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

Home

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

Cabin

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

Home

4.96 out of 5 average rating, 112 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

Home

4.85 out of 5 average rating, 265 reviews

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

DCCA#628494 If you are looking for a quiet & peaceful home, close to the mountains & the river, surrounded by beautiful forest & wildlife vs tourists, you found it ! Just on the edge of Sunriver, but close enough to all the activities. Here you will find privacy & zen you needed! Imagine sitting by the warm fire in a fully fenced in backyard, looking at the million stars and the moon, or perhaps enjoying it from the hot tub, while sipping on some of the best beer in Oregon. 2 pets allowed.

Guest favorite

Home

4.94 out of 5 average rating, 170 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

4.94 out of 5 average rating, 161 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

Home

4.92 out of 5 average rating, 143 reviews

1 acre close to Mt Bach & town - hot tub fireplace

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

Guest favorite

Home

4.97 out of 5 average rating, 154 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.

Superhost

Home

4.76 out of 5 average rating, 101 reviews

Large 5 bedroom, multi-level home

Located in a residential neighborhood, this 5 bedroom home is within walking distance of a coffee shop and grocery store, spa, gym, take out, and walking and biking trails. The Deschutes River recreation area and the Old Mill Shopping District are 3.5 miles away. Mt Bachelor ski resort is 25 miles away. See their website for updated lift ticket and parking availability. The home features both A/C and a wood burning stove.

Superhost

Home

4.95 out of 5 average rating, 105 reviews

Deschutes River Vacation Getaway - Bend

Our charming family home is the perfect place to relax and enjoy the outdoors. Just a short walk from the Deschutes River, you'll find miles of walking and biking trails, a pool, tennis and pickleball courts, and docks to launch your raft or kayak. And, with its convenient location, you're just 10 minutes from Sunriver Village, 25 minutes from downtown Bend, and 30 minutes from Mt. Bachelor.

Guest favorite

Apartment

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

4.98 out of 5 average rating, 112 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.

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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

4.88 out of 5 average rating, 155 reviews

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

Guest favorite

Chalet

4.91 out of 5 average rating, 173 reviews

Eagle Crest Luxury Chalet w/Private Hot Tub&Garage

Guest favorite

Home

4.87 out of 5 average rating, 370 reviews

Charming east side house, with hot tub.

Guest favorite

Home

4.95 out of 5 average rating, 250 reviews

Relax in a cozy 3 bedroom Sunriver home

Guest favorite

Townhouse

4.94 out of 5 average rating, 124 reviews

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

Guest favorite

Home

4.97 out of 5 average rating, 191 reviews

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

Guest favorite

Townhouse

4.93 out of 5 average rating, 321 reviews

Relaxing Sunriver Retreat: Hot Tub & SHARC Passes

Guest favorite

Apartment

4.94 out of 5 average rating, 851 reviews

The Garden Apt-Hot Tub Fireplace AC 250+ Mbps

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Family- and pet-friendly home rentals

Guest favorite

Cottage

4.94 out of 5 average rating, 416 reviews

An Urban Base to Bend's Adventures!

Guest favorite

Home

4.95 out of 5 average rating, 157 reviews

Separate Apt in Beautiful Westside Bend

Guest favorite

Home

4.96 out of 5 average rating, 168 reviews

Bend River West Loft

Guest favorite

Guest suite

4.91 out of 5 average rating, 345 reviews

Cozy Studio! Walk to NW Crossing and Shevlin Park

Guest favorite