Family-friendly rentals near Old Mill District

An inviting hot tub is positioned alongside a sauna grotto, both nestled within a natural setting. The hot tub features clear water with soft illumination, while the sauna's wooden exterior is accentuated by warm light. Surrounding trees and rocks enhance the tranquil atmosphere.

5 out of 5 average rating, 147 reviews

River Run Bend Bungalow & Romantic Spa Grotto

Relaxing, private spa & sauna grotto is ready for your romantic Bend getaway! This quiet, wooded, centrally located standalone bungalow is steps from the Deschutes River trail and within easy walking distance of Mill Dist. and Hayden Amphitheater. It boasts a comfy king bed w/premium down bedding & pillows, dedicated free parking (+ extra cars or small RVs), outdoor dining and patio area, washer/dryer, and a kitchen fully stocked with everything you need for fun and relaxation for all seasons!

4.93 out of 5 average rating, 101 reviews

Modern Home Close to OLD MILL | HOT TUB! | 6 Bikes

This absolute gem is located in the heart of Bend and is less than 5 minutes from the Old Mill District. Our 3 bed/2.5 bath mountain modern home backs up to the canal and has just about every amenity you could ask for. Such amenities include a private hot tub & back patio, 2 separate living rooms, gourmet fully stocked kitchen, dedicated workspace, high end furniture/artwork, and much more. This home is light and bright with large windows and vaulted ceilings. Come enjoy all Bend has to offer!

An aerial view captures the surrounding landscape of the home, framed by lush greenery and the nearby river. Snow-capped mountains rise in the distance, providing a scenic backdrop to the residential area, with roads and homes visible throughout the neighborhood.

4.96 out of 5 average rating, 160 reviews

BEST location in Bend! *HOT TUB*

Welcome to Columbia House! Just steps away to Downtown Bend, Drake Park, Galveston Corridor (10 Barrel, Sunriver Brewing, Boss Rambler, The Lot Food Trucks, Westside Tavern, Victorian Cafe and more!), Old Mill (shops and eateries), Hayden Homes Amphitheater - leave your car at home! This updated and spacious home accommodates up to 6 guests and is kid and pet-friendly. We pride ourselves on having meticulously clean vacation homes and top-notch local management to make your stay exceptional.

A charming Craftsman bungalow is surrounded by lush greenery and well-maintained landscaping. A brick pathway leads to the entrance, showcasing a mixture of shrubs and small trees. An American flag is displayed on the porch, adding a welcoming touch to the exterior.

4.9 out of 5 average rating, 387 reviews

Location! Bungalow River & Beach Access

Welcome to our 1918 Bungalow on Riverfront Street. This simple, no frills one bedroom, one bath sleeps two to three. Enjoy a fully equipped kitchen, floor to ceiling river rock gas fireplace, inviting front porch, back deck with propane BBQ, table/ chairs. The Bungalow has a peek of the river, as it is considered the "guest house" to the larger "main house" it shares the lot with. Enjoy low bank river access to launch your kayak. Park the car and experience the best Bend has to offer.

The exterior of a red brick apartment building features multiple entrances, framed by green awnings and surrounding trees. Warm light emanates from the windows, highlighting the architectural details of the structure against an evening sky.

4.96 out of 5 average rating, 403 reviews

The Heart Of Bend. Brownstone Apartment.

LOCATION CAN'T BE BEAT Meticulously Clean Modern Space Private apartment STEPS AWAY FROM THE DESCHUTES RIVER AND A 5 MINUTE WALK TO THE SUMMER SHOWS AT THE AMPHITHEATER A PERFECT BASE FOR WINTER AT MT. BACHELOR NO-CONTACT EASY CHECK-IN OLD MILL LOCATION IN THE MOST DESIRED NEIGHBORHOOD IN BEND Perfect setting in the heart of Bend between downtown & The Old Mill District Walk to fine dining, boutiques, galleries, theaters, coffee and the Deschutes River Trail steps away

4.95 out of 5 average rating, 298 reviews

Townhouse in Bend

Drake @ The DUPE - blocks from Old Mill District -

Drake: Located blocks from the Old Mill District, this beautifully updated 2-bed, 2-bath townhouse blends privacy with an unbeatable location. Walk or bike to the Old Mill, Deschutes River, dining, and the Hayden Homes Amphitheater. Tucked in a serene, tree-lined setting, the private home features a bright kitchen with updated appliances, a primary suite with a walk-in tile shower, and a separate porch with a BBQ grill. The perfect mix of modern comfort and convenience.

