
Family-friendly holiday rentals in Stanford
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Stanford
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

(Hudson Valley) Laughing Duck Cottage
Located in the bucolic Hudson Valley, this new, gut-renovated cottage isn't far from many of the area's most loved spots. In the winter you can wander trails and get cozy by our electric fireplace. In the spring you can picnic your way through historic sites and enjoy a glass of local wine on our back deck. In the summer you can ride a horse and cook with seasonal ingredients from local farms. In the fall you can hike through the Hudson Valley's perfect colors and sip hot cider on our back deck.
KitchenIndoor spacesAir conditioning

Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.
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Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
Step into the stylish and peaceful 3BR 2.5BA cabin in a historic Merryall District close to shops, lakes, hiking trails, farms, and downtown New Milford and Kent. Explore the picturesque area and the exciting attractions, or lounge by the fireplace or the fire pit in the magical yard. ✔ 3 Comfortable Bedrooms ✔ Living Room & Sunroom ✔ Wood Burning Hot Tub ✔ Chef's Kitchen ✔ Office/Library ✔ Books, Vinyls & Games ✔ Porch, Yard & Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry See more below!
KitchenIndoor spacesCleanliness

Boulder Tree House
Boulder Tree House 🌲🌲🌲 SMOKE FREE • ALLERGY FREE Rates Include a 15.5% AirBB Service Fee Early Check In & Late Check Out Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for an exciting, romantic, unique experience but can accommodate a 3rd person.
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Newly renovated cutie
Newly renovated apartment in private home. Pets may be allowed on a case by case basis. Please contact me to discuss. Ample parking off road. Quiet location. Centrally located. Hudson to the north (20 mins). Millerton (10 mins) to the East. Rhinebeck (20 mins)to the west. Poughkeepsie to the south. Summertime polo matches only 5 mins from the house. Town beach a couple mins away. Many dining options within minutes. The Stissing Center offering musical and theater options also within minutes.
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Ridgetop 2 Br Cabin- Views, 130acre forest & falls
Newly renovated private cabin on the ridge top of an 130 acre magical property with stunning western views and overlooking a historic farm & crystal clear lake. Explore the hiking trails, dip in the wading pools of the upper cascades, bike to town or simply enjoy the peaceful sounds of the 90ft waterfall on the property. Relax in a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplace, comfortable bedrooms & quiet workspaces- learn more at cascadafarm.com
Indoor spacesKitchenSolo travel

The Cottage on Babbling Brook
A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.
Indoor spacesFamilyLayout

Glamp in a 1970s Airstream | Hot Tub | NYC Train
Enjoy our new hot tub while staying in this 1970 Airstream Overlander. This 28-foot, pet-friendly RV blends original charm with modern comforts, including air conditioning + heat, Wi-Fi, TV, and a Nespresso machine. The Airstream is set on a half-acre campground surrounded by 400 acres of state land. Enjoy nearby fishing, hiking, kayaking, or biking along the 26-mile Rail Trail. Retro touches include board games, cassette tapes, an Atari game system, and evenings by the fire pit.
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Charming Guest Suite in the Hudson Valley
Nestled in the heart of the Hudson Valley on a quiet country road, this house features a private, newly renovated space at the back of a unique house built in 1789. Surrounded by trees and nature, it makes for a perfect relaxed setting, with access to your own private deck and back yard. A short walk to enjoy Hunns Lake and close to the Buttercup Sanctuary, Stissing Mountain trails, Pine Plains and Millbrook villages. It’s the ideal retreat for a peaceful country getaway.
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Intimate Cottage on Private Estate
Bulls Head Cottage is a thoughtfully-designed retreat nestled within a 2.5 acre estate 5 minutes from Omega Institute and 10 minutes from the charming Village of Rhinebeck. The 720 square foot guest cottage is a relaxing place for up to 2 guests, offering cozy indoor and outdoor space including an office overlooking the property's pond. Enjoy quick access to hiking, shopping, fine dining and more. Under 2 hours from New York City by car or train. Pets not typically allowed.
KitchenFamilyAccuracy

bright serene + spacious barn @barn and bike
a bright serene space built by us on the property we live on. we are in - what we think - is the most beautiful region of the Hudson River Valley - surrounded by pastoral beauty and dramatic landscapes all around. 6 quaint towns are within 10-25 minutes drive. please read the entire description & rules before booking • beyond 2 guests, the rate adds 50$/night/per person • please add dogs (2 max. 50$/per dog) when booking (no cats) • we look forward to having you here!
FamilyIndoor spacesWalkability

Hudson Valley Hygge House~ comfort in the country!
Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!
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Popular amenities for Stanford family-friendly rentals
Family-friendly home rentals with a hot tub

Creekside Cabin with Wood Fired Hot Tub & Firepit
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Berkshire Mountain retreat with Urban eco-luxuries
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Accord River House
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Waterfront Cottage - Hot Tub, Kayaks and Fire Pit
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Modern House with Mountain View @Getawind
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Private Farm & Spa Retreat Northern Hudson Valley
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Welcome to The Boathouse! Waterfront/Boats/Hot tub
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Fall Escape | EV | Hot Tub
FamilyIndoor spacesSolo travel
Family- and pet-friendly home rentals

Long Pond Cottage, Country Retreat in Rhinebeck
FamilyIndoor spacesView

Modern Upstate Cabin, near Rhinebeck NY
KitchenFamilyHeating

Stunning 2-Bedroom A-Frame in the Woods with Sauna
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Design-Forward Riverfront Cabin on 120 Acres
FamilyKitchenParks

The House in a Beautiful Small Upstate Town
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Sackett & Van Dam Guest House @ Little 9 Farm 1706
Indoor spacesFamilyBiking

Amenia Main St Cozy Studio
KitchenIndoor spacesAir conditioning

The Upstate A - Modern Luxury in the Hudson Valley
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Family-friendly home rentals with a pool

Upstate Getaway btw Rhinebeck+Hudson
KitchenIndoor spacesHeating

Lovely country house; stunning view
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Panoramic Mountain Views!
Indoor spacesKitchenQuiet

Luxe modern A Frame, Hot tub and new heated pool
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Retreat with Heated Pool, 1 Mile to NYC Train
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Woodstock Historic Artist Estate - The Pond House
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Modern Getaway in Kingston - 1.5hr from NYC
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Summer Paradise - Pool, Fire-pit, Nursery!
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Destinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Mont-Tremblant Holiday rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Storm King Art Center
- Taconic State Park
- Mohonk Preserve
- Bash Bish Falls State Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Storm King Art Center
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Ski Sundown
- Benmarl Winery





