Hillside I Park Rentals
From $359 per night (USD)VRBO
New! NW Bend Home | Private Hot Tub | Walk to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Walk to everything Bend has to offer from this 4-bedroom, 2.5-bathroom vacation home in the quiet River West neighborhoo ...
From $359 per night (USD)VRBO
From $248 per night (USD)Expedia
New! Pet Friendly Basecamp | Hot Tub | Walk to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Centrally located on the west-side of Bend, this beautifully remodeled 3 bedroom, 1 bathroom home is the perfect vacatio ...
From $248 per night (USD)Expedia
From $257 per night (USD)VRBO
New! Historic Bend Cottage | Walk to Deschutes River & Downtown Shops
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Best L'il Oar House in Old Bend — a charming 2-bedroom, 1-bath cottage nestled in the heart of downtown B ...
From $257 per night (USD)VRBO
From $257 per night (USD)Expedia
Meet Me on Milwaukee | Hot Tub, EV Charger & Walkable Bend Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Meet Me on Milwaukee is a beautifully furnished 2-bedroom, 2.5-bath home located in one of Bend's most desirable Westsid ...
From $257 per night (USD)Expedia
From $587 per night (USD)VRBO
Awbrey Perch ~ Sauna, Hot Tub/Cold Plunge, Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Awbrey Perch is a newly renovated hillside retreat perched in the trees of Awbrey Butte with forested east-facing views ...
From $587 per night (USD)VRBO
- From $251 per night (USD)
Expedia
NW Nest 30 Day Minimum
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to your ideal vacation retreat in sunny Central Oregon located on the picturesque west side of Bend ...
From $251 per night (USD)Expedia
From $242 per night (USD)VRBO
Wall Street Wander - Steps to Downtown & River
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wall Street Wander | Downtown Bend Set in one of Bend's most desirable neighborhoods, Wall Street Wander is a stylish d ...
From $242 per night (USD)VRBO
From $722 per night (USD)Expedia
Charming home blocks from river, downtown and Mt Bachelor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the beauty of Bend from this gorgeous 3-bedroom house. Guests will find a king bed and two queen beds, plus a c ...
From $722 per night (USD)Expedia
From $566 per night (USD)VRBO
Fireplace & Hot Tub Nights | Walk to Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Private hot tub and firepit under twinkle lights set the mood at Magnolia House, a lovingly restored 1925 West ...
From $566 per night (USD)VRBO
From $524 per night (USD)Expedia
Bluebird Day - Trenton View, Experience luxury, 4-bedroom home in Bend, OR. Hot tub!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Trenton View! Tucked in the trees on the Westside! This beautiful 1970s home is just what you will want for ...
From $524 per night (USD)Expedia
From $256 per night (USD)VRBO
Bluebird Day - Pine Rosa Retreat, Cozy 2 BR, West side!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Pine Rosa Retreat! You can WALK EVERYWHERE! This little retreat is located right up the street from one of o ...
From $256 per night (USD)VRBO
From $305 per night (USD)Expedia
Walk to downtown and amphitheater
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake Club has quite the history. During the remodel of what we thought was just upgrading an old garage we discover ...
From $305 per night (USD)Expedia
From $373 per night (USD)VRBO
Historic Bungalow in Walkable Old Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the heart of Old Bend! Our historic one-bedroom bungalow blends vintage charm with modern comforts, perfect ...
From $373 per night (USD)VRBO
From $276 per night (USD)VRBO
The Crosby Hall Shevlin House | Built 1920
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Summary: Stay in a piece of Bend history at The Crosby Hall Shevlin House, a beautifully preserved 1920 Revival-style h ...
From $276 per night (USD)VRBO
From $169 per night (USD)VRBO
The Bend Shed - A modern home in the heart of town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Bend Shed is a modern urban cabin in the heart of Bend, Oregon. Designed by the architect owner as a family retreat, ...
From $169 per night (USD)VRBO
From $217 per night (USD)VRBO
Cute and Comfy Monthly Rental on the Westside of Bend
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This fully furnished home is available for 30-day minimum rentals on the westside of Bend. With 2 off-street parking sp ...
