with 1 full bathroom. –Amenities You\'ll Love– -> Community swimming pool open Memorial Day through Labor Day -> Community hot tub open year-round, nightly until 10 p.m. -> 45" Smart TV -> Dedicated WiFi -> Fu

New! Affordable Mountain Escape | Pool - Hot Tub | Near Mt. Bachelor

New! Affordable Mountain Escape | Pool - Hot Tub | Near Mt. Bachelor 2

New! Affordable Mountain Escape | Pool - Hot Tub | Near Mt. Bachelor 3

New! Affordable Mountain Escape | Pool - Hot Tub | Near Mt. Bachelor 4

New! Affordable Mountain Escape | Pool - Hot Tub | Near Mt. Bachelor 5

New! Affordable Mountain Escape | Pool - Hot Tub | Near Mt. Bachelor 6

New! Affordable Mountain Escape | Pool - Hot Tub | Near Mt. Bachelor 7

New! Affordable Mountain Escape | Pool - Hot Tub | Near Mt. Bachelor 8

New! Affordable Mountain Escape | Pool - Hot Tub | Near Mt. Bachelor

View Home

Welcome to Brightenwood Retreat, a remarkable vacation rental nestled in the serene city of Bend, Oregon. This exceptional property offers a harmonious blend of comfort, style, and natural beauty, ensuring an unforgettable vacation experience for you and your guests. Featuring four spacious bedrooms and three well-appointed bathrooms, this home co

New Listing! Hot Tub ~ 2 Living Areas ~ Pet Friendly

New Listing! Hot Tub ~ 2 Living Areas ~ Pet Friendly 2

New Listing! Hot Tub ~ 2 Living Areas ~ Pet Friendly 3

New Listing! Hot Tub ~ 2 Living Areas ~ Pet Friendly 4

New Listing! Hot Tub ~ 2 Living Areas ~ Pet Friendly 5

New Listing! Hot Tub ~ 2 Living Areas ~ Pet Friendly 6

New Listing! Hot Tub ~ 2 Living Areas ~ Pet Friendly 7

New Listing! Hot Tub ~ 2 Living Areas ~ Pet Friendly 8

New Listing! Hot Tub ~ 2 Living Areas ~ Pet Friendly

View Home

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

View Home

Bedroom 1: King Primary Suite, ensuite bathroom with dual sinks and large walk-in shower, walk-in closet, private deck access to hot tub (Main Level) -> Bedroom 2: (King Guest Suite 1, ensuite bathroom with dual sinks and walk-in shower, private deck access (Upper Level) -> Bedroom 3: King Guest Suite 2, dedicated workspace, full bathroom with d

New! Luxury Bend Escape | Hot Tub | Golf Course Views

New! Luxury Bend Escape | Hot Tub | Golf Course Views 2

New! Luxury Bend Escape | Hot Tub | Golf Course Views 3

New! Luxury Bend Escape | Hot Tub | Golf Course Views 4

New! Luxury Bend Escape | Hot Tub | Golf Course Views 5

New! Luxury Bend Escape | Hot Tub | Golf Course Views 6

New! Luxury Bend Escape | Hot Tub | Golf Course Views 7

New! Luxury Bend Escape | Hot Tub | Golf Course Views 8

New! Luxury Bend Escape | Hot Tub | Golf Course Views

View Home

Bedroom 1 (King Primary Suite): King bed, 40" Smart TV, large walk-in closet, ensuite bathroom, private access to wrap-around deck (Lower Level) -> Bedroom 2 (King Guest Room): King bed, Jack-and-Jill bathroom (Upper Level) -> Bedroom 3 (Queen Guest Room): Two queen beds, Jack-and-Jill bathroom (Upper Level) This home comfortably sleeps 6. –Am

New! Luxury Forest Home | Arcade Room | Pool - Hot Tub

New! Luxury Forest Home | Arcade Room | Pool - Hot Tub 2

New! Luxury Forest Home | Arcade Room | Pool - Hot Tub 3

New! Luxury Forest Home | Arcade Room | Pool - Hot Tub 4

New! Luxury Forest Home | Arcade Room | Pool - Hot Tub 5

New! Luxury Forest Home | Arcade Room | Pool - Hot Tub 6

New! Luxury Forest Home | Arcade Room | Pool - Hot Tub 7

New! Luxury Forest Home | Arcade Room | Pool - Hot Tub 8

New! Luxury Forest Home | Arcade Room | Pool - Hot Tub

View Home

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! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit

New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 2

New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 3

New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 4

New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 5

New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 6

New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 7

New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 8

New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit

View Home

Escape to this charming vacation rental in Sunriver, Oregon, where a delightful 2-bedroom cabin plus loft awaits you. Nestled amidst the natural beauty of the area, this property offers a tranquil retreat complete with 4 queen beds, a loft area, a fun kids\' foosball table and a private hot tub! Stay cool this summer with brand new AC! 6 SHARC p

New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes!

