Family-friendly vacation rentals in Madras

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Top-rated family-friendly rentals in Madras

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

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Guest favorite

A well-organized playroom shelf displays a variety of colorful children's toys, including blocks, stacking rings, and a wooden crown. A blue storage bin is seen on the lower shelf, while a high chair is positioned in the corner of the room.

Home in Bend

4.9 out of 5 average rating, 196 reviews

Light-Filled 5BR, Great location!

Our corner home sits on a tree-lined block within a family neighborhood with two private parks and walking paths. While snow-capped peaks can be enjoyed from our windows, the home is conveniently located in town on the desirable Westside. Our spacious 3300 sf home is central to Bend's many amenities. Phil's Trail, a mountain biking Mecca, is just seven minutes away past Mount Washington and Skyliners Drive, the main cross streets of our neighborhood. Broken Top Country Club and golf course is adjacent to the neighborhood off of Mount Washington Drive. The Bend Athletic Club is six minutes away on Mount Washington. Cascade Lakes Scenic Byway, the gateway to Mount Bachelor, is also off of Mount Washington Drive. Skiing and recreational areas at Mount Bachelor can be reached in less than 30 minutes. Historic Downtown Bend is just over five minutes away by car and within easy walking or biking distance. The Old Mill District, which has a spectrum of dining, entertainment and shopping opportunities is also only minutes away by car. The Southern Crossing bridge which links us to Old Mill also leads to the Deschutes River. Within two minutes (1/2 mile away) are neighborhood conveniences at Northwest Crossing, as well grocery stores, pharmacies, restaurants, and bike and ski shops off of Century Drive and Galveston. For rock climbers, Smith Rock State Park in Terrebonne is just 45 minutes away. Sleeping arrangements: comfortably sleeps 10 (on beds, not sofas) Bedroom 1: King bed with sofa/futon and master bath Bedroom 2: King bed with window sitting area Bedroom 3: Queen bed Bedroom 4: Queen bed Bedroom 5: 2 twin beds total (no mattresses in trundles) Dining areas: Rectangular dining table with seating for 10-12 Oval dining table with seating for 6 Island bar with seating for 3 Great room living area: 2 large sofas 2 large arm chairs 2 leather chairs 2 upholstered benches/ottomans Seats 10-12 with additional seating nearby Amenities: Free Wifi High definition cable and 4 TVs Hot tub Game room with board games, books and Wii Air hockey table Table tennis (ping pong table) Foosball table Consumables provided: shampoo, conditioner, body gel, hand soap, dish soap, sponge, aluminum foil, plastic wrap, laundry detergent Parking: Garage parking for one large vehicle or plenty of bike storage Parking for two cars in driveway Corner home with plenty of street parking Thank you for your interest! **No pets. No smoking. No parties. No exceptions. ***Maximum occupancy of 10 for rates listed. 11th and 12th person possible with owner agreement and $25/per person per night. *****One week minimum booking during the Holiday period in December through New Year's. 3-night minimum booking during High Season in the months of June through August. If there is a gap in between bookings, a shorter reservation is definitely possible.

Guest favorite

A modern retreat is nestled among tall pine trees, showcasing large windows that allow for natural light. A spacious deck features a dining table under an orange umbrella, with two hammocks hanging nearby. The surrounding area is dotted with vibrant greenery and soil covered with pine cones.

Home in Black Butte Ranch

4.89 out of 5 average rating, 152 reviews

Family retreat on Black Butte Ranch

Perfect space for a family vacation to enjoy the beautiful outdoors. Lots of space to relax and feel at home. Two double bedrooms and kids bunk room with three bathrooms. Two living spaces with entertainment options. A home office area with a wi-fi booster. Very close to Glaze Meadow pool complex, tennis courts, golf course and the games area. We welcome a dog but ask you are confident they are well behaved. There are carpets upstairs and we appreciate those dogs who pee and poop outside!

Guest favorite

A variety of bicycles and watercraft are arranged in front of a garage. Four bicycles in different colors are positioned alongside two red kayaks, two green kayaks, a blue paddleboard, and a canoe, all set against a backdrop of greenery.

Cabin in Sunriver

4.88 out of 5 average rating, 226 reviews

The Sunriver Hive

My home is close to family-friendly activities. You’ll love the house because of the views, the location, the ambiance, and the outdoor space. The deck is expansive and perfect for enjoying the sun, or take a dip in the hot tub! The house is good for couples, families (with kids), and groups of 9 or less. Take advantage of the water toys we include for use for free, or go for a bicycle ride! The world is yours! Check in is 4 PM (Inquire about early check in availability). Checkout 11AM.