From $217 per night (USD)VRBO
From $267 per night (USD)VRBO
Great Downtown Location And House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This is a completely remodeled 1920's Bungalow. The house has an old charm with modern touches. The house is surrounde ...
From $267 per night (USD)VRBO
From $292 per night (USD)Expedia
River Views + Prime Bend Location
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Book Direct with Central Oregon Vacation Homes. Lovely 3rd-floor Condo with a private balcony overlooking the ...
From $292 per night (USD)Expedia
From $240 per night (USD)VRBO
First Street Rapids and River Trail
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
One side of a cute and cozy cottage style duplex on the west side of Bend. The host lives on one side and rents the oth ...
From $240 per night (USD)VRBO
From $310 per night (USD)Expedia
Historic 1917 cottage by the river, walkable to all of downtown Bend!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The "Sweet Spot" of Bend — Walk to Everything Welcome to a piece of Bend's history. Our masterfully restored 1917 logge ...
From $310 per night (USD)Expedia
From $463 per night (USD)VRBO
Blissful Westside Bend location, the best of Bend and near many amenities.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
City of Bend licensed. Note: We cannot accept a reservation until the "standard questions", posted below at the end, are ...
From $463 per night (USD)VRBO
From $273 per night (USD)VRBO
Westside Spot! Hot Tub+Big Porch w/ Enclosed Yard+Pets OK
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
**Blue Bird Cottage!!** Pet Friendly and Hot Tub! Located right in the heart of Northwest Bend in the m ...
From $273 per night (USD)VRBO
From $487 per night (USD)VRBO
Contemporary Chic Cottage │Downtown Historic District │Hot Tub │Gourmet Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Featuring classic cottage charm with a contemporary modern twist, The Modern Mill Cottage perfectly embodies the spirit ...
From $487 per night (USD)VRBO
From $979 per night (USD)VRBO
Located on Bend's most sought after historic district street, provides the perfe
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The house was built in 1920 and completely renovated in 2007. It's located in the heart of Bend's premiere historic dis ...
From $979 per night (USD)VRBO
From $252 per night (USD)VRBO
The Cascade River Trail Retreat - a short walk to river & downtown! Pets OK!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the desirable River West neighborhood, a short stroll to restaurants, breweries & shopping in Downtown Bend a ...
From $252 per night (USD)VRBO
From $410 per night (USD)Expedia
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The River Run radiates warmth and comfort. This delightful craftsman style home beautifully blends old fashion charm wit ...
From $410 per night (USD)Expedia
From $413 per night (USD)VRBO
*NEW* Downtown Modern Nostalgia, completely updated and convenient
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Century-old mill home that was completely renovated to modern standards while keeping its' nostalgic charm. Location! ...
From $413 per night (USD)VRBO
From $368 per night (USD)Expedia
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Sunrise Cottage is everything you want for your visit. It's within walking distance to restaurants, breweries, baker ...
From $368 per night (USD)Expedia
From $472 per night (USD)VRBO
West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake West Bungalow is an adorable one bedroom, one bathroom home in the River West Neighborhood near the Galveston ...
From $472 per night (USD)VRBO
From $438 per night (USD)Expedia
Spacious Layout │West Side │Walk Everywhere │Hot Tub │One Block to River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Bend's fabulous west side. The Cumberland House is perfectly located two blocks from the Galveston Avenue Dis ...
From $438 per night (USD)Expedia
From $467 per night (USD)VRBO
Fantastic view of Bend with pickleball and basketball court
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spend your vacation in our beautiful Westside home, and call it your home for the time being. Enjoy the views of the cit ...
From $467 per night (USD)VRBO
From $223 per night (USD)VRBO
Bend Bungalow - a Walk in the Park to Downtown and River!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Use the Bend Bungalow as your home base as you explore and taste all Bend has to offer. We welcome you. Looking for a s ...
From $223 per night (USD)VRBO
From $367 per night (USD)VRBO
Westlake Cottage - Great Weekly & Monthly Rates - walk Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our highly walkable neighborhood. Enjoy the hospitality of one of Bend's family-owned, micro businesses on a ...
