Holiday rentals in Milton

Modern, hilltop, lakeside retreat!

Escape to a modern winter retreat nestled among towering trees with stunning views of Mallets Bay. This cozy, luxurious haven, built in 2021, is perfect for gathering with loved ones or a peaceful getaway. Just 15 minutes from Burlington and Winooski, enjoy nearby dining, unique shops & winter adventures. End your day around the Solo Stove for a cozy fire, sharing stories and laughter under the stars. Start each morning with lake views & local coffee—our serene space is the ideal winter escape!

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!

Mt. Mansfield Retreat

This private one-bedroom non-smoking apartment is located in Underhill, Vermont. Nestled at the base of Mt. Mansfield and situated in a quiet and rural setting, enjoy the sounds of the Browns River and neighboring Clay Brook from the solitude of your deck. The apartment has everything that you need to relax and enjoy your stay. Just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; 35 minutes to Burlington and the shore of Lake Champlain.

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room has a separate entrance located off a covered, back porch with a small table and chairs for summer use. There is adjustable heat and cool air from the wall mounted air-source, heat pump. The little kitchen alcove is convenient for coffee or tea or a light meal (toaster oven, single induction “hot” plate, water heater) We live in a historic building. Our neighborhood is very close to Rte 100. Waterbury village and Stowe are nearby too with skiing, hiking and biking.

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!

Meadow Woods Cabin, private, cozy and unconnected

Enjoy beautiful sunsets from your rocking chair on the cabin's wonderful porch. There is a large, well equipped kitchen, open space floor plan, new shower unit and plenty of closet space in the bedroom. Easy access to VAST snowmobile trails, within an hour's drive to 3 ski areas (Stowe, Smuggler's Notch and Jay Peak), X-Country skiing right outside the door or in Craftsbury or Stowe. Elmore State Park is 3 miles away. Hiking trails and kayaking abound!

Urban Oasis 1br -newly renovated!

Just renovated, this one bedroom, 1 bath has all of the essentials for up to 4 guests. The bedroom features a queen sized bed and 2 more can be accommodated on the convertible couch. Our space is 5 mins walking distance to downtown Winooski or a quick 5 minute drive to Burlington. You can enjoy local eats or the luxury of cooking in a brand new kitchen featuring a 5 burner gas stove/oven, dishwasher and custom island. License: 24524

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.

Deluxe Cute Apt - 1 Min Walk Dining + Shops

Welcome to The Traveling Bohemian! Experience the best of Winooski with our prime location that is just a one minute walk from the bustling Winooski Circle, offering an abundance of dining, shopping, entertainment and coffee options. Winooski is a must-visit destination with Burlington just a short drive away. Visit our website to rent one of our electric bikes during your stay!

Cozy Guest Suite Near Lake & Trails

Unwind in this peaceful guest suite just minutes from Lake Champlain, Niquette State Park, and Burlington. Nestled on a quiet 3-acre property, you'll enjoy privacy, nature, and easy access to trails, breweries, and skiing. The space includes a king bed, smart TV, Wi-Fi, and a pet-friendly welcome—plus a large shared backyard perfect for relaxing after your adventures.

Hyde Away | Spacious funky loft w/ parking & tub

Welcome to Hyde Away, our 1899 Burlington home in the Old North End! This spacious apartment offers a funky and relaxing vibe just minutes from local restaurants, Pomeroy Park, & downtown Burlington! It's private, quiet, and includes ample amenities for your stay. Check-in at your leisure with a private keypad code.