Family-friendly holiday rentals in Madras

Find and book unique family-friendly homes on Airbnb

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 favourite

Guest suite in Prineville

4.93 out of 5 average rating, 219 reviews

Artsy Guest House Nestled in the Rimrock

This property is truly an oasis from the hustle and bustle of city life. When you arrive, the massive rimrock wall will greet you; it is home to abundant wildlife (owls, deer, coyotes oh my). Shrouded by silence, the trill of frogs will put you to sleep. Mornings start with sunrise over the Ochoccos and full views of the valley and the crooked river at its base. Take a hike at Smith Rock, visit the Painted Hills or find yourself headed to town (Bend: 45 min, Prineville: 10 min, Redmond: 25 min).

21–28 Sep

$218 NZD per night

Guest favourite

Apartment in Redmond

4.98 out of 5 average rating, 430 reviews

Smith Rock View 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 apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A huge covered deck with magnificent views will make you feel right at home. Get your trip started off right with a gorgeous sunrise over Smith Rock.

11–18 Dec

$262 NZD per night

Guest favourite

Home in Terrebonne

4.98 out of 5 average rating, 812 reviews

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

8–15 Oct

$612 NZD per night

Guest favourite

Cottage in Terrebonne

4.9 out of 5 average rating, 260 reviews

Quiet central Oregon desert retreat with a view!

Bright and cheery cottage on five acres with a view! Bathrooms completely renovated in 2019 with tile and modern barn decor. Premium linens and duvets. Fully stocked kitchen with Nespresso machine. Gas BBQ on the deck! Relax in this extraordinary high desert setting or hike right out your front door. Located in a rural area 50 minutes north of Bend, between the Deschutes and Crooked Rivers, you will have access to climbing, fishing, kayaking. Come visit the craft breweries in nearby Redmond!

23–30 Apr

$265 NZD per night

Guest favourite

Farm stay in Prineville

4.93 out of 5 average rating, 370 reviews

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

With 2100 acres nestled against the Ochoco NF, our ranch is a family-owned working ranch. Dark sky certified. Amazing view of the Milky Way and stars. Scenic meadows, managed forest lands, and rock vistas make up the landscape. Enjoy the slow-paced country lifestyle in an authentic ranch setting with horses, cows and dogs. Guests are welcomed and encouraged to enjoy the whole property. Many hiking areas and views to explore. Usual snowy winters make great fun for cc skiing and snow shoeing.

25 Jul – 1 Aug

$203 NZD per night

Guest favourite

Home in Redmond

4.82 out of 5 average rating, 520 reviews

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.

16–23 Dec

$112 NZD per night

Guest favourite

Guest suite in Redmond

4.99 out of 5 average rating, 181 reviews

Momma Sal's Studio in Downtown Redmond

Charming, beautiful studio w private entrance, patio, amazing stone fireplace (gas), coffee maker, mini fridge, microwave, glassware, dishes, very nice linens & bath. Downtown, quiet neighborhood. Easy walk to restaurants, shops, great craft brews, events. Dry Canyon few blocks away for disc golf, walking, running, biking, hiking trails. Lovely parks. Close to Expo, 20-30 min to Bend, Smith Rock, Sisters, Prineville. Great C.O. location in every direction for fun & recreation all seasons.

15–22 Aug

$222 NZD per night

Guest favourite

Home in Redmond

4.87 out of 5 average rating, 339 reviews

The Little Red Chimney House - 3 BR 2 BA

Originally built in 1944, this is a wonderfully furnished bungalow with 3 queen bedrooms and 2 full bathrooms, which I completely renovated and remodeled. It is a stone's throw from Fred Meyers grocery store and Cascade Lakes Brewery, and within easy walking distance to downtown. This house is at the hub of Central Oregon and sits at the crossroads between Bend (14 miles), Prineville (20 miles), and Sisters (20 miles) and is 10 miles from Smith Rock and 2 miles from the Airport.

28 May – 4 Jun

$301 NZD per night

Guest favourite

Cabin in Terrebonne

4.98 out of 5 average rating, 272 reviews

Steelhead Falls Log Cabin

Enjoy a restful time in our waterfront log cabin along the Deschutes River. Location is perfect for watching wildlife, fly fishing, quiet relaxation, and has easy access to hiking and rock climbing at Smith Rock and Lake Billy Chinook. Steelhead Falls is a a short hike away. Bend and Sisters are near. Unfortunately, we cannot accommodate even small weddings. We recommend access to AWD vehicle with either chains or snow tires in winter. Dog friendly- sorry, no cats.

17–24 Apr

$678 NZD per night

Guest favourite

Home in Terrebonne

4.96 out of 5 average rating, 402 reviews

Canyon House, Crooked River Ranch

Canyon House sits on the edge of the Deschutes River canyon and has a beautiful and scenic view of 11 mountains and peaks. Your home is a 2 bedroom and 2 bath 1450 sf manufactured home. It is attached to mine and I live on site with my daughters family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering or checking the NEW spa. We are open for a 2 night minimum. Checkout time is strict to allow for cleaning and sanitizing.

23–30 Dec

$394 NZD per night

Guest favourite

Townhouse in Sisters

4.87 out of 5 average rating, 328 reviews

Walk to Town Family Meeting Place AIRBNBOB

Home built in 2017 with AirBnb in mind. Private entrance. Smart lock access to upstairs flat. Master bedroom with king bed. Balcony bedroom with amazing queen electric bed (New). Trundle couch with two single beds. Electric cooking area. Mini fridge. Balcony view of snowcapped mountains. High speed WIFI. Wide Screen TV. Apple TV access to Netflix, Youtube, Amazon Prime, etc. New Bidet installed in April 2019.

1–8 Jul

$196 NZD per night

Guest favourite

Tiny home in Redmond

4.97 out of 5 average rating, 421 reviews

Timmys Tiny House 1

Tim's Tiny House This Comfy Tiny Home is "Business Ready" with 5G Wi-Fi & computer table. Private & secure parking w/lights. Centrally located, 15 minutes to Bend and Famous Smith Rocks, 20 min. to Prineville, 25 min. to Sisters. Also, 8 minutes to the Deschutes County Fair grounds and Municipal Airport. Also, several drinks in fridge all complementary. We follow all Airbnb's cleaning protocol.

14–21 Nov

$215 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Madras family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Home in Redmond

4.96 out of 5 average rating, 105 reviews

Modern Romantic Ranch Stay Close to Bend & Sisters

19–26 Oct

$483 NZD per night

Guest favourite

Chalet in Redmond

4.97 out of 5 average rating, 136 reviews

Knotty Pine Oasis on Eagle Crest Ridge Golf Course

26 Oct – 2 Nov

$448 NZD per night

Superhost

Place to stay in Redmond

4.9 out of 5 average rating, 216 reviews

LUXURY EAGLE CREST - WIFI & HOT TUB

25 Oct – 1 Nov

$368 NZD per night

Superhost

Guest suite in Bend

4.82 out of 5 average rating, 454 reviews

Cozy Courtyard w/ Hot Tub

25 Feb – 4 Mar

$167 NZD per night

Guest favourite

Apartment in Bend

4.94 out of 5 average rating, 793 reviews

The Garden Apt-Hot Tub AC Fireplace 250+ Mbps

14–21 Aug

$310 NZD per night

Guest favourite

Guest suite in Bend

4.87 out of 5 average rating, 224 reviews

Mt Bachelor Village Resort- Room in River Ridge II

16–23 May

$157 NZD per night

Guest favourite

Cabin in Sisters

4.98 out of 5 average rating, 119 reviews

Ranch Cabin-2pm Check-In & no resort fees-Sleeps 4

17–24 Oct

$604 NZD per night

Guest favourite

Chalet in Redmond

4.97 out of 5 average rating, 287 reviews

Wow Holy Cow Chalet

12–19 Apr

$642 NZD per night

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Family- and pet-friendly home rentals

Guest favourite

Chalet in Terrebonne

4.93 out of 5 average rating, 214 reviews

Quiet Beauty and Charming Elegance.