Guest favorite

A spacious living area features a high, wooden ceiling with natural light streaming through large windows. A stone fireplace serves as a focal point, complemented by comfortable seating. A coffee table is centrally positioned, creating a welcoming space for relaxation.

Home in Sunriver

4.96 out of 5 average rating, 113 reviews

Pet friendly, upscale home, AC, sleeps 8

Our beautiful 1900 sq. ft. Home, is the perfect spot for your vacation. Our kitchen has every gadget, and upscale appliances to create gourmet meals. King master upstairs, and 2 queen bedrooms down, share a bathroom. We have bikes and ping pong and TV in the garage. A Weber BBQ on the deck, with a sparkling, bubbling hot tub. Decks face both east and west, so morning sun, and evening sunsets. Dog friendly! (2 dog limit). Warm up by our big fireplace after a fun day skiing at Mt. Bachelor.

Guest favorite

A welcoming living area features two comfortable sofas arranged around a central coffee table. A large area rug adds color beneath the seating. Natural light enters through nearby windows, and a decorative wall clock and artwork enhance the space's ambiance.

Home in Bend

4.94 out of 5 average rating, 171 reviews

5 Minute Drive to Downtown Bend, Dog Friendly

Centrally located in Bend, we're just minutes away from shopping, restaurants, downtown, Old Mill, and Mt Bachelor. We're thoughtfully stocked with cooking supplies (pots, pans, utensils, seasoning), Smart TVs with cable, coffee, and tea. All rooms have top-rated memory foam mattresses. Washer/Dryer in home. Towels, linens, shampoo, soap all provided. Fire pit and Gas Grill in fenced in back yard. Cleaned by a professional cleaning service after each stay. Parking limited to 5 cars.

Guest favorite

Apartment in Sisters

4.94 out of 5 average rating, 162 reviews

Contemporary apartment in Sisters, OR. USA

A contemporary 2 bedroom apartment in a quiet neighborhood just 4 blocks from Sisters main street. Minutes from music venues, festival locations, trails, and popular biking routes. Sisters has art, music, movie theater, good coffee, beer, restaurants, and boutique shopping. Village Green is close by. Superb biking, hiking, skiing, fly fishing, and outdoor opportunities abound year round. The apartment is perfect for couples, solo adventurers, business travelers, and families.

Guest favorite

A tri-level home is surrounded by snow and trees, featuring a wooden deck with stairs leading up to the entrance. Icicles hang from the roof, and warm light shines from the windows, suggesting a cozy atmosphere inside.

Home in Bend

4.92 out of 5 average rating, 145 reviews

5 BR, Hot Tub, Fireplace close to Mt Bach & town

Enjoy the peace and quiet surrounded by trees, in our fully remodeled tri-level home. It's on 1 acre on the south end of Bend, just minutes from the Old Mill, downtown, Drake & Riverbend Park. Only 15 min from Sunriver and 30 min from Mt Bachelor. 5 BR home that sleeps 12 with 8 beds. It has a deck, hot tub, a fully-stocked kitchen, fireplace, comfortable beds, cable TV, & Wi-Fi! Everything you need for a relaxing and enjoyable vacation. DCCA#1470

Superhost

A bathroom features a beige tiled floor and walls. A white sink with an elegant basin is positioned beside a mirror. A shower curtain with a blue and white geometric pattern provides privacy for the bathtub. Natural light enters through a nearby window with partial blinds.

Home in Bend

4.77 out of 5 average rating, 114 reviews

1 Mile to Downtown from the Orchard District

Welcome to Bend! Whether you're biking, hiking, skiing, fishing, enjoying the water, or sipping on great beer, you're sure to have an unforgettable time from our centrally located home. After completing a renovation in June 2018, we've created a warm, modern ambiance that's less than 1 mile from the heart of Bend. This space is perfect for a family retreat, a group of friends, or a family seeking the comfort of a home while away. Now, get out and play!

Guest favorite

A welcoming living area features a comfortable sectional sofa and a textured area rug, positioned around a central coffee table. Natural light enters through large windows, complementing the neutral wall tones, while a decorative piece adds subtle interest to the space.

Home in Bend

4.97 out of 5 average rating, 156 reviews

Old Mill Charm

Thank you for visiting Old Mill Charm! Whether you are here to explore or simply relax we are happy to host you. My husband and I have lived here several years and work hard to make sure the house is stocked with everything you need. This 3 bed, 2 bath home is right down the street from The Old Mill/Amphitheater! The front porch is a great spot for listening to concerts while the fully fenced backyard is a favorite for pets.