New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes! 2

New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes! 3

New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes! 4

New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes! 5

New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes! 6

New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes! 7

New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes! 8

New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes!

View Home

Welcome to your dream vacation rental located in the beautiful city of Bend, Oregon! This stunning property located in River Wild in Mt. Bachelor Village, offers luxurious comfort with all-new furnishings, perfect for your ultimate relaxation. This beautiful property boasts three spacious bedrooms and two and a half bathrooms, providing ample spac

Pine House Retreat ~ New Furniture ~ Community Hot Tub ~ Close To Trails

Pine House Retreat ~ New Furniture ~ Community Hot Tub ~ Close To Trails 2

Pine House Retreat ~ New Furniture ~ Community Hot Tub ~ Close To Trails 3

Pine House Retreat ~ New Furniture ~ Community Hot Tub ~ Close To Trails 4

Pine House Retreat ~ New Furniture ~ Community Hot Tub ~ Close To Trails 5

Pine House Retreat ~ New Furniture ~ Community Hot Tub ~ Close To Trails 6

Pine House Retreat ~ New Furniture ~ Community Hot Tub ~ Close To Trails 7

Pine House Retreat ~ New Furniture ~ Community Hot Tub ~ Close To Trails 8

Pine House Retreat ~ New Furniture ~ Community Hot Tub ~ Close To Trails

View Home

Bedroom 1 (Primary): King suite, 44" Smart TV, panoramic Deschutes River views, ensuite with tub/shower combo, stackable washer/dryer, and Jack-and-Jill access to toilet and sink -> Bedroom 2 (Guest Suite): Queen bed, 44" Smart TV, easy chair, mini-refrigerator, and desk area — fully private -> Living Room: Queen sleeper sofa with gel foam mattr

New Listing! River Views | Hot Tub | Near Mt. Bachelor

New Listing! River Views | Hot Tub | Near Mt. Bachelor 2

New Listing! River Views | Hot Tub | Near Mt. Bachelor 3

New Listing! River Views | Hot Tub | Near Mt. Bachelor 4

New Listing! River Views | Hot Tub | Near Mt. Bachelor 5

New Listing! River Views | Hot Tub | Near Mt. Bachelor 6

New Listing! River Views | Hot Tub | Near Mt. Bachelor 7

New Listing! River Views | Hot Tub | Near Mt. Bachelor 8

New Listing! River Views | Hot Tub | Near Mt. Bachelor

View Home

Don\'t miss this wonderful executive rental centrally located in Bend! Relax in the private hot tub, enjoy the firepit, and take advantage of the new comfy furniture in the living area! This is the perfect location and home to enjoy everything has to offer! New furniture throughout, new beds, hot tub, fire pit, gas fireplace, dining table for 6, b

30+ day rental in Bend w/ private hot tub ~ Fireplace! Close to Old Mill!

30+ day rental in Bend w/ private hot tub ~ Fireplace! Close to Old Mill! 2

30+ day rental in Bend w/ private hot tub ~ Fireplace! Close to Old Mill! 3

30+ day rental in Bend w/ private hot tub ~ Fireplace! Close to Old Mill! 4

30+ day rental in Bend w/ private hot tub ~ Fireplace! Close to Old Mill! 5

30+ day rental in Bend w/ private hot tub ~ Fireplace! Close to Old Mill! 6

30+ day rental in Bend w/ private hot tub ~ Fireplace! Close to Old Mill! 7

30+ day rental in Bend w/ private hot tub ~ Fireplace! Close to Old Mill! 8

30+ day rental in Bend w/ private hot tub ~ Fireplace! Close to Old Mill!

Executive Rental 30+ Day | Bend, OR

View Home

This King suite at Mt Bachelor Village is stocked with everything you need for your Bend stay! This condo has a king bed, coffee maker, mini fridge, printer, dishes, microwave and more! The complex has a seasonal pool and two year round hot tubs to relax after a day of fun. The condo is a short walk to the river trail and walking distance to Old