Family-friendly vacation rentals in Milton

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Top-rated family-friendly rentals in Milton

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

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Guest favorite

A bright living area is furnished with a spacious sectional sofa adorned with colorful cushions. Artistic wall decorations add visual interest, while a leafy plant and bookshelves bring a touch of greenery. A cozy reading nook featuring a small chair is also visible, along with a dining area.

Home in Winooski

4.96 out of 5 average rating, 516 reviews

Very clean and charming 2 BR, close to everything!

Enjoy this newly updated apartment in Winooski, VT (Vermont's Brooklyn). This charming house is one of the original carriage homes in Winooski. Newly converted to a duplex, enjoy this private apartment within walking distance to downtown Winooski's restaurants and bars. Less than 1 mile from the local colleges in Burlington and Colchester, including University of Vermont, St. Michaels College and Champlain College. You have your own private entrance with free parking for 2 cars in the driveway.

Superhost

A raised ranch home is depicted, featuring a light-colored exterior with a red front door. Windows are framed symmetrically on either side, and a small gravel path leads to the entrance. The front yard is landscaped with greenery and flowers, providing a welcoming appearance.

Guest suite in Malletts Bay

4.87 out of 5 average rating, 370 reviews

Malletts Bay Flat

Newly remodeled with a separate entrance to first level of a raised ranch home. Private bathroom, queen sized bed and sitting area. There are down pillows and comforter on the bed. Eating area with table and chairs, microwave and fridge. Heated by a gas stove. We are a 10 minute drive to Burlington and a 10 minute walk to Bayside Beach and Park with lighted tennis courts and beach. There is a grocery/liquor store a 5 minute walk away. No pets allowed due to severe allergies in family member.

Guest favorite

A serene landscape shows several Jersey cows grazing on lush green grass near a pond. The water reflects the blue sky and distant mountains, while the surrounding trees add depth to the tranquil rural setting.

Farm stay in Fairfield

4.98 out of 5 average rating, 308 reviews

Organic Farm Hideaway Home and Pond

The house is tucked into the back of our 300-acre working dairy farm and offers breathtaking views of Mt. Mansfield. We are located in between two of Vermont's best ski resorts, Jay Peak and Smuggler Notch. Come for a winter adventure full of downhill skiing, riding or x-country touring. Stay for the local breweries, distilleries and restaurants. Or just relax at the farm, cozy up by the wood stove and cook up some delicious farm raised food for dinner. Well behaved dogs are welcome anytime!

Top guest favorite

A spacious bedroom features a large bed with white linens, complemented by an area rug with a subtle design. Two large windows dressed in sheer white curtains allow natural light to fill the room. A wooden rocking chair adds a cozy touch to the corner.

Farm stay in Wolcott

4.97 out of 5 average rating, 260 reviews

Private Studio Nestled in the Hills of Vermont

With a private entrance and mountain views, this studio features lots of natural light in the spacious bedroom and a fully-equipped kitchen, daybed nook and private bathroom with shower. Sitting up high in the fields and forest of northeast VT, Feel Good Farm is rich with wildlife, prime for woods walking/cross-country skiing, star gazing, and slowing down. Our 150 acres abut a 968-acre East Hill Wildlife Management Area. Hunters welcome! We're an easy drive to VT's best attractions.

Top guest favorite

A spacious living area features large windows framing mountain views and a cozy fireplace. Natural wood accents complement the soft furnishings, including a circular glass coffee table atop a patterned area rug. A dining table for two is positioned near the sliding doors leading to the outdoor deck.

Home in Moretown

4.99 out of 5 average rating, 280 reviews

Dramatic Views at the Above the Clouds Guesthouse

As featured in Conde Nast Traveler (1/21/22) Peaceful & impeccable retreat with a 180 degree view of Vermont's tallest mountains. Near Vermont's premier skiing, hiking, & outdoor adventures, you’ll love the sunset views and cozy atmosphere (huge sheepskin in front of the fireplace) and the attention to detail (live-edge wood details, spa-like bathroom). This is an incredible retreat for couples and families, adventurers and business travelers alike! COMPLETE COVID-19 CLEANING

Guest favorite

The kitchen area features wooden cabinetry, equipped with a gas stove, microwave, and refrigerator. A double sink is positioned beside a dish rack. Light enters through a window draped with sheer curtains, complementing the granite countertops and tiled backsplash.

Apartment in Burlington

4.88 out of 5 average rating, 453 reviews

Quiet and Cosy homestead. Your own private place.

This place is close to city center, nightlife, public transport, the airport, UVM Medical Center, along with multiple colleges (UVM and Champlain College to name a few), very family-friendly place. You’ll love this place because of its coziness, location and accessibility, people and the views. This place is great for couples, solo adventurers, business travelers, and families (with kids). Location is everything and this place has it all, it's your Home Away From Home.