A comfortable living area is shown, featuring a neutral-toned sofa adorned with patterned throw pillows. A coffee table sits at the center, while a small dining table with four chairs is positioned by the window, framed by blinds that allow natural light to filter in.

4.99 out of 5 average rating, 155 reviews

WALK DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-#4

Location allows an easy walk to Downtown and Old Mill District. One block to the Deschutes River. Modern one-bedroom fully furnished rental. Fully equipped kitchen, washer/dryer in unit. Ductless heat/air conditioner for your comfort. Smart TV provides streaming and top tier HD cable TV. A private 5' x 9' locked storage area for your kayaks, bikes, clubs, skis, boards. . ... NO smoking and sorry, no pets. City of Bend Short Term Operating License No. STR-15-0016 .

A spacious living area is highlighted by a modern entertainment center and a comfortable seating arrangement, including a large ottoman. Light-colored walls complement the wooden floors, while natural light filters through windows, enhancing the room's inviting appearance.

4.97 out of 5 average rating, 194 reviews

Old Mill Charm

Great Location in Old Mill District – Walk to Summer Concerts! ♥ Fenced Backyard ♥ Pet Friendly Nestled in the heart of Bend, Old Mill Charm offers the perfect blend of comfort and convenience. Thoughtfully designed with many amenities to ensure a seamless stay, this charming rental is ideal for relaxing or exploring all that Bend has to offer. There is a tenant in the apartment above the detached garage who does not use the driveway ensuring your privacy.

4.95 out of 5 average rating, 311 reviews

A modern kitchen features sleek cabinetry and quartz countertops, complemented by stainless steel appliances. Two wooden stools sit at the kitchen island, with a spacious layout that encourages cooking and socializing.

Cottage in Bend

Contemporary Chic, Walk Downtown, Gourmet Kitchen

Featuring classic cottage charm with a contemporary modern twist, The Modern Mill Cottage embodies the spirit of Bend. This charming two bedroom, one bathroom vacation home is ideal for those Bend explorers who wish to be in the heart of it all. This house is located on a vibrant and eclectic street, situated just two blocks from downtown Bend. You are just a short stroll to all the superb dining, infamous breweries, art galleries, and festivals.

4.94 out of 5 average rating, 219 reviews

A spacious living area features a round dining table surrounded by six light-colored chairs, complemented by a textured area rug. Large windows offer views of the outdoors, while a cozy seating arrangement sits nearby. A modern kitchen area is visible in the background.

Condo in Bend

Luxury View Condo - Mt Bachelor, Amphitheater

Luxury condo with fast WiFi - a perfect jumping off place for your summer escape. Stunning views of the Cascade Mountains. 21 miles to Mt Bachelor for hiking, mountain biking, or river fun. Easy walking distance to the Deschutes, the Amphitheater, Old Mill + downtown. Secure garage parking for your car and gear. Relax on the deck in the sun after a day outside or working remotely. Watch the sun set over the mountains. That’s pure heaven

The exterior of a two-story home is showcased, featuring a harmonious blend of wood and contemporary materials. A wooden staircase leads to the second floor, where a balcony extends from the main living area. Surrounding the home are several trees and landscaped greenery.

4.96 out of 5 average rating, 207 reviews

Old Mill ~ Deschutes River

Desert Sun is the perfect place to enjoy all that Bend has to offer. You'll have the Deschutes River right around the corner where you can access floating, fishing, kayaking, SUP or walk/running the 3.5 mile River Trail Loop. The Old Mill District and Les Schwab Amphitheater are a short walk along the river. This home's location makes for a perfect retreat with convenience of being close to Downtown, Mt Bachelor and Cascade Lakes.

An exterior view of a single-story home is shown, surrounded by landscaped gardens with rocks and greenery. A cozy patio area features blue and white striped lounge chairs, an umbrella, and string lights overhead, creating a welcoming outdoor space.

4.97 out of 5 average rating, 191 reviews

Close, Cute & Clean! *Hot Tub* Bend Adventure Base

Welcome to your Central Oregon adventure base! Book today for your next Bend adventure! Enjoy the convenient and comfort of this centrally located Bend home!! Quick access to all of the activities and events that make this area so special! Conveniently located for walking and biking to the Old Mill, Deschutes River, concerts, parks, restaurants, breweries, and grocery stores. Come settle in for exploration and recreation!!

Popular amenities for family-friendly rentals near Old Mill District

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A comfortable living area features a green sectional sofa and a gray accent chair. A large coffee table sits in the center, with a light-colored rug beneath. Exposed wooden beams adorn the ceiling, while a staircase leads to an upper level. A television is mounted on the wall.

