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Family-friendly vacation rentals in Redmond

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Redmond

  • Total vacation rentals

    Explore 110 vacation rentals in Redmond

  • Nightly prices starting at

    Redmond vacation rentals start at G$12,549 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,680 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Redmond vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Redmond rentals

  • 4.9 Average rating

    Redmond stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Redmond

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Superhost
Guesthouse in Redmond

The Downtown Guesthouse

This is a BRAND NEW guesthouse in Downtown Redmond. Enjoy a night on the town with an easy 5-7 minute walk to Wild Ride or General Duffy's, both are great food truck lots. Or enjoy a night in cozying up on the couch. We have reliable WiFi for streaming on your devices or on the smart TV provided. If you came to town to enjoy the vast amount of outdoor activities that Central Oregon has to offer then you're in for a treat! Smith Rock (15 min), Mount Bachelor (45min). We know you’ll enjoy it here!

FamilyKitchenHospitality

4.84 out of 5 average rating, 280 reviews
Guest favorite
Townhouse in Redmond

HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK

This beautiful condo is located in the desirable resort community of Eagle Crest which is home to three 18-hole golf courses, an 18-hole putting course, and miles of trails. There is a private hot tub on the back deck that backs up to the golf course, as well as a BBQ. There are 2 spacious upstairs bedrooms each with their own private attached bathroom and walk-in closets. Downstairs is a fully stocked kitchen, propane fireplace, and dining area/table. Come enjoy all Eagle Crest has to offer!

FamilyKitchenSleep quality

4.92 out of 5 average rating, 158 reviews
Guest favorite
Home in Redmond

Immaculate, Cozy Home in the Heart of Downtown

This gorgeous, welcoming, solar-powered house offers self check-in, speedy WiFi, and complimentary craft beer and coffee. It's located just a couple blocks from downtown, 5 minutes from the airport, 10 minutes from Crooked River Canyon, 15 minutes from Smith Rock, and 20 minutes from Bend. 4 breweries & 3 taprooms are located less than 6 blocks away, and tons of restaurants & shops are close by. Amazing nearby hiking options abound. This space is half of a duplex. No pets or parties allowed.

KitchenFamilyLayout

4.84 out of 5 average rating, 715 reviews
Guest favorite
A bright great room features large windows that invite natural light and views of the surrounding greenery. A gas fireplace is situated beneath a framed artwork. Comfortable seating includes a sectional sofa and armchairs, complemented by a coffee table adorned with decorative plants.
Townhouse in Redmond

Quiet Eagle Crest Townhouse w/ Access to Amenities

Enjoy all that Central OR has to offer in this quiet, end-unit townhouse. Located in Eagle Crest Resort, a 1700-acre resort with one spa, three sports centers, five pools, and three full year-round golf courses, it is the ideal location to enjoy Central OR. This 1400sq ft single-level townhome features a great room with soaring ceilings, walls of windows, a fully stocked kitchen, and plenty of gathering spaces. Perfect for a romantic getaway, fun family weekend, or adventure-filled vacation.

Indoor spacesFamilyGrill

4.91 out of 5 average rating, 156 reviews
Top guest favorite
Guest suite in Redmond

Spacious and Private Suite in Central Oregon!

Want a spacious, private, comfortable, and clean place to stay for the weekend or business trip with great discounts for week + stays? This might be the place for you! The space is a sports themed, super clean, private living room, bedroom and bathroom near great Central Oregon attractions such as Smith Rock (12mi), Bend (14mi), and Sisters (18mi)! Deschutes County Expo Center and Redmond/Bend airport are within 4 miles. Guests enjoy a private entrance/exit and contactless check in/out!

FamilyIndoor spacesCheck-in

4.94 out of 5 average rating, 324 reviews
Top guest favorite
A bright living space is highlighted by large windows allowing natural light to fill the room. Comfortable seating options, including a blue sofa and various chairs, are arranged around a rustic coffee table. A television stands in the corner, enhancing the casual atmosphere.
Home in Terrebonne

Smith Rock Gardens

You'll enjoy the main house with the best views of Smith Rock and the Cascade mountains. Smith Rock State Park is literally across the street. A great location for outdoor activities at the park or in the region. Hike, climb, bike, walk or jog around the park. Sip tea inside and watch the animals. Perfect for artist and photographers. Relax on the deck or enjoy a sunset BBQ with gorgeous views. Owners live in adjoining unit. Separate entrance. Instagram: @smithrockgardens DCCA Tax# 1784

Indoor spacesFamilyEV charging

4.98 out of 5 average rating, 296 reviews
Top guest favorite
An open living area is displayed, featuring a dark leather sofa and a wooden coffee table. A dining area with wooden chairs is seen in the background, along with a well-equipped kitchen that is partially visible. Natural light brightens the space, highlighting the warm wood flooring.
Townhouse in Redmond