Top guest favorite

A side view of the cottage reveals a single-story structure with a combination of black shingle and white siding. Large windows provide ample natural light, surrounded by a well-maintained lawn and trees. The clear blue sky adds to the serene atmosphere.

Cottage in Milton

4.94 out of 5 average rating, 151 reviews

Fun and Relaxation at The River Cottage!

You'll make great memories here! Nestled in a quiet riverside neighborhood, our digs offer a fun spot for reconnecting friends and families, writers, artists, and scholars desiring creative time or spiritual retreat, or business travelers needing work space. The public boat dock and launch is a short walk down the lane to the river. Conveniently located one exit from Burlington; 16 minutes from BTV airport. Lake swimming beach, hiking, and a winery area all nearby!

Guest favorite

A spacious living area features a large arched window allowing natural light to fill the room. A wooden coffee table is centered on the floor, while a small desk and chair sit nearby. Potted plants add a touch of greenery, complementing the earthy tones of the walls.

Apartment in Waterbury Center

4.9 out of 5 average rating, 208 reviews

B suite Zenbarn 2BR Apt | VIP Perks Live Music

Zenbarn Loft: A Cozy 2-Bedroom Retreat Above Vermont’s Iconic Music Venue 🎶⛰️🍻 Stay in the heart of Vermont, just minutes from Stowe, Waterbury, and top breweries like Alchemist and Lawson’s! This 2-bedroom suite offers a cozy retreat with a kitchenette, fast WiFi, and a private entrance (shared hallway). Live music below creates a vibrant atmosphere. Please message us before booking with any questions to ensure this is the perfect stay for you!

Top guest favorite

A lone fisherman is silhouetted in a kayak, cast against the backdrop of a vibrant sunset over the calm waters of Lake Champlain. The sky features warm hues of orange and gold, reflecting softly on the water's surface.

Guesthouse in Highgate

4.97 out of 5 average rating, 667 reviews

Beautiful lake-front cottage, Lake Champlain

Lakefront cottage located in Highgate Springs, Vermont, on the Canadian border. The 2-bedroom cottage sits adjacent to the owner-occupied main house, on a large one-acre lot, with 120 feet of Lake Champlain shoreline. Enjoy the stunning sunset views while sitting on the deck overlooking the water. Private dock included. Montreal and Burlington each 45 minutes away. Available level-2 car charger. Well-behaved pets allowed. Super-fast WIFI!

Guest favorite

A cozy sitting area features a couch and an armchair, complemented by decorative cushions. Wall art is displayed above a television, and a kitchenette is visible in the background. Warm lighting enhances the inviting atmosphere in this thoughtfully arranged space.

Guest suite in Waterbury Center

4.93 out of 5 average rating, 454 reviews

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room is very cozy with radiant heat in the floor during the winter. The separate entrance is off a covered porch. The porch has chairs and a table and is very pleasant in the warmer months The little kitchen alcove is convenient for coffee or tea or a light meal. We live in a historic building and our neighborhood is located very close to Rte 100. Waterbury village and Stowe as well as skiing, hiking and biking are all nearby.

Superhost

A small log cabin is nestled among lush greenery. The cabin features a sloped metal roof and a central chimney. A porch extends from the entrance, providing access to the outdoors. Surrounding trees display vibrant leaf colors, suggesting a serene natural setting.

Cabin in Cambridge

4.8 out of 5 average rating, 834 reviews

Cozy Little Log Cabin

A special little retreat. 12 minutes to Smugglers Notch. 25 min to Stowe. Off grid. 222 square foot Cozy little log cabin, wood stove, composting toilet, on demand (small in size )hot water shower, solar electricity. Full kitchen with refrigerator. The cabin is private with parking . Everything about this special place is small but it's very homey and has everything you need . Verizon cellular works perfect with full 4g LTE.

Top guest favorite

The retreat is a rustic two-story building made of wood, surrounded by lush greenery. A gravel path leads to a fire pit area with four Adirondack chairs arranged on a grassy lawn, offering a peaceful outdoor space for relaxation.

Home in Ellenburg Center

4.96 out of 5 average rating, 122 reviews

Adirondack Panther Mountain Retreat

Adirondack Great Camp–inspired retreat tucked in a peaceful country setting near two mountain lakes. It offers rustic charm, is immersed in nature, and has easy access to Burlington, Montreal, Lake Placid & Plattsburgh. Perfect for hiking, cycling, or unplugging in nature. Ideal for couples, solo adventurers & business travelers seeking quiet, comfort, and scenic beauty.