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Family-friendly holiday rentals in Redmond

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 110 holiday rentals in Redmond

  • Nightly prices starting at

    Redmond holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 6,680 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    110 of Redmond holiday rentals include wifi 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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Guest favourite
A cozy living area features a grey sofa adorned with decorative pillows, positioned on a textured area rug. A flat-screen television is mounted on the wall, while a stylish black stove adds warmth. Natural light enters through a nearby window, enhancing the space.
Home in Redmond

Cozy Downtown Redmond Cottage

Welcome to our cozy Redmond cottage, located in the heart of downtown! Enjoy walking to local breweries, restaurants, and shops, all just steps away. This inviting space offers a perfect blend of comfort and convenience, ideal for couples or solo travelers. Unwind in the cozy living area after a day exploring Central Oregon. Experience the best of Redmond right outside your door! Conveniently close to: 15 minutes to Smith Rock 25 minutes to Bend 8 minutes to Deschutes County Fair & Expo Center

KitchenIndoor spacesWifi

4.92 out of 5 average rating, 133 reviews
Guest favourite
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.

FamilyIndoor spacesBiking

4.84 out of 5 average rating, 719 reviews
Guest favourite
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.

FamilyIndoor spacesBiking

4.9 out of 5 average rating, 160 reviews
Top guest favourite
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!

KitchenIndoor spacesSkiing

4.94 out of 5 average rating, 330 reviews
Top guest favourite
A spacious outdoor deck is furnished with two Adirondack chairs facing a circular fire pit. A panoramic view of distant mountains and valleys is framed by a railing, showcasing the landscape under clear blue skies.
Flat in Redmond

Smith Rock Contemporary

Epic views await at this new contemporary Airbnb suite. Situated atop Cinder Butte, with stunning views of Smith Rock, Mt. Hood, Mt. Jefferson and the Terrebonne valley. Enjoy this 800 sf daylight basement apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A covered deck with magnificent views will make you feel right at home. Start your day with a gorgeous sunrise over Smith Rock

Indoor spacesKitchenHiking

4.97 out of 5 average rating, 593 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

Enter the first floor to immediate views of the Cascade Mountain range. The fully-equipped kitchen with Sub-Zero Fridge and gourmet range has direct access to the wrap-around deck, which features an outdoor dining area gas fireplace & gas grill. Upstairs you’ll find the primary suite with king bed with a private balcony boasting views of seven Oregon’s tallest peaks; the bunk room, & queen bedroom. Downstairs is another bedroom, game room, wet bar, 65” TV, & access to the hot tub. Don’t

FamilyIndoor spacesSleep quality

4.83 out of 5 average rating, 131 reviews
Guest favourite
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.

Indoor spacesFamilyValue

4.92 out of 5 average rating, 183 reviews
Top guest favourite
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

Welcome! Come to relax or adventure while staying at our rustic chalet. Located in a prime location at the end of the street, this chalet has everything you will need to enjoy your time away from home. Get cozy inside by the fire, or enjoy the sunrise and sunset on the secluded deck overlooking the 14th green and Cascade Range. Adventurers can venture out to enjoy the sports center, award winning golf courses, and more! The Eagle Crest Resort has fun for the whole family.

FamilyKitchenValue

4.95 out of 5 average rating, 209 reviews
Top guest favourite
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 spacesKitchenLong stay

4.96 out of 5 average rating, 744 reviews
Top guest favourite
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!

Indoor spacesFamilyParking

4.98 out of 5 average rating, 289 reviews
Top guest favourite
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.
Guest house 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.

FamilyKitchenParking

4.98 out of 5 average rating, 323 reviews
Top guest favourite
Home in Terrebonne

Smith Rock Oasis w/ Hot Tub Steps to the Park

Welcome to The Spot at Smith Rock, a purposefully designed and thoughtfully appointed Scandinavian styled residence on six, breathtaking acres situated steps to Smith Rock. Step outside and into expansive and immersive 360 degree views of Smith Rock. Take it all in beside a campfire or on a starry night in the hot tub - enjoy a coffee, a cocktail or a meal surrounded by Smith Rock and the Crooked River.

FamilyKitchenLocation

4.94 out of 5 average rating, 187 reviews

Popular amenities for Redmond family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favourite
Chalet in Redmond

Eagle Crest Chalet with HOT TUB | On Golf Course!

Indoor spacesFamilyGetting around

4.98 out of 5 average rating, 116 reviews
Guest favourite
Chalet in Redmond

Wow Holy Cow Chalet

FamilyIndoor spacesHot tub

4.97 out of 5 average rating, 359 reviews
Guest favourite
Place to stay in Redmond

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

KitchenFamilyAmenities

4.88 out of 5 average rating, 269 reviews
Top guest favourite
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

Indoor spacesFamilyCondition

4.97 out of 5 average rating, 134 reviews
Guest favourite
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!

FamilyKitchenView

4.92 out of 5 average rating, 156 reviews
Top guest favourite
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

FamilyKitchenValue

4.97 out of 5 average rating, 398 reviews
Top guest favourite
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

KitchenFamilyHeating

4.98 out of 5 average rating, 987 reviews
Top guest favourite
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

KitchenFamilyAmenities

4.96 out of 5 average rating, 140 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

KitchenIndoor spacesHospitality

4.91 out of 5 average rating, 260 reviews
Top guest favourite
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 spacesFamilyNearby

4.96 out of 5 average rating, 147 reviews
Superhost
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!

KitchenFamilyQuiet

4.93 out of 5 average rating, 193 reviews
Guest favourite
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

KitchenFamilyCheck-in

4.92 out of 5 average rating, 661 reviews
Top guest favourite
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

FamilyKitchenAmenities

4.98 out of 5 average rating, 297 reviews
Guest favourite
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

FamilyIndoor spacesWifi

4.87 out of 5 average rating, 517 reviews
Guest favourite
A cozy living area features a gray sofa with colorful cushions, accompanied by a wooden table and a lamp. A large window allows natural light, partially covered by a light shade. A landscape painting adds a touch of color to the blue accent wall.
Guest suite in Redmond

Adams Corner, WiFi, courtyd w/games Sewist access

Indoor spacesFamilyBiking

4.94 out of 5 average rating, 183 reviews
Top guest favourite
A studio cabin is positioned on a deck overlooking a canyon, surrounded by native plants. Two wooden chairs are placed on the deck, providing a space to absorb the expansive mountain views in the distance. The structure features a large window reflecting the evening light.
Cabin in Culver

Cabin on The Rim

Indoor spacesFamilyAir conditioning

4.91 out of 5 average rating, 313 reviews

Family-friendly home rentals with a pool

Top guest favourite
Home in Redmond

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

KitchenFamilyLong stay

4.93 out of 5 average rating, 104 reviews
Guest favourite
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

Indoor spacesKitchenAccuracy

4.97 out of 5 average rating, 199 reviews
Guest favourite
A shaded deck area features a striped umbrella over a black dining table with four chairs. A private hot tub is positioned to one side, and expansive views of green fairways and tall trees are visible in the background.
Townhouse in Redmond

Eagle Crest-w/private hot tub/Resort passes!

KitchenIndoor spacesCheck-in

4.88 out of 5 average rating, 309 reviews
Guest favourite
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

Indoor spacesFamilyCheck-in

4.9 out of 5 average rating, 191 reviews
Top guest favourite
Home in Bend

Private Indoor Pool + Hot Tub | Game Room

Indoor spacesFamilyTV

4.97 out of 5 average rating, 196 reviews
Top guest favourite
A private patio features a bubbling hot tub and an umbrella table with chairs. Nearby, a gas grill is positioned for outdoor cooking. Soft lighting enhances the space, while large windows offer views into the cozy interior.
Home in Bend

Romantic Guest House w/Hot Tub, Pool, Tennis Court

Indoor spacesFamilyTV

4.98 out of 5 average rating, 258 reviews
Top guest favourite
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 spacesRiver

4.97 out of 5 average rating, 527 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.
Flat in Redmond

Scenic Two-Bedroom Suite Near Redmond

KitchenIndoor spacesAccess

4.79 out of 5 average rating, 72 reviews

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