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

A spacious living area is showcased, featuring a red sectional sofa positioned around a round coffee table. Natural wood beams cross the ceiling, complementing the stone fireplace. Two modern chairs are arranged nearby, with a decorative plant on a side table, enhancing the welcoming ambiance.

Chalet in Waitsfield

4.96 out of 5 average rating, 140 reviews

Warm Luxury Mid-Century Modern Chalet

Warm, clean & comfortable chalet w/ thoughtful & stylish touches. Perfect for remote work, a romantic weekend, a multifamily gathering, a girls' weekend, or retreat. MRV offers all season fun: farmer's market, swim holes, farms, hiking, road & mtn bike, golf, climbing, tube on the river and lake, can't be beat. The house is nestled in the woods w/ beautiful views of surrounding mountains. The area's food & breweries, including Lawsons are phenomenal. 1 min to MRG & 14 min to Sugarbush. Exp Wifi

Guest favorite

A serene view across Lake Champlain stretches to the distant mountains, framed by trees with autumn foliage. A pathway is visible in the foreground, leading along the lakeshore, while the expansive sky showcases soft clouds.

Guest suite in Burlington

4.92 out of 5 average rating, 382 reviews

3 Cozy Rooms ,2 Bathrooms,2 Bedrooms,Beach,Bike

This quiet, charming neighborhood is a treasure. Lake Champlain , on the 14 mile bike path. Bikes available. microwave, small fridge, toaster oven, Keurig coffeemaker provided, Wifi, HD Smart TV, Netflix , Amazon Prime, DVD, Roku, HuluTV, CD player, screened in front porch. Locking gate at the top of the stairs.There is not a kitchen. Not recommended for guests who what to cook. Two bedrooms one full bath and one half bath. LGBTQ always welcome. Well behaved doggie parents and dogs allowed.

Guest favorite

A cozy living room is displayed, featuring plush seating arranged around a central coffee table. A ceiling fan provides light, while natural light filters through glass-paneled doors. A fireplace is centered between the doors, adding warmth to the space.

Home in Rutland

4.81 out of 5 average rating, 347 reviews

Home Sweet Home

Single family house within walking distance of downtown Rutland. Many restaurants, bars, movies, bowling, farmer's market, etc to do. 15-20 minute drive to Pico and Killington. 30 minutes to Okemo. Mountain bike parks near by- Pine Hill, Killington and Okemo. Adventure park at Killington. 4 bedrooms, 1.5 baths. House sleeps 8+comfortably. Room for more if needed. Keurig coffee maker in kitchen, microwave, toaster, crock pot. Kitchen is fully furnished. AC units on first floor and second.

Top guest favorite

A bright living area is furnished with a red sectional couch adorned with patterned pillows. A wooden coffee table sits at the center, while a kitchen area is visible in the background, featuring wood cabinetry and modern appliances. Large windows provide natural light and views of the outdoor deck.

Loft in Bolton Landing

4.99 out of 5 average rating, 196 reviews

Adirondack Dream Apartment

Bolton Landing/Lake George - Beautiful open loft apartment above a garage. Very serene and quiet. Has a seasonal view of Lake George. Fully furnished with a queen bed and a queen sleeper couch. Full kitchen with an island. Living room area has a wood burning stove. Also has a large bath with a walk in shower. TV, and internet. Small deck with barbeque grill. 2 miles to the town of Bolton Landing and public beaches. 15 minutes to Lake George Village and all other activities in the area.

Top guest favorite

A two-story home features a combination of red and yellow siding, with a prominent garage door under a gabled roof. Large windows reflect the surrounding autumn foliage, providing a welcoming appearance. The driveway leads to the entrance, surrounded by neatly maintained landscaping.

Home in Cambridge

4.99 out of 5 average rating, 180 reviews

Close to Smuggler's Notch Resort! High speed Wifi!

NOTE: Minimum age of 25 years required to rent our house and to be a guest here. Children traveling with parents are exempt from this age requirement. Exceptions made on a case by case basis. Beautiful, bright, and spacious 4 bedroom home in the heart of Smuggler's Notch area with views of the mountains. Less than 4 miles to Smugglers Notch Resort and 1 mile from the Wedding Barn. Property consists of our primary residence with the rental being a separate and private "mother in law" home.

Top guest favorite

A spacious living area features a cozy sofa and wooden furniture, complemented by a glass coffee table. Natural light illuminates the room through large windows, while soft drapes provide privacy. A warm wooden ceiling enhances the inviting ambiance.

Home in Chestertown

4.95 out of 5 average rating, 231 reviews

Adirondack Lake House

Adirondack beauty all year! Fully furnished home has lovely great room, fireplace , two bedrooms, one bath, basement family room, large deck, outdoor fire pit, screened porch with lake glimpse, limited air conditioning, rights to private lake, kayaks, canoes, w/d, fire pit with wood, in quiet wooded setting. Central location. This is NOT a lakefront property. It comes with lake access and is located across the street from the lake. Please see complete listing for accurate information.