Eagle Crest townhome Dog friendly-sleeps up to 6

West Ridge Eagle Crest Creekside Townhome near Lakeside sports center (sport court, pickleball courts, gym, pool, hot tub and kids splash park). Kid and Dog friendly. Fully furnished and stocked - includes coffee. Sleeps up to 6 (master -queen, 2nd bedroom queen and sofa bed queen) Equipped with A/C for hot summer days, fireplace and digital thermostat for cold days. Lockable storage for bikes-skis-snowboards etc. Easy access to Bend, Sisters, Smith Rock, Hoodoo, Mt. Bachelor and more.

FamilyIndoor spacesAmenities

4.96 out of 5 average rating, 139 reviews
Top guest favorite
An inviting outdoor seating area features a circular fire pit surrounded by cushioned rockers. The lodge-style structure showcases wooden beams and stone accents, bathed in soft evening light from the windows, creating a welcoming atmosphere for gatherings.
Home in Terrebonne

Bend Country 4 BR/3 Bth, Amazing 9 Mt View, 9 acre

Plan your vacation getaway and escape the destination resorts at our quiet & peaceful lodge home retreat on 9 private acres just north of Bend, "in the country but not far away"; only 10 min. to restaurants & stores if you need anything. Relax while gazing at the amazing 9 Cascade Mts and overlooking a bend of the legendary Deschutes River. Enjoy some of the many Central OR area activities, Skiing, Golfing, Fishing, Hiking, Rock Climbing, Biking, local Wineries & Micro Breweries, & more.

FamilyKitchenOutdoor spaces

4.97 out of 5 average rating, 133 reviews
Guest favorite
A cozy seating area is presented with a gray armchair beside a small white dining table. A decorative mirror and greenery adorn the wall, while sunlight filters through a nearby window, illuminating the space. A rug adds warmth to the wooden floor.
Cottage in Redmond

Blossom Cottage Studio

Keep it simple and take it easy at this peaceful and centrally-located, unique, cozy getaway. The Blossom Cottage Studio is located in a beautiful garden setting. ~The space~ • One Room Studio • 1 Bathroom • Full sized bed (additional cot if needed) •Kitchenette (Refrigerator w/small Freezer, Toaster Oven, Microwave, Blender, Kuerig, etc) •Short walk to the heart of downtown Redmond. The cottage is private and located on the back property of a Gift Boutique Shop and Bakery/Cafe.

FamilyIndoor spacesWifi

4.92 out of 5 average rating, 179 reviews
Top guest favorite
A cozy living area features a leather couch facing a propane stove, with a warm fire flickering. Two wooden stools are positioned at a small table, and a stack of magazines is displayed on a wooden coffee table. Natural light filters through the window.
Home in Redmond

"Little Pine Cabin" attached to my home.

MASTER SUITE Go hiking, fishing, sight seeing and enjoy upscale steak houses, Sushi Bars, food carts, all within a couple of miles. Then come back to your Little Pine Cabin. Enter into a comfortable living area with a vaulted knotty pine ceiling, propane stove, a dual reclining leather couch. Relax in front of the 42 inch flat screen, a well stocked coffee bar, microwave and a mini-fridge. Similar to a studio apartment. You will enjoy the space and quiet neighborhood.

Indoor spacesFamilyNearby

4.96 out of 5 average rating, 739 reviews
Top guest favorite
The exterior of the chalet is showcased, featuring a peaked roof and large windows that allow ample natural light. A spacious wooden deck is present, accompanied by outdoor seating and a barbecue. The surrounding grassy area enhances the outdoor setting.
Chalet in Redmond

Cozy 3 bdrm + loft Eagle Crest Chalet w/ Hot Tub!

Welcome to our Chalet in the Eagle Crest Resort! You are guaranteed to feel like you are on vacation the minute you walk in. This 3 bedroom + loft can sleep 8 guests and comes with washer/dryer, WiFi, and desks in the loft. Relax in the space indoors or out, with the outdoor patio, hot tub, BBQ, and golf course views. There is so much to see and do on the resort property or you can grab a blanket, sit by the fire and do absolutely nothing at all!

KitchenFamilyBiking

4.98 out of 5 average rating, 286 reviews
Top guest favorite
A modern living space features a light-filled open layout, showcasing a comfortable gray sofa with coordinating pillows. A stylish wooden coffee table complements the area. The kitchen, equipped with sleek cabinetry and appliances, is visible in the background, promoting a functional and inviting atmosphere.
Guesthouse in Redmond

Modern Downtown Cottage near Outdoor Adventure

Nestled in the heart of Downtown Redmond, this beautifully designed cottage offers the perfect blend of convenience and comfort. You'll find yourself within walking distance of charming coffee shops and restaurants, and just 14 minutes away from the breathtaking Smith Rock. The Redmond Airport is less than 10 minutes away, and if you're planning a visit to Bend, you can be downtown or floating on the Deschutes River in under 20 minutes.

KitchenFamilyLong stay

4.98 out of 5 average rating, 319 reviews

Popular amenities for Redmond family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
Place to stay in Redmond

Cozy 2BR Townhome in Eagle Crest w/ Hot Tub!

FamilyKitchenView

4.88 out of 5 average rating, 268 reviews
Superhost
The exterior of the home displays a combination of dark blue siding and natural stone accents. A spacious front porch is featured, along with two garage doors and a wide paved driveway. The sloped roof adds to the home's structural interest.
Home in Redmond

Stunning mtn Views, sleeps 14, Hot tub, rec passes

FamilyKitchenView

4.84 out of 5 average rating, 129 reviews
Top guest favorite
A spacious deck offers unobstructed views of the canyon and distant mountains during sunset. Comfortable outdoor seating is arranged around a central table, inviting relaxation while taking in the serene landscape. Warm hues light up the sky, creating a tranquil atmosphere.
Home in Terrebonne

Pointe of Blessing with hot tub and canyon views

FamilyIndoor spacesHiking

4.97 out of 5 average rating, 397 reviews
Top guest favorite
A spacious living area features vaulted wood-paneled ceilings and large windows overlooking verdant landscapes. A comfortable sofa with decorative pillows is paired with a glass coffee table, while a stone fireplace adds a rustic touch. Light floods the space, creating a warm, inviting environment.
Chalet in Redmond

Greenside 3 BdRm + Hot Tub Chalet in Eagle Crest

FamilyIndoor spacesTV

4.95 out of 5 average rating, 207 reviews
Top guest favorite
Chalet in Redmond

Wow Holy Cow Chalet

FamilyIndoor spacesNearby

4.97 out of 5 average rating, 359 reviews
Top guest favorite
The lookout tower is framed by green trees, featuring multiple wooden decks and a spacious entryway. Steps lead up to the main entrance, and large windows provide glimpses of the interior overlooking the natural landscape.
Home in Terrebonne

Cozy Three Story Lookout Tower

Indoor spacesFamilyParking

4.98 out of 5 average rating, 982 reviews
Guest favorite
An inviting chalet exterior is highlighted by large windows and a peaked roof, showcasing an open deck with seating. Soft lighting from within creates a warm ambiance against the dusk sky. The surrounding grassy area and stone pathway contribute to the serene outdoor setting.
Home in Redmond

Eagle Crest Chalet Hot Tub!

KitchenIndoor spacesAmenities

4.92 out of 5 average rating, 153 reviews
Top guest favorite
The front exterior of the newly constructed home features a welcoming entrance with large glass doors framed by warm lighting. A landscaped pathway of stones leads to the entrance, surrounded by gravel and desert flora, under a colorful twilight sky.
Home in Bend

SAGE HAVEN* Hot tub* Mountain Views* Sleeps 8

Indoor spacesFamilyAir conditioning

4.94 out of 5 average rating, 160 reviews

Family- and pet-friendly home rentals

Superhost
A spacious living room features a comfortable sectional sofa with an ottoman, a decorative rug, and a large mirror. Natural light filters through the windows, which have blue curtains. An air conditioning unit and a small side table are visible, enhancing the room's functionality.
Home in Redmond

Spacious downtown pad - billiards/ping pong/sauna

FamilyIndoor spacesHiking

4.92 out of 5 average rating, 258 reviews
Top guest favorite
A modern kitchen is showcased with a wooden countertop and several metal stools arranged in front. Open shelving holds dishware and kitchen essentials, while stainless steel appliances provide functionality. Large glass doors allow natural light to illuminate the space and offer views of the yard.
Home in Redmond

Dog friendly Home near parks and Dry Canyon

Indoor spacesKitchenNearby

4.96 out of 5 average rating, 144 reviews
Guest favorite
The living area features a brick fireplace as a focal point, surrounded by comfortable seating options. A coffee table sits in front of a couch with a soft throw. Natural light enters through large windows, and a door leads to the exterior.
Home in Redmond

The Little Red Chimney House - 3 BR 2 BA

Indoor spacesFamilyValue

4.87 out of 5 average rating, 515 reviews
Guest favorite
A well-maintained two-story home is shown with light-colored siding and a neatly paved pathway. Lush green grass surrounds the entrance, which is adorned with vibrant flowering bushes. A small garage is visible on the right side of the house.
Home in Redmond

Large Group Comfort - 7 Separated Sleeping Areas!

Indoor spacesFamilyOutdoor spaces

4.94 out of 5 average rating, 191 reviews
Guest favorite
The living room features a combination of modern and rustic decor, including a brown leather sofa, a wooden coffee table, and a cozy area rug. A flat-screen TV is mounted on the wall, with large windows allowing natural light to brighten the space.
Bungalow in Redmond

1918 Bungalow | Modern Renovation•Walk to Downtown

KitchenFamilyQuiet

4.92 out of 5 average rating, 660 reviews
Superhost
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

Indoor spacesFamilyAccess

4.88 out of 5 average rating, 409 reviews
Top guest favorite
The exterior of a cozy house is framed by a large tree and features a welcoming front porch with a shaded area. A fenced yard surrounds the property, while landscaped areas enhance the outdoor space. The setting offers a blend of relaxation and privacy.
Bungalow in Redmond

DownTown Hub Dog-Friendly

Indoor spacesKitchenSleep quality

4.98 out of 5 average rating, 242 reviews
Guest favorite
A side view of the guesthouse is showcased, featuring a blue exterior and a fenced area. Planters with fresh greenery are positioned along the pathway, which is lined with mulch, enhancing the outdoor space. A grassy area is visible in the background.
Guesthouse in Terrebonne

Compound Coziness...Terrebonne Guesthouse

KitchenFamilyLayout

4.9 out of 5 average rating, 302 reviews

Family-friendly home rentals with a pool

Top guest favorite
The exterior of a charming home is showcased, featuring a warm-toned siding with multiple windows. The front porch is covered, providing a welcoming entrance. Lush green shrubs and trees surround the property, enhancing the serene outdoor setting.
Home in Redmond

Eagle Crest Resort - 3 bdrm home in Central Oregon

FamilyKitchenHot tub

4.95 out of 5 average rating, 121 reviews
Guest favorite
The living area features leather sofas arranged around a stone fireplace, providing a cozy gathering space. An entertainment unit houses a flat-screen TV, while warm lighting enhances the wood accents. A decorative area rug adds texture to the carpeted floor.
Chalet in Redmond

Eagle Crest Luxury Chalet w/Private Hot Tub&Garage

FamilyIndoor spacesWifi

4.9 out of 5 average rating, 191 reviews
Top guest favorite
An expansive deck overlooks the Deschutes River canyon, featuring a hot tub and several outdoor seating areas. The rugged landscape is characterized by rocky cliffs and sparse vegetation, leading to a serene view of the river winding through the canyon.
Home in Terrebonne

Canyon House, Crooked River Ranch

FamilyIndoor spacesBackyard

4.97 out of 5 average rating, 523 reviews
Guest favorite
An outdoor deck features a long wooden bar top with counter stools, providing seating for guests. A spacious sectional sofa offers a comfortable area to relax. The landscape includes grassy areas and trees, with golf course views extending into the distance.
Chalet in Redmond

Knotty Pine Oasis on Eagle Crest Ridge Golf Course

FamilyKitchenCleanliness

4.97 out of 5 average rating, 198 reviews
Top guest favorite
Home in Bend

Private Indoor Pool + Hot Tub | Game Room

FamilyIndoor spacesRiver

4.97 out of 5 average rating, 194 reviews
Top guest favorite
Home in Redmond

Sunsets, Mt View’s, Private Hottub & Stars!

Indoor spacesFamilyAmenities

4.93 out of 5 average rating, 104 reviews
Superhost
A well-appointed bedroom is furnished with a spacious bed, dressed in crisp white linens and a decorative blanket. Two framed floral artworks adorn the wall, and a soft bedside lamp provides gentle lighting, enhancing the room's serene ambiance.
Apartment in Redmond

Scenic Two-Bedroom Suite Near Redmond

Indoor spacesKitchenRiver

4.79 out of 5 average rating, 67 reviews
Guest favorite
An indoor pool area is featured, featuring a modern curved pool with clear water. Natural stone walls create a warm ambiance, while soft lighting from hanging globes enhances the space. A waterslide adds a playful element, making it an inviting area for family enjoyment.
Home in Redmond

Timber & Springs Retreat: Indoor Pool and Hot Tub

FamilyKitchenValue

4.88 out of 5 average rating, 68 reviews

When is the best time to visit Redmond?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,745 GYDG$28,235 GYDG$30,117 GYDG$29,699 GYDG$32,418 GYDG$35,137 GYDG$34,718 GYDG$36,182 GYDG$31,790 GYDG$30,326 GYDG$32,209 GYDG$31,372 GYD
Avg. temp2°C3°C5°C8°C12°C16°C20°C19°C15°C9°C4°C0°C

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