4.93 out of 5 average rating, 209 reviews

Drake Park Cottage in the Heart of Bend

A theatre room is observed, featuring a large projection screen and a cozy seating arrangement with recliners. Windows allow natural light, while decorative curtains provide privacy. The room is equipped with audio-visual equipment, enhancing the movie-watching experience.

4.86 out of 5 average rating, 256 reviews

OldMilOasis,Theatre,HotTubSauna,Gym,BrickPizzaOven

A charming outdoor space features a wooden deck with a red sofa set under a pergola, accented by string lights. The blue exterior of the cottage serves as a cheerful backdrop, complemented by a well-maintained green lawn and a fenced yard for privacy.

4.98 out of 5 average rating, 148 reviews

Charming Millhouse w/ hot tub close to everything

An outdoor deck features a hot tub and a shaded seating area, surrounded by potted greenery. A table with an umbrella is positioned nearby, alongside comfortable chairs, creating a space for relaxation or dining. The deck's two levels are connected by stairs.

4.96 out of 5 average rating, 163 reviews

Modern home in NW Bend (w/HOT TUB!) Walk to Shops!

4.99 out of 5 average rating, 140 reviews

An outdoor seating area is set up near a pool, featuring various tables and a gas fire pit surrounded by comfortable couches. Umbrellas provide shade, and string lights offer a warm glow above. The backdrop consists of tall trees and a well-maintained lawn.

Condo in Bend

Pool, AC, close to Amphitheater & Old Mill

4.9 out of 5 average rating, 358 reviews

The exterior of the cottage is shown with a charming deck and two white chairs positioned under string lights. A well-maintained path leads through lush greenery and stone steps to the entrance, highlighting the inviting atmosphere of the cottage.

Cottage in Bend

The Blackberry Cottage

The living area features a comfortable arrangement with a spacious sofa, two armchairs, and a coffee table set on a light area rug. A television is positioned on a media console, with natural light coming through a window adorned with subtle décor.

4.98 out of 5 average rating, 132 reviews

The High Desert Loft-Westside Bend

The welcoming front porch features a set of steps leading to a covered entry with a wooden door. Comfortable seating is placed nearby, surrounded by neatly trimmed hedges. Natural light filters through large windows, enhancing the inviting appearance of this charming green home.

4.94 out of 5 average rating, 231 reviews

Sink Into the Hot Tub of a Large & Lovely Downtown Bend Home

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 181 reviews

Park Place *Modern + Fenced*

A modern living area showcases a comfortable dark sofa alongside a bright orange armchair. A wooden coffee table is positioned in front, with a small plant and speaker on top. A dining table with four chairs is visible in the background, and a fireplace adds warmth to the space.

4.92 out of 5 average rating, 106 reviews

Modern Condo~Fireplace~Walk to Old Mill & River

4.89 out of 5 average rating, 393 reviews

A modern kitchen area features a stainless steel stove, refrigerator, and wooden dining table with two stylish chairs. Decorative plants and light wooden accents add warmth to the space, while patterned wallpaper enhances the design, creating a cozy atmosphere.

Tiny home in Bend

The Oasis Airstream

4.92 out of 5 average rating, 226 reviews

A private outdoor area features a hot tub surrounded by string lights, creating a cozy ambiance. A wooden table displays a bottle of sparkling wine with two glasses and a small potted plant, inviting relaxation and enjoyment in nature.

Cabin in Bend

Eco cabin near Bend: sauna, spa, king bed, EV plug

4.88 out of 5 average rating, 249 reviews

Sunny Getaway: fenced | Near trails, dining, music

An indoor pool room features a heated dipping pool, surrounded by vibrant red lounge chairs. A seating area is present with a couch and decorative pillows, while bright artwork adorns the walls. Sliding glass doors allow natural light and lead to the outside.

4.97 out of 5 average rating, 185 reviews

Indoor Pool, Game Room, EV Charger, Pets Welcome!

4.94 out of 5 average rating, 388 reviews

A welcoming front porch features two white folding chairs and a small table. Potted flowers add color to the space. The green door complements the light exterior, while overhead lights enhance visibility. Natural light filters through the surrounding trees.

Cottage in Bend

Adorable West Side Cottage, Pet Friendly!

A cozy living area is highlighted by a modern fireplace and a large television built into a white cabinetry. Soft seating is provided by a sectional sofa and accent chairs. Natural light flows through the large windows, illuminating the room's neutral decor.