Top guest favorite

The exterior of the chalet features a warm and inviting facade with a covered entryway, accented by a star motif. Surrounded by trees, the driveway is lined with gravel, leading to a spacious front yard with decorative seating and a sauna barrel.

Home in Wilmington

4.94 out of 5 average rating, 220 reviews

Luxurious Chalet in the Woods!

CASCADE MOUNTAIN CHALET: Hot Tub, Sauna, 1 mile to Whiteface, 15 minutes to Lake Placid, Dog Friendly Fantastic 3 Bedroom (King beds), 2 Full Bath Chalet that sleeps 8 (queen-size foam mattress available to sleep up to 2 children). This home has a warm, stylish vibe in an ideal location! Amenities Include: Hot Tub, Fireplace, Finlandian Dry Sauna, Fire Pit, BBQ Grill, Deck, Huge Yard, Dogs welcome (no cats), fully equipped kitchen with 6 burner gas stove, granite counters, washer/dryer.

Guest favorite

A charming white cottage is nestled among greenery, with a stone path leading to the water's edge. Flower box planters brighten the windows, and colorful chairs are positioned by the lakeshore, providing an inviting outdoor space. Trees frame the cottage, enhancing the natural setting.

Cabin in Barton

4.81 out of 5 average rating, 159 reviews

Charming lake cottage on Crystal Lake! Boats! R&R!

Lakeview Cottage is adorable and located on one of Vermont's cleanest and most beautiful lakes, Crystal Lake! It's in the heart of the Northeast Kingdom, in the charming town of Barton. Sit around the outdoor firepit and soak in the view! You're just steps away from beaches and a dock. You'll find great swimming, fishing, boating, hiking, golfing, and mountain biking. Use our canoe or kayaks! Plus, Hill Farmstead Brewery is a short drive away. Beers there are rated best in the world!

Guest favorite

A warm living area is highlighted by natural wood paneling and a cozy woodstove. A coffee table is set with fresh fruit and drinks. A softly lit lamp beside a comfortable chair adds to the inviting atmosphere, while a door leads to a bedroom.

Cabin in Jeffersonville

4.93 out of 5 average rating, 191 reviews

Cozy two-bedroom cabin near Smugglers Notch

Our two-bedroom log cabins (we have several) are a long-time family and small group favorite. Equipped with one queen bed, two twin beds (that can be converted to a king), one bath, a kitchen, living space, a woodstove or traditional fireplace, TV, and free WiFi, these cabins are cozy, yet spacious enough for the whole family or two couples to enjoy. This cabin has a maximum occupancy of 6 adults/children. Close to skiing/snowboarding, hiking, horseback riding, wedding barns and more.

Top guest favorite

A wooden dock extends over calm waters, reflecting a clear blue sky dotted with fluffy white clouds. The distant mountains along the shoreline provide a picturesque backdrop, enhancing the serene lakeside environment.

Home in Addison

4.96 out of 5 average rating, 225 reviews

Brthtkng New Premier Lake Champlain Wfrnt Escape!

7/19/20 : UPDATE - We are fully compliant with all local, state and federal safety protocols. Call /text Us fir any questions, at 978-502-6282 . Be Well, Be Safe & We Look Forward to Having You as Our Guests! We are the #1 Premier Lake Champlain Breathtaking New Property with 250'+ Prime Lake Champlain West/Sunset/Adirondack Mtn. facing w/Amazing Sunsets & Jacuzzi Tub in Master Bath Overlooking Lake,Mountains & Amazing Sunsets and 250+ 5 Star Reviews!

Guest favorite

Townhouse in Stowe

4.89 out of 5 average rating, 167 reviews

Stowe, Topnotch Resort-Best Mt & Luxury in Vermont

This beautiful Resort Condo is located in the award-winning, Top Notch Resort & Spa. Our spacious 2-bedroom, 2-bathroom condo is only 1 mile away from Stowe Mt. Resort while offering privacy and room to spread out on the resort’s 120 acres. It is perfect for families or couples. We are proud of our stellar reviews and competitive pricing. Newly updated, our home is ready for your perfect vacation! Enhanced Cleaning protocols in place!

Superhost

The exterior of a large, multi-level home showcases a wraparound porch with a red awning and is surrounded by well-maintained green lawns and decorative rocks. Tall trees provide natural shade, creating a welcoming outdoor atmosphere.

Home in Stowe

4.83 out of 5 average rating, 161 reviews

Great For Large Groups with Hot Tub

This property is not suited to noisy groups - please don’t book for partying. Recently renovated to meet every vacation need, this unique property has everything you require for a great trip. The property is huge, ideally located right on Mountain Rd - minutes to slopes, spas, breweries, restaurants, hiking, biking and swimming holes. With 4 large comfortable bedrooms, fun basement, huge living space with fireplace and private hot tub.