House holiday rentals in Chesterfield

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Top-rated house rentals in Chesterfield

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Guest favourite

Home in Westport

4.99 out of 5 average rating, 106 reviews

Aunt Shy's Hide-Away

Aunt Shy's hide-away is nestled on a dead end road in the Spruce Mill Brook Valley bounded by Saddle Hill and Hood Mountain (both on the 250-acre property). Situated in the Adirondack Park midway between the High Peaks and Lake Champlain (Exit 32 on I-87), this property is in an ideal base for enjoying the Adirondack Mountains and Lake Champlain Valley. Looking to get away from the daily grind, hike, bike, fish, ski, or just relax by the fire. Five minutes to the Meadowmount School of Music.

Guest favourite

Home in Port Kent

4.93 out of 5 average rating, 335 reviews

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.

Top Guest favourite

Home in Burlington

5 out of 5 average rating, 135 reviews

Bright Clean House in Downtown Historic Nbrhd

Experience Burlington's vibrancy and the beauty of Lake Champlain from this sunny, clean, single family home in the beating heart of Downtown Burlington. The house is perched above the street overlooking beautiful historic brick buildings and comes with two off-street parking spots. Walk just 1 block to the Waterfront, 1 block for breakfast & coffee, 1 block to the Waterfront Bike Path, 4 blocks to Church Street Marketplace, and 5 blocks to Pine Street breweries and the South End Arts District.

Guest favourite

Home in Willsboro

4.96 out of 5 average rating, 110 reviews

"Beau Overlook" Enjoy 2 states from 1 great spot!

Come enjoy LOGISTICS to the Green Mountains of VT & the heart of the DACKS in one sweet spot. "Beau Overlook Cottage" perched high on the banks of the BOQUET RIVER, with sweet sounds of water tumbling over river rocks below. This home is situated 2 miles north of the Lake Champlain ~ Boquet River Delta. The beautiful LAKE scene at the sandbar of the delta must be seen to be appreciated. This relaxing sanctuary will provide an upscale and sophisticated home, whose logistics cannot be beat!

Guest favourite

Home in Winooski

4.95 out of 5 average rating, 534 reviews

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.

Guest favourite

Home in Burlington

4.96 out of 5 average rating, 168 reviews

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

Kick back and relax in this stylish space located less than 3 miles to downtown and under a mile walk to lake vistas & beaches. Access to the bike path is at the end of the street. Perfect for cyclists, runners, bikers, dog walkers & beach goers. Completely remodeled house with new appliances, fully equipped kitchen, laundry & high speed internet. Two bedroom suites each with their own bathroom; the King suite upstairs has additional TV & sitting area. Plus there is a bonus room with futon.

Top Guest favourite

Home in Keene

4.98 out of 5 average rating, 175 reviews

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.

Guest favourite

Home in Jay

4.95 out of 5 average rating, 149 reviews

The Blue Jay Aframe

Get lost at the @thebluejayframe (find us on the gram)! This beautiful Aframe has been completely renovated (BRAND NEW) to make your stay in the Adirondacks a special one! The Aframe sits nestled in the Ausable Acres where you're a short driving distance to Wilmington, Lake Placid, and Keene Valley. An ideal place to visit for a couple/family looking for a private getaway experience feeling the fresh air of the ADKS's while still having modern comfort. Cozy! Modern! Relaxing! ENJOY!!

Top Guest favourite

Home in Jay

4.97 out of 5 average rating, 436 reviews

Yinzer House - Whiteface Lake Placid Arcade Fun!

Unwind in your mountain escape! This modern one-bedroom home is your perfect basecamp for exploring the Adirondacks. Surrounded by mountains, you're just a short drive from Lake Placid, the high peaks, and Whiteface Mountain. Inside, cozy up by the fireplace with a good book or challenge friends to a friendly retro arcade showdown. After a day of adventure, grill up dinner and enjoy the starry sky by the fire pit. With a plethora of board games, there's always something fun to do.

Top Guest favourite

Home in Starksboro

4.98 out of 5 average rating, 164 reviews

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.

Top Guest favourite

Home in Morrisonville

4.84 out of 5 average rating, 103 reviews

Saranac River Trail in the Adirondacks

Located along the beautiful Saranac River in North Eastern NY, 5 minutes from SUNY Plattsburgh,10 minutes from Lake Champlain, 50 minutes from Lake Placid, 1 hour from Montreal and 1 hour from Burlington VT. White Face Mountain, skiing, snowboarding, cross country skiing, ADK 46 High Peaks, hiking, golfing, and fishing are all a short drive away. Plattsburgh NY with its amazing restaurants and bar scene is a 5-minute drive. Plenty of parking space.

Top Guest favourite

Home in Starksboro

4.98 out of 5 average rating, 132 reviews

Forest Hideaway

Our single story 2 bedroom 1 bath home is located within 30 minutes of Mad River Glen and Sugarbush ski areas and the quaint towns of Bristol, Richmond and Waitsfield. Drive another 15 minutes to Burlington or the Bolton Valley Ski Area. Hiking, biking and cross country skiing trails nearby, or just sit on the porch and enjoy the sounds of the nearby river. Snow tires and front wheel or 4 wheel drive vehicles necessary during the winter months.