18–25 Feb

$532 NZD per night

Guest favourite

Farm stay in Bend

4.95 out of 5 average rating, 496 reviews

Historic cabin at Anker Farm

30 May – 6 Jun

$234 NZD per night

Guest favourite

Guesthouse in Bend

4.98 out of 5 average rating, 502 reviews

Live the Pastoral Idyll in a Warm and Inviting Guesthouse

15–22 Feb

$245 NZD per night

Guest favourite

Guest suite in Bend

4.9 out of 5 average rating, 289 reviews

Cozy Studio! Walk to NW Crossing and Shevlin Park

27 Aug – 3 Sep

$207 NZD per night

Guest favourite

Guesthouse in Bend

4.96 out of 5 average rating, 237 reviews

Quiet peacful country living close to everything!

2–9 May

$248 NZD per night

Guest favourite

Home in Redmond

4.97 out of 5 average rating, 132 reviews

Large Group Comfort - 7 Separated Sleeping Areas!

5–12 Oct

$1,059 NZD per night

Guest favourite

Guesthouse in Bend

4.95 out of 5 average rating, 676 reviews

Cozy Bookworm's Retreat in Bend

29 Oct – 5 Nov

$313 NZD per night

Guest favourite

Apartment in Bend

4.98 out of 5 average rating, 107 reviews

Amazing West Side - Walk Everywhere- Dog Friendly

19–26 Feb

$270 NZD per night

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Family-friendly home rentals with a pool

Guest favourite

Townhouse in Redmond

4.97 out of 5 average rating, 123 reviews

Russ and Mary's Mountain High Bungalow

13–20 May

$317 NZD per night

Guest favourite

Guest suite in Bend

4.95 out of 5 average rating, 204 reviews

Bungalow at The Parks

14–21 Apr

$224 NZD per night

Superhost

Chalet in Redmond

4.91 out of 5 average rating, 163 reviews

Eagle Crest Luxury Chalet w/Private Hot Tub&Garage

3–10 Apr

$633 NZD per night

Guest favourite

Home in Sisters

4.93 out of 5 average rating, 205 reviews

Private Peaceful Cabin in Sisters! Low fees!

4–11 Jan

$425 NZD per night

Guest favourite

Condo in Bend

4.86 out of 5 average rating, 240 reviews

Ski Condo #240 Close To Town, River & Mt. Bachelor

2–9 Oct

$241 NZD per night

Guest favourite

Cabin in Sisters

4.94 out of 5 average rating, 121 reviews

Red Clover Cabin at Black Butte Ranch

4–11 Mar

$671 NZD per night

Guest favourite

Cabin in Sisters

4.8 out of 5 average rating, 126 reviews

Black Butte Ranch Family Style

13–20 Mar

$615 NZD per night

Guest favourite

Apartment in Bend

4.82 out of 5 average rating, 352 reviews

Mount Bachelor Village Condominium

6–13 Jan

$353 NZD per night

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

Total rentals
20 properties
Local attractions
Rio Distinctive Mexican Cuisine, Madras Cinema 5 and Pepe's Mexican Restaurant
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
10 properties include access to Wi-Fi
Total number of reviews
120 reviews
Nightly prices starting at
$169 NZD before taxes and fees

Family-friendly holiday rentals in Madras

Top-rated family-friendly rentals in Madras

Holiday 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 Redmond

Chalet in Redmond

Place to stay in Redmond

Guest suite in Bend

Apartment in Bend

Guest suite in Bend

Cabin in Sisters

Chalet in Redmond

Family- and pet-friendly home rentals

Chalet in Terrebonne

Farm stay in Bend

Guesthouse in Bend

Guest suite in Bend

Guesthouse in Bend

Home in Redmond

Guesthouse in Bend

Apartment in Bend

Family-friendly home rentals with a pool

Townhouse in Redmond

Guest suite in Bend

Chalet in Redmond

Home in Sisters

Condo in Bend

Cabin in Sisters

Cabin in Sisters

Apartment in Bend

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

Total rentals

Local attractions

Popular amenities

Wi-Fi availability

Total number of reviews

Nightly prices starting at

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