
Family-friendly holiday 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.

18 Lake Stunning View of Champlain in Adirondacks
Welcome to 18 Lake. Situated in beautiful, quiet, Port Kent, NY, this gem is the perfect place to relax and get away. People come from all across the country to tour this charming area on bicycles in summer, and from all over the world during the winter for Lake Placid's winter sports. In fall, the colors are vibrant and breathtaking. Fresh maple products are on tap in Spring. Enjoy area attractions such as Ausable Chasm, High Falls Gorge, Port Kent Beach, golf, orchards, hiking and biking.

Metcalf Pond Camp Convenient to Smugglers Notch
Handcrafted cozy waterfront camp on Metcalf pond. Propane fireplace provides for welcome warmth after fall or winter adventures. Soak in the Hot tub on the deck. Custom spiral staircase accesses carpeted sleeping loft with books, TV, rocking chair. Enjoy the quiet off season brings to the area when most camps are shuttered for winter. Enjoy staying in and cooking and taking in the cozy atmosphere or make the approximately 20 minute drive to Smugglers Notch or enjoy other local attractions.

Incredible Lakefront Sunsets @ VT’s #1 Property.
Welcome to one of VT’s most beautiful lakefront property and wedding venue located in the Champlain Islands! Relax in one of many ADK chairs while enjoying incredible sunsets over Lake Champlain and the ADK Mtns. The 1 BR suite shares no space with the main home and has its own entrance and bathroom. We do have a very strict NO PET policy. The islands are accessible by road from the VT side and either bridge or ferry from NY. Please read the full description about the rental prior to booking.

Guest Suite w/hot tub & fireplace
Our property in Vermont is a slice of heaven: Set between Burlington & Stowe, 10 minutes off the main highway I-89, with quick access to the main spots in Vermont, but tucked down a dirt road with nothing but the sounds of the stream. On our property we built The Tuckaway Suite, an entirely private guest suite above our garage. With access to a hot tub, and hiking trails right outside the door, this space is a brand new build with cozy cabin vibes. Follow the journey on IG at @VTstays!

Modern Rustic Backyard Cottage
This newly built modern rustic mother-in-law private cottage offers a convenient place to stay while exploring the Burlington/Winooski area. The cottage is nestled in my backyard on a quiet street in vibrant Winooski. The home is a 10 minute drive to downtown Burlington & the airport, and a short walk to the river, several cafes, restaurants, pubs, nature areas, and a brewery. Winooski is referred to as “the Brooklyn of Burlington” because of the foodie scene and rich cultural diversity.

Cozy 1 Bedroom Apartment Getaway
Kick back and relax in this calm, cozy space! Enjoy an updated bathroom and bedroom, relax on the couch or eat a nice meal at the breakfast bar! This apartment is close to the lake, bike path, great bars and dining, and just a short drive to the mountains. There’s a small park across the street with a tennis court, basketball court and playground! Bayside Park Beach Access - 8 mins Church Street Marketplace, Burlington - 18 mins Stowe Mountain - 60 mins Smugglers Notch - 42 mins

The Book Barn: Newly Renovated Guesthouse
Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

Fox Den Tiny House w/Hot Tub & Sauna @Smuggs
Escape to The Fox Den, a whimsical tiny house tucked along the Brewster River just 1 minute from Smugglers’ Notch Resort. This peaceful riverside retreat blends nature and charm—sometimes even featuring visits from Jinx, the resident fox. Spend your days hiking or fishing, then unwind with a true Nordic spa experience: soak in the shared riverside hot tub, heat up in the new barrel sauna, and cool off in the river. A perfect Vermont getaway for simple, unplugged relaxation.

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!

Cozy Country 1825 Farmhouse
Serene country farmhouse on 14 acres of nature with pond views from your room. Super comfortable tempurpedic queen bed. First floor suite off main house with private entrance and deck with seating, and private bathroom. Basic kitchenette (mini frig, microwave, keurig). Portable infrared sauna in winter months. 9 miles to Burlington and 5 mins to shops & restaurants. We are in a part of Essex that is rural (the village, Essex Junction is more of a city.)

Luxe Zen-Den Ski Haus Brewers walk-shop-dine UVMC
While waiting for check-in: pvt dog run and restaurants on site! Excellent drinks and dining on the first floor with many more restaurants a short walk away! 2.5 m to Church St, 1+ m to UVM, the Riverwalk, and Breweries. Whether you're here to hit the slopes, explore the beaches, or sample local brews at Four Quarters brewery, enjoy our fully accessible location for your lake Champlain adventures! Book now for the best of Vermont.

Bear Lodge, Private Deck and Gas Firepit
The Lodge in Milton is a cozy, cabin-like space surrounded by nature. The house is only 25 minutes from downtown Burlington and the perfect place to stay if you don't want to be surrounded by traffic. There are plenty of beaches and hiking trails nearby. Guests have a private entrance with a covered porch and gas firepit. Stocked with games for kids and adults. Absolutely NO SMOKING of ANY kind inside or outside.
Popular amenities for Milton family-friendly rentals
Family-friendly home rentals with a hot tub

Woodpecker Cottage on the Lake

Slopeside Bolton Valley Studio

Green Mountain Forest Retreat

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

Spruce Peak Lodge Studio Mnnt Views! | 1516

Secluded Luxury Treehouse - Hot Tub + Projector

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes

Cozy Cabin -Top of Hill with Views
Family- and pet-friendly home rentals

Secluded Riverside Loft next to Smuggs

200 acre Stowe area Bunkhouse.

Downtown Burlington, Renovated, 1 bedroom+

Hideaway studio: breweries, skiing, dogs welcome

Hydrangea House on the Hill

Entire House. 2+ bed, 2 bath near Lake & bikeway

Hyde Away | Spacious funky loft w/ parking & tub

Meadow Cottage on Organic Farm with Mountain Views
Family-friendly home rentals with a pool

Stowe, Newly Renovated Topnotch Resort Townhouse

Lower Yurt Stay on VT Homestead

Spacious Private Apartment w/ Green Mountain Views

Sunset Cottage on the Richelieu River CITQ#302701

Gorgeous panoramic views - 4 miles to the mountain

Studio Cabin near Smugglers Notch

Private Suite in the Green Mountains

In Smuggs 5* 6 Daycations daily inc. Mtn. View!
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $316 SGD | $299 SGD | $284 SGD | $299 SGD | $410 SGD | $331 SGD | $325 SGD | $373 SGD | $303 SGD | $370 SGD | $301 SGD | $374 SGD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Quick stats about holiday rentals that are family-friendly in Milton

Total holiday rentals
Explore 30 holiday rentals in Milton

Nightly prices starting at
Milton holiday rentals start at $101 SGD per night before taxes and fees

Verified guest reviews
Over 1,900 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Milton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Milton rentals

4.8 Average rating
Milton stays are highly rated by guests – averaging 4.8 out of 5!
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- Family-friendly rentals Chittenden County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Sugarbush Resort
- Mont Sutton Ski Resort
- Jay Peak
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Middlebury College
- University of Vermont
- Shelburne Museum
- Waterfront Park
- Lake Champlain Chocolates
- Shelburne Vineyard
- Boyden Valley Winery & Spirits
- Snow Farm Vineyard & Winery
- Warren Falls
- Elmore State Park
- Cold Hollow Cider Mill