Guest favorite

A well-appointed bathroom features sleek cabinetry and a modern sink. A walk-in shower is visible beside a glass door, with neatly hung towels displayed on a rack. A framed artwork adds a touch of design, complementing the calming green walls.

Apartment in Bend

4.98 out of 5 average rating, 102 reviews

Amazing West Side* Walk Everywhere * Dog Friendly

The location of this home is just exceptional for visiting Bend. You will be in the heart of the wonderful and popular West Side. We built the home specifically to be used as a vacation rental. We would love to make sure you have a great experience visiting Bend and staying in our home so please let us know what we can do to make sure you have a 5 star experience.

Guest favorite

Home in Terrebonne

4.97 out of 5 average rating, 113 reviews

4BR/3Bth, Bend Country Pastoral 9 Mt View, 9 acres

Plan your vacation getaway and escape the destination resorts at our quiet & peaceful 4 BR, 3 Bath, lodge home retreat on 9 private acres north of Bend, "in the country but not far away". Beautiful 9 Cascade Mt view overlooking a corner of the legendary Deschutes R.; enjoy area Skiing, Golfing, Fishing, Hiking, Rock Climbing, Biking, Micro Breweries, & more.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Madras family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favorite

Home in Sunriver

4.88 out of 5 average rating, 155 reviews

Great 3 Bedroom Sunriver Home w/8 SHARC/REC Passes

Guest favorite

Chalet in Redmond

4.91 out of 5 average rating, 174 reviews

Eagle Crest Luxury Chalet w/Private Hot Tub&Garage

Superhost

An open living space is displayed, featuring sliding barn doors that lead to a bedroom. A large wall artwork of a bridge over a misty landscape adds depth, while a cozy armchair and a small ornate table create inviting seating options.

Home in Bend

4.87 out of 5 average rating, 374 reviews

Charming east side house, with hot tub.

Guest favorite

A spacious bathroom features dual sinks set in a modern vanity with ample storage. A clear glass shower showcases an intricate tile design, while a wooden door leads to an adjoining space. Soft lighting enhances the neutral tones throughout the room.

Townhouse in Bend

4.94 out of 5 average rating, 125 reviews

Closest to Bachelor. 8 min to town. Spa. DogsOk!

Guest favorite

A bright living area features a high ceiling and large windows, allowing natural light to fill the space. A plush blue sectional sofa is complemented by decorative green pillows. A wooden coffee table and a side chair add to the inviting layout, with a warm entrance visible in the background.

Home in Old Bend

4.97 out of 5 average rating, 192 reviews

Lava Flo, Historic gem on Lava Road, pets, hot tub

Guest favorite

A spacious dining area features a wooden table surrounded by six leather chairs. Natural light fills the room, highlighting the elegant lighting fixture overhead. An open layout leads to a cozy living space, where a fireplace adds to the inviting ambiance.

Townhouse in Sunriver

4.94 out of 5 average rating, 324 reviews

Relaxing Sunriver Retreat | Hot Tub & SHARC Passes

Guest favorite

Home in Sunriver

4.85 out of 5 average rating, 269 reviews

Private & fenced, hot tub, river near by, pets

Guest favorite

The exterior of the lodge features a unique design in shades of dark blue and red. A spacious wooden deck is highlighted with seating areas, surrounded by trees and greenery. A balcony extends from the upper level, offering a relaxed outdoor space.

Apartment in Bend

4.94 out of 5 average rating, 858 reviews

The Garden Apt-Hot Tub Fireplace AC 250+ Mbps

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Family- and pet-friendly home rentals

Guest favorite

A bright living area is shown, featuring a flat-screen TV mounted on a wooden shelf. A comfortable black armchair and a unique coffee table with a geometric design complement the space. The room is enhanced by warm wood flooring and a decorative wood stove.

Cottage in Bend

4.94 out of 5 average rating, 416 reviews

An Urban Base to Bend's Adventures!

Guest favorite

The entrance of a newly constructed home is shown, featuring a covered porch with a wooden door. Colorful flowers and shrubs decorate the front yard, complemented by stone accents on each side of the entryway. A paved driveway leads to a garage on the left.

Home in Bend

4.95 out of 5 average rating, 157 reviews

Separate Apt in Beautiful Westside Bend

Guest favorite

Home in Old Bend

4.96 out of 5 average rating, 171 reviews

Bend River West Loft

Guest favorite

Guest suite in Bend

4.91 out of 5 average rating, 347 reviews

Cozy Studio! Walk to NW Crossing and Shevlin Park

Guest favorite

The open living space features a high beamed ceiling and natural wood accents. Two leather sofas are arranged around a light-colored coffee table. A dining area with a wooden table sits adjacent to the kitchen, which displays modern appliances and bar seating.

