Family-friendly vacation rentals in Bolton

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Top-rated family-friendly rentals in Bolton

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

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Guest favorite

Cottage in Hinesburg

4.97 out of 5 average rating, 178 reviews

Gorgeous lakefront home close to Burlington!

Lovely lakeside home w/expansive views of Lake Iroquois! Beautifully furnished 2 bedroom, 1.5 bath home with high-end finishes, hardwood, and slate floors. Relaxing great room, full kitchen, dining room, one-bedroom, and 1/2 bath on the first level. The entire upper level is devoted to a bedroom suite and features its own balcony, an oversized bathroom with a tiled shower, and a soaking tub. 2 kayaks and a canoe are available to explore the lake! 20 min. to Burlington. Pet friendly-fee applies.

Guest favorite

Cabin in Richmond

4.94 out of 5 average rating, 164 reviews

Log cabin in the woods in Richmond VT (near Stowe)

Informal, cozy, comfortable log cabin on 25 acres of land with a babbling brook. Tucked away on a very well-maintained country road. Perfect for a VT getaway, we are close to incredible year round activities of skiing, hiking, and biking. With easy access to I-89, Route 2, & Route 100, we are 10 minutes from Bolton Valley, 45 minutes from Stowe, and 20 minutes from Burlington. Many restaurants & stores are within a 15 minute drive. The perfect cabin for friends or family to enjoy a VT vacation.

Guest favorite

Rental unit in Hinesburg

4.91 out of 5 average rating, 253 reviews

Backyard Bunker Retreat

New hot tub! Cold plunge! Wifi and WiFi calling! This peaceful spot rests beneath Camels Hump between Burlington and Stowe in the largest section of the VAST trail system with THE BEST mountain biking and hiking. Pet friendly! Fire pit! Trails! Less than 15 miles to Sugarbush and Mad River! This is a cozy basement apartment with a private deck. Gorgeous forest views and access. Close to Lake Champlain. You will need an ALL-WHEEL DRIVE vehicle in the WINTER and spring during MUD SEASON.

Guest favorite

Cottage in Lincoln

4.87 out of 5 average rating, 893 reviews

The Barn at North Orchard, Near Middlebury

Our barn sits on an 80 acre estate with fab views of the Green Mts. near Middlebury/Burlington. Perfect for 2 adults and a child or grandparents/ 2 friendly couples. Close to skiing, hiking, lake & river swimming, great restaurants... local beer, wine, cheese!. Want yoga, pasta class, or massage? We will gladly hook you up. Or, you could stay in to read, work, and enjoy the serenity of the mountains. A very private garden patio for morning coffee/ afternoon beer or wine or awaits you.

Guest favorite

Rental unit in Hinesburg

4.97 out of 5 average rating, 433 reviews

The Perfect Cozy Weekend Escape

From our reviews: "We were amazed with this place - could not have asked for a more perfect place to stay - immaculate - super comfortable bed! - wonderfully inviting - the photos do not do it justice at all - A picturesque Vermont country setting - The perfect retreat to get away from it all! - impeccably clean - simply fantastic - total privacy & idyllic setting - far exceeded our expectations! - perfect for a weekend escape - a space to feed your soul - absolutely amazing!”

Guest favorite

Rental unit in Waterbury

4.97 out of 5 average rating, 161 reviews

Lovely one-bedroom apartment

The apartment is centrally located - 5 minutes from Ben & Jerry's and Waterbury Village; 20 minutes from Stowe with great biking and hiking and 30 minutes from Burlington and Lake Champlain. Enjoy the spectacular views and relaxing atmosphere on your private deck. Although the apartment does not have air conditioning, it stays a cool 65 degrees on most days - you may even want to turn on the heat early on a summer morning! We require a minimum of a three-night stay.

Guest favorite

Home in Huntington

4.9 out of 5 average rating, 293 reviews

Vermont Cabin in The Woods

Peaceful homey "cabin" - but large. All the modern conveniences. You won't see a soul. Wifi, sauna, 2 decks... lots of room. Jotul Woodstove with glass front. Commercial Washer/dryer. Big new chef's kitchen w/Bosch dishwasher (quiet) and Kitchen Aid 5 burner range, steam/convection oven and Sharp drawer microwave in 2024. Outdoor fire pit w adjustable grill . High thread count all cotton bedding. Great secluded, quiet yet accessible location.

Guest favorite

Guest suite in Waterbury Center

4.94 out of 5 average rating, 444 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.

Guest favorite

Cabin in Waterbury Center

4.97 out of 5 average rating, 182 reviews

44 Degrees North

This cozy 3 bed 2 bath cabin is situated on the southern end of the Worcester Range in Waterbury Center. Enjoy beautiful sunsets over Camel's Hump and Bolton Mnt while sipping cocktails on the deck. Or warm up in the in the hot tub during the winter while watching the cats groom the trails at Stowe . Hike, bike and snowmobile from your doorstep or treat yourself to VT craft beers and eats just a short 5-7min drive away.

Guest favorite

Home in Moretown

4.97 out of 5 average rating, 147 reviews

Lovely Waterbury Home (Crossroads of Recreation)

Nestled in the hills of Vermont, our home is a new 3 bedroom house with a large deck and finished basement. There's also a large yard outside for kids to run around. We're a short one-mile walk to downtown, where there is a quaint small-town feel. And once downtown, you'll find several restaurants and bars where you can sit outside and enjoy the fresh air.

Guest favorite

Guest suite in Hinesburg

4.96 out of 5 average rating, 1,208 reviews

Boston Magazine Pick! Barn Loft

*** Chosen by Boston Magazine as one of five New England barns to rent! *** Beautiful barn loft close to Burlington, the Green Mountains and Lake Champlain. Air conditioning, cathedral ceilings, plenty of natural light, rustic charm and lovely views. The space has its own entrance and is completely separate and private from the main house.

Guest favorite

Loft in Waitsfield

4.93 out of 5 average rating, 163 reviews

Quiet, Cozy Loft w/ Mountain View’s! Remote Work!

Exceptional value. Charming, comfortable and cozy second story Loft. Open concept living with exposed beams and cathedral ceiling. A true rustic Vermont experience as you relax after a day of skiing, hiking, mountain biking, or simply enjoying the beauty of the Mad River Valley.