From $367 per night (USD)VRBO
From $309 per night (USD)VRBO
Great West Side Location! Hot Tub, Huge Living Area, 2 bdrm + Murphy Bed, EV Chg
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Bright, open floor plan with lots of amenities. Hot tub, large deck with gas BBQ, fully outfitted kitchen with everythin ...
From $309 per night (USD)VRBO
From $440 per night (USD)VRBO
Mid Century Luxury Home; Westside; Walk Everywhere
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Bend and walking distance to downtown, Newport Ave shopping and restaurants and quick warm up ri ...
From $440 per night (USD)VRBO
From $403 per night (USD)VRBO
Riverfront Cottage -Near Drake Park, Walk to Town.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
One bedroom with queen bed and a really comfortable queen hide-a-bed, right on the Deschutes River. You can walk one wa ...
From $403 per night (USD)VRBO
From $395 per night (USD)VRBO
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Westside Cottage is a find! It has two bedrooms and two bathrooms, making it perfect for a romantic couples getaway, ...
From $395 per night (USD)VRBO
From $384 per night (USD)Expedia
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
NOTE: Intermittent area construction August 4-8, 2025 with discounted rates! This amazing little downtown cottage provi ...
From $384 per night (USD)Expedia
From $455 per night (USD)VRBO
West Side Gem │King Beds │Walk Everywhere │Hot Tub │Large Living Spaces
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Park House West is a warm and inviting three bedroom, two bath home with wonderful living space. It is a family-size ...
From $455 per night (USD)VRBO
From $337 per night (USD)Expedia
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Nest... a warm and welcoming, yet modern and contemporary, Bend home. It has been newly remodeled and is ...
From $337 per night (USD)Expedia
From $88 per night (USD)VRBO
Close to everything! Recently updated. Walk Downtown, stroll River trail.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
You'll love this comfortable 2nd floor condo unit in the heart of it all. It's stone's throw from the Deschutes River, P ...
From $88 per night (USD)VRBO
From $227 per night (USD)VRBO
Cozy Modern Apartment Close To Town; Walk Everywhere
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the heart of Bend and walking distance to downtown, Newport Ave shopping and restaurants and short warm up ri ...
From $227 per night (USD)VRBO
From $287 per night (USD)VRBO
A private zen-like home, panoramic views, super chill!Total relaxation for you.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Parking on the first floor with large sauna and shower. 2nd floor is the main living and entertaining floor with kitche ...
From $287 per night (USD)VRBO
From $134 per night (USD)Expedia
1st Floor Updated Studio, incredible river access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: ‘Riverside Runs Through It’ is a gorgeous, updated studio, perfect for a 2-person getaway. You will have every ...
From $134 per night (USD)Expedia
From $134 per night (USD)VRBO
1st Floor Studio, stunning view of Deschutes River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This ground-floor studio on the edge of downtown comfortably sleeps two and has an incredible view of the Desc ...
From $134 per night (USD)VRBO
From $251 per night (USD)Expedia
Riverside Cottage - Just Steps from the Deschutes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Here at “Otter Sight”, you will be a few steps away from the water and feel completely immersed in nature with ...
From $251 per night (USD)Expedia
From $130 per night (USD)VRBO
Riverfront Studio in Downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This ground-floor, riverfront studio is on the edge of downtown Bend with eight-foot sliding glass doors openi ...
From $130 per night (USD)VRBO
From $134 per night (USD)Expedia
Pet Friendly Studio on the Deschutes With Balcony!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This ground-floor studio overlooks the Deschutes River on the outskirts of downtown Bend and has a private pat ...
From $134 per night (USD)Expedia
From $200 per night (USD)VRBO
Downtown Corner Studio With 270-Degree River View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This ground floor, corner studio sleeps 2 and provides a 270-degree view of the Deschutes River and is a short ...
From $200 per night (USD)VRBO
From $438 per night (USD)Expedia
Heart of Bend-Walkable, Ping Pong, Billards
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay close to everything at this centrally-located place, on a quiet street, right in the heart of all Bend has to offer ...
From $438 per night (USD)Expedia
From $526 per night (USD)VRBO
Spacious ranch style home snuggled in the West Hills neighborhood of Bend
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious ranch style home snuggled in the West Hills neighborhood of Bend, could be your next vacation destination, ...
From $526 per night (USD)VRBO
From $213 per night (USD)Expedia
Riverview Pet Friendly Condo in Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: “High Desert Hideout” has unobstructed views of the Deschutes River through the 8-foot sliding glass doors and ...
From $213 per night (USD)Expedia
From $130 per night (USD)VRBO
Ground-floor Bend Condo near Pioneer Park
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: “Change Your Altitude” is a ground floor condo that sleeps four in two separate rooms. You will NOT find a be ...
From $130 per night (USD)VRBO
From $466 per night (USD)Expedia
Bluebird Day - Hartford Haven, a spacious 3BR home with modern amenities.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Hartford Haven! Hartford Haven is nestled among the pines on the desirable Westside of Bend. It is a ...
From $466 per night (USD)Expedia
From $288 per night (USD)VRBO
Bluebird Day - Desert Moon, Cozy 2BR in Bend's River West, Walkable to restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Desert Moon! This adorable cottage was originally built in the 1920's during Bend's mill town heyday. This is ...
From $288 per night (USD)VRBO
From $147 per night (USD)Expedia
Updated Condo with Deschutes River View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This stunning condo was recently redone and sits on the top floor, giving you the best views of the Deschutes ...
From $147 per night (USD)Expedia
From $252 per night (USD)VRBO
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
New to VRBO but more than 350 super positive reviews on another platform. The Blue Spruce is a charming, private second ...
From $252 per night (USD)VRBO
From $100 per night (USD)Expedia
Historic Drake Cottage 30 Day Rental. Across from Drake Park, Mirror Pond, downtown Bend. Furnished.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
*NEWLY RENOVATED* Welcome to Drake Cottage 309 – an adorable, lovingly restored gem nestled in a historic 1930 fourplex ...
From $100 per night (USD)Expedia
From $148 per night (USD)VRBO
Ground Floor Riverside Cottage with Patio!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This beautiful riverside ground floor corner cottage can sleep up to four people, has two full bathrooms and a ...
From $148 per night (USD)VRBO
From $148 per night (USD)Expedia
Pet Friendly Riverside Studio in Downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This small but comfortable ground floor studio cottage has everything you need for a Bend adventure! This cott ...
From $148 per night (USD)Expedia
From $242 per night (USD)VRBO
Walk to Downtown & River Bend! Fireplace, quiet
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Relax on the private balconies overlooking the park. After your coffee take a 2 minute walk down to the Deschutes river ...
From $242 per night (USD)VRBO
From $174 per night (USD)Expedia
Riverfront Cottage - Steam Room & Pet Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Welcome to "Hot Dam". Up to three guests can stay here, on the queen bed and a twin size sleeper sofa (in the ...
From $174 per night (USD)Expedia
From $215 per night (USD)VRBO
Ground Floor River Front Studio Cottage
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Unit 251 here at Bend Riverside Rentals is a riverfront studio that is a perfect getaway spot for one or two t ...
From $215 per night (USD)VRBO
From $172 per night (USD)Expedia
Shaffer's Flat - Stay and play IN downtown Bend!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
****30+ night stays only**** Enjoy a stylish experience at this centrally-located place. The building was built in the ...
From $172 per night (USD)Expedia
From $144 per night (USD)VRBO
Gorgeous Condo With River View - Pool and Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: Condo 309/310 is a stunningly remodeled condo here at Bend Riverside Rentals, which we have named 'Deschutes T ...
From $144 per night (USD)VRBO
From $330 per night (USD)Expedia
Walk to River, Downtown, Concerts · Old Bend Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Best Location in Bend! Walk to downtown Bend, the Deschutes River, and Hayden Homes Amphitheater from this charming, up ...
From $330 per night (USD)Expedia
From $618 per night (USD)VRBO
Bright, spacious Bend home. Perfect basecamp for Central Oregon adventures!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Stay like a local in one of Bend’s best residential neighborhoods. Located in the Galveston district, the property is wa ...
From $618 per night (USD)VRBO
From $361 per night (USD)Expedia
Cozy Pet-Friendly Cottage Near Downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Book direct with Central Oregon Vacation Homes! Beautiful Cottage in Heart of Westside Bend, near Drake Park a ...
From $361 per night (USD)Expedia
From $212 per night (USD)VRBO
Cozy Studio Cottage on the River!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: The studio condo is a charming accommodation nestled along the banks of the Deschutes River. Up to four guests ...
From $212 per night (USD)VRBO
From $145 per night (USD)Expedia
Strawbale Basecamp-Salt Hot Tub, AC, Heated Floors, Fireplace, 100+ wifi, 30nts
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Here is your chance to experience an amazing straw bale home in one of Bend's best locations! This eco friendly, lofted ...
From $145 per night (USD)Expedia
From $496 per night (USD)VRBO
Sweet Historic Craftsman on Bend’s West Side has Modern Amenities, Fenced Yard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Aspen Bungalow - Meredith Lodging You’ll love the quaint, Craftsman vibe of this distinctive home in Bend’s historic we ...
From $496 per night (USD)VRBO
From $688 per night (USD)Expedia
Downtown Villa with Private Spa
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to your own private spa escape—where historic charm meets modern comfort. Perfect for families, groups, and remo ...
From $688 per night (USD)Expedia
From $284 per night (USD)VRBO
Riverfront Luxury In Downtown Bend. Pool/Hot Tub.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: Planning a family reunion and need separate yet connected spaces? These two units offer private living areas w ...
From $284 per night (USD)VRBO
From $759 per night (USD)Expedia
New! Westside Home ~ Hot Tub ~ Dog Friendly ~ Location, Location, Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this spacious 2,357-square-foot vacation home in the heart of Bend's west side, where modern comfort meets out ...
From $759 per night (USD)Expedia
From $118 per night (USD)VRBO
Cozy 2nd Story Condo Overlooking Pioneer Park
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Located in the most perfect spot for exploring all of what Bend has to offer, up to two travelers can stay her ...
From $118 per night (USD)VRBO
From $292 per night (USD)VRBO
Charming downtown Bend Cottage.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Walk downtown Bend in minutes. Three blocks to Box Factory and Market of Choice, 15 minute walk to Harden Homes Amphithe ...
From $292 per night (USD)VRBO
From $122 per night (USD)VRBO
Park Side Getaway! Walk to Downtown & Trails
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Unit 130/131 in the Pioneer Park condos is a true gem! Located just 10 minutes from downtown Bend and a short ...
From $122 per night (USD)VRBO
Click For PricingExpedia
Charming 2-bedroom house, king bed, walk to downtown, fully equipped kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your Bend basecamp! Our beautifully designed home offers an open floor plan, a spacious primary bedroom with ...
Click For PricingExpedia
From $246 per night (USD)VRBO
Modern cottage charm & walk to Downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Cascade Cottage! Modern and charming, this sweet Old Mill era home is fully furnished for your Bend adventure ...
From $246 per night (USD)VRBO
From $226 per night (USD)Expedia
Bluebird Day - Twin Mills Bungalow in Bend, OR, featuring 2 cozy bedrooms.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Twin Mills Bungalow! Located right in the heart of Bend, this two bedroom duplex is nestled between the Old ...
From $226 per night (USD)Expedia
From $290 per night (USD)VRBO
Walk to downtown and Amphitheater
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy the Bend, OR lifestyle. The Mallard house is located in the heart of the westside. 8 minute walk to downtown ...
From $290 per night (USD)VRBO
From $236 per night (USD)Expedia
Bluebird Day - Westside Retreat, Discover luxury at a spacious 4-bedroom home in Bend, OR.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Westside Retreat! Perfect location. Perfect 30 day furnished rental! Come and stay for 30 days and experienc ...
From $236 per night (USD)Expedia
From $254 per night (USD)VRBO
Northwest Crossing- The Hartford 1856
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BACK ON THE MARKET FOR LEASE! Available for September 2026!! Looking for a long term tenant! The Hartford 1856 is a on ...