4.82 out of 5 average rating, 102 reviews

Cozy 3-BR house w/ EV charger & trailer parking

Family-friendly home rentals with a pool

The room features a queen bed with a light-colored bedspread, accompanied by bedside tables with lamps. A cozy seating area with cushions is beside a large window, allowing natural light to illuminate the space. Artworks are displayed on the walls, enhancing the serene atmosphere.

4.86 out of 5 average rating, 265 reviews

Mt Bachelor Village Resort- Room in River Ridge II

Superhost

Home in Sunriver

4.88 out of 5 average rating, 107 reviews

Sunriver by AvantStay | Modern Home w/ Indoor Pool

A cozy sleeping area features a queen bed adorned with a patterned duvet, complemented by matching lamps on bedside tables. A framed artwork depicting a serene lake scene hangs above the bed, while decorative wall elements add a touch of character to the space.

4.99 out of 5 average rating, 185 reviews

Deschutes River View + Walk to Downtown&Drake Park

4.93 out of 5 average rating, 109 reviews

Sunriver Studio with Pool & Hot Tub

4.88 out of 5 average rating, 301 reviews

The living area showcases a modern design with leather seating arranged around a natural wood coffee table. A television is mounted above a stone fireplace, and a dining table is situated nearby. The kitchen features stainless steel appliances and light wood cabinetry.

Townhouse in Bend

Charming Mt. Bachelor Village Condo

An open room features vaulted ceilings and large windows, allowing natural light to fill the space. Two surfboards are artfully displayed on the wall, while a circular dining table and four chairs are positioned in the center. A black office chair is visible at a desk, enhancing the work-friendly atmosphere.

4.94 out of 5 average rating, 105 reviews

Wine Down and Play

4.98 out of 5 average rating, 104 reviews

Home in Sunriver

3K ft² | SHARC Pass | Hot Tub | Arcade | Ping Pong

A comfortable guest suite is designed with a spacious bed covered in a white quilt. An accent wall of exposed brick enhances the warm ambiance. A wooden desk and two brown armchairs complement the space, with light filtering through a window dressed with blinds.

4.97 out of 5 average rating, 233 reviews

River Ridge Getaway - River Trail & Hot Tub

Family-friendly home rentals with Wi-Fi

An inviting covered porch area is presented, featuring a hanging swing chair with a colorful cushion. A small wooden bench and storage unit are placed nearby, with a potted plant adding a touch of greenery. The door is framed with a welcoming red tone.

4.98 out of 5 average rating, 254 reviews

Nordic Sauna - Near Old Mill - No Pets - Top 5%!

4.93 out of 5 average rating, 439 reviews

A comfortable living area features a spacious sofa and two armchairs, with a wooden dining table visible. Large windows allow natural light to fill the space, showcasing views of greenery. A television is mounted on the wall, and a colorful artwork adds a touch of style.

Guesthouse in Bend

Suburban Forest guest house with garage

The entrance to the basement apartment is framed by a decorative iron railing and features a set of steps leading down. Surrounding greenery enhances the natural setting, with a nearby window indicating the light and airy atmosphere indoors.

4.98 out of 5 average rating, 730 reviews

Historic Drake Park Neighborhood .

The modern exterior of the ADU features wooden accents and large windows, surrounded by lush greenery. A small outdoor seating area with two chairs and a fire pit is visible. The entrance is framed by a wooden fence, providing privacy and inviting atmosphere.

4.99 out of 5 average rating, 232 reviews

Modern retreat in central Bend

The living area features engineered hardwood floors and a cozy leather sofa positioned near a wall-mounted smart HDTV. A rustic wooden coffee table is set with snacks, while the open kitchen showcases modern stainless appliances and quartz countertops. Natural light fills the space through multiple windows.

4.97 out of 5 average rating, 111 reviews

Walk to Amphitheater & Old Mill I Beach Cruisers

4.95 out of 5 average rating, 266 reviews

Park Place - Walk to Downtown & Old Mill

A spacious living room features a light-colored sectional sofa positioned around a glass coffee table. Large windows invite natural light, revealing a view of the outdoors. A stone fireplace provides a warm focal point, complemented by a cozy armchair and decorative elements throughout.

4.99 out of 5 average rating, 208 reviews

Airy Bend Oasis - Two Ensuites

Aerial view of a beautiful riverside home surrounded by lush trees and vibrant foliage. The property features a large private backyard that leads directly to the water, showcasing a peaceful escape into nature. The nearby river reflects the sky and trees, enhancing the tranquil scenery.