House holiday rentals in Chesterfield

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Top-rated house rentals in Chesterfield

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Top Guest favourite

Home in Wilmington

4.97 out of 5 average rating, 221 reviews

Cozy Mountain House- 50 acres/Trails/Whiteface mnt

Private pet friendly house, w/ 2 bedrooms, 1 bath, full kitchen and 2 living rooms. Down stairs living room is a private space w/ queen sofa bed and cozy fireplace. Located on 50+ acres in the heart of the ADK mountains, 6 mins from Whiteface Ski Resort and 20 min from Lake Placid. Hiking, mnt biking and cross-country ski trails out your front door. Open deck w/ beautiful views, opportunity to see wildlife and amazing star gazing on clear nights. Perfect for couples, small groups and families.

Guest favourite

Home in Port Kent

4.93 out of 5 average rating, 328 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.

Guest favourite

Home in Willsboro

4.