From $254 per night (USD)VRBO
From $236 per night (USD)Expedia
Middle Sister - Sweet Bungalow, Queen bed, Parking, Walkable downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Middle Sister Bungalow! The Middle Sister Bungalow is the middle unit of three attached but completely indepe ...
From $236 per night (USD)Expedia
From $251 per night (USD)VRBO
Sweet South Sister - Bungalow charm, King bed, Parking, So Walkable
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to South Sister Bungalow! The South Sister Bungalow is one of three attached but completely independent homes in ...
From $251 per night (USD)VRBO
From $263 per night (USD)Expedia
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to North Sister Bungalow! The North Sister Bungalow is the largest of the three attached but completely independ ...
From $263 per night (USD)Expedia
From $117 per night (USD)VRBO
Treetop Retreat in River West Neighborhood. Walk to Town.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This fully furnished apartment is the perfect place for a long stay in a quiet, treed, established neighborhood in Bend, ...
From $117 per night (USD)VRBO
From $328 per night (USD)VRBO
River West Retreat in the heart of Bend!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Fully renovated 1904 mill house in Bend’s walkable River West neighborhood blends charm with modern finishes. The 2000 s ...
From $328 per night (USD)VRBO
From $217 per night (USD)VRBO
Pet-Friendly Bend Rental, Walk to Galveston Ave!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
It's time to plan your next extended 30-night stay in Bend. This gorgeous Oregon home — featuring 3 bedrooms, 2 baths, a ...
From $217 per night (USD)VRBO
From $192 per night (USD)Expedia
The Sparrow Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Sparrow House is located in the heart of Bend between the historic downtown and desirable Old Mill district. It is w ...
From $192 per night (USD)Expedia
From $726 per night (USD)VRBO
BEST location in Bend! ~HOT TUB!~
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Columbia House! Just steps away to Downtown Bend, Drake Park, Galveston Corridor (10 Barrel, Sunriver Brewing ...
From $726 per night (USD)VRBO
From $252 per night (USD)VRBO
Mckay Getaway, between Drake Park/Miller's Landing
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming House in a prime Old Bend location. This 2-bed, 1-bath home features an open kitchen/dining/living area, perfe ...
From $252 per night (USD)VRBO
From $186 per night (USD)VRBO
Recently Remodeled Ground Floor Studio Near Downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: If you're looking to visit downtown Bend, let this unit be your home base! Unit 105, a.k.a "It Must Have Bend ...
From $186 per night (USD)VRBO
From $444 per night (USD)Expedia
Modern Luxury Base Camp with 3 King Beds 1 Mile to Downtown Bend, 5-Star Reviews
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Unwind after a long day exploring all that Bend has to offer at this comfortable newer single family home with 3 king be ...
From $444 per night (USD)Expedia
From $165 per night (USD)VRBO
Private Guest Suite in the Heart of Old Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly renovated, clean, modern 1Bd/1Ba private apartment on a quiet cul-de-sac in the heart of Old Bend. Walk to the riv ...
From $165 per night (USD)VRBO
From $196 per night (USD)Expedia
Bluebird Day - Cascade Modern Experience luxury in this 3BR townhome in scenic Bend, OR.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Cascade Modern! Come stay for 30 days in this fully furnished modern townhome located on Bend's desirable W ...
From $196 per night (USD)Expedia
From $315 per night (USD)VRBO
Top Floor Riverfront Condo at the edge of Downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Welcome to our fun and bright remodeled, third (and top!) floor condo located directly off the Deschutes River ...
From $315 per night (USD)VRBO
From $684 per night (USD)Expedia
Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
If this home is not available for your dates or if you would like two homes together, please also see our other almost i ...
From $684 per night (USD)Expedia
From $701 per night (USD)VRBO
Riverfront LUXE- Private Waterfront Retreat, 4 Fireplaces, Salt Hot Tub, Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Riverfront Retreat. A stunning riverfront hide-away on the super popular westside of Bend. Perched above ...
From $701 per night (USD)VRBO
From $148 per night (USD)Expedia
Rustic Pet-Friendly Second Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Here, you’ll have a killer view of the Deschutes River from your private furnished patio. Up to 4 can settle i ...
From $148 per night (USD)Expedia