House holiday rentals in Milton

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.

Ascent House | Keene

A unique retreat meticulously crafted for resting and recharging after exploring in our beautiful Adirondack Wilderness. Flooded with natural light, every room offers calming frames of nature. Watch the sun peak through the forest and rise over the mountains through expansive windows. Ascend the levels of the house, each revealing more landscape. Experience a designer woodfired traditional Finnish sauna & totally recharge while embracing our harsh Adirondack weather. We hope you love it here.

Lake House on Arrowhead Mt Lake

Great spot on quiet private road just 18 miles from Burlington. Perfect for visitors to UVM, St. Michaels, and other colleges. 20 minutes to Smuggler's Notch Ski Area. Beautifully remodeled Lake House on Arrowhead Mt Lake. Lake is just a yards from front door and outside deck. Fantastic rock fire pit with natural seating around. House is located on a private road with just 10 houses so it is a very quiet and peaceful setting. List of day trips through Vt provided by host.

Trout River Lodge - Discount Jay Peak Lift Tix

Welcome to the Trout River Lodge! Check out the “Three Holes” swimming hole and waterfalls, just a few hundred yards up the river. We are located right in the heart of Montgomery Center, VT. Live music at the Snowshoe Pub, breakfast at Bernies, and groceries from Sylvester’s are all just steps away. You can also enjoy the mountain biking and hiking trails just minutes away! ***Discount vouchers for Jay Peak Ski. Price info can be found in the Photos section. It changes each year***

The Spring Hill House

Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

Lake Champlain Colonial

Beautiful Colonial across the street from Lake Champlain. Beach access, minutes walk to Bayside Park, 8 miles from downtown Burlington, 45 minutes to Smuggler's Notch and Stowe. Perfect for a family reunion or relaxing getaway. Kid's Kayak, beach chairs, fire pit, soccer goal, Kan Jam, basketball hoop, ping pong table, and game room with pop a shot, & foosball table. **Please note: This is in a residential neighborhood and NOT a party house. Must be 25 or older to rent.

5 Bedrooms 5.5 Bath house

This house has plenty of space for a big group or a big family who like to travel together. Four of the bedrooms features its own bathroom, & 3 of the bedrooms has its own designated workstations. This home is about 10 - 15 minutes away from St. Michael's college, UVM, & Champlain College. 40 minutes to Stowe and Smugglers’ Notch Resort. Closed to Champlain Valley Exposition, Golf Course, Breweries, Essex movie theater, Essex Spa, Restaurants, grocery stores

Lakefront Luxury | Adirondack Views + Fire Pit

Lakefront sunrises, mountain views, and barefoot summer days await. The Boathouse is a private retreat just steps on the water, sliding glass doors in every room, views that make you exhale. Swim, paddle, or lounge by the fire pit after sunset. In cooler months, radiant floors and down duvets keep things cozy. With a stocked kitchen, room for family and friends, and total quiet at the end of a long drive, this home is made for memories, relaxing, and joy.

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!