Home in Sunriver

4.93 out of 5 average rating, 234 reviews

A Little Peace of Paradise, A/C & 8 SHARC Passes

Guest favorite

A bright and modern interior showcases a spacious living area. A kitchenette with dark appliances is paired with white cabinetry, while a wooden table and chairs provide dining space. An inviting hallway leads towards a cozy bedroom, with subtle decorative elements adorning the walls.

Guesthouse in Bend

4.97 out of 5 average rating, 547 reviews

Live the Pastoral Idyll in a Warm and Inviting Guesthouse

Guest favorite

An open living space features a light-colored couch with decorative pillows, an ottoman, and a textured area rug. A brick column divides the area, with a dining table set for four visible in the background. Warm, natural light fills the room through several windows.

Cottage in Bend

4.95 out of 5 average rating, 328 reviews

Adorable West Side Cottage, Great Location!

Superhost

A modern bathroom is shown featuring a spacious walk-in shower with elegant tilework. A wooden door complements the walls, while natural light enters through a nearby window. Sink and toilet facilities are neatly arranged, providing a functional and comfortable space.

Home in Bend

4.87 out of 5 average rating, 358 reviews

The Birdseye House

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Family-friendly home rentals with a pool

Guest favorite

A wooden deck is furnished with a glass table and chairs under a shaded umbrella. In the background, a well-maintained tennis court is visible, featuring green and blue surfaces, bordered by tall trees.

Home in Bend

4.97 out of 5 average rating, 197 reviews

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

Guest favorite

An outdoor swimming pool is surrounded by a concrete deck, featuring multiple lounge chairs arranged in neat rows. Towering conifer trees provide a natural backdrop, enhancing the serene atmosphere. The clear blue water of the pool reflects the sky on a sunny day.

Condo in Bend

4.86 out of 5 average rating, 264 reviews

Mt. Bachelor Village Condo - Near Town & River

Guest favorite

Home in Sunriver

4.93 out of 5 average rating, 178 reviews

Sunriver Getaway: Hot Tub & Game Room

Guest favorite

Home in Sisters

4.94 out of 5 average rating, 232 reviews

Private Peaceful Cabin in Sisters!

Superhost

A cedar cabin with a modern design is surrounded by tall Ponderosa Pines. The cabin features a spacious deck with wooden railing, and steps leading to an entrance. A paved driveway provides parking, with sunlight filtering through the trees casting shadow patterns on the ground.

Cabin in Sisters

4.91 out of 5 average rating, 129 reviews

Red Clover Cabin at Black Butte Ranch

Guest favorite

Guest suite in Bend

4.94 out of 5 average rating, 232 reviews

Bungalow at The Parks

Superhost

A bright bathroom features a white pedestal sink and a toilet. A shelf made of metal and wicker holds various toiletries and glass containers. Natural light enters through a small window, and a framed art piece adds a decorative touch to the wall.

Home in Sunriver

4.91 out of 5 average rating, 116 reviews

Rustic Luxury in Sunriver with A/C, Spa, SHARC

Guest favorite

A welcoming exterior view of the home highlights a wooden staircase leading up to the entrance. Beach-style chairs are arranged on a patterned patio, with soft lighting from hanging bulbs adding a cozy touch. Mature trees are visible, enhancing the outdoor space.

Home in Bend

4.97 out of 5 average rating, 213 reviews

Midtown Mid-Century w/Pool & Hot Tub Near Downtown

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

Total rentals
20 properties
Nightly prices starting at
R738 ZAR before taxes and fees
Total number of reviews
210 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Rio Distinctive Mexican Cuisine, Madras Cinema 5, and Pepe's Mexican Restaurant

Family-friendly vacation rentals in Madras

Top-rated family-friendly rentals in Madras

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Madras family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Sunriver

Chalet in Redmond

Home in Bend

Townhouse in Bend

Home in Old Bend

Townhouse in Sunriver

Home in Sunriver

Apartment in Bend

Family- and pet-friendly home rentals

Cottage in Bend

Home in Bend

Home in Old Bend

Guest suite in Bend

Home in Sunriver

Guesthouse in Bend

Cottage in Bend

Home in Bend

Family-friendly home rentals with a pool

Home in Bend

Condo in Bend

Home in Sunriver

Home in Sisters

Cabin in Sisters

Guest suite in Bend

Home in Sunriver

Home in Bend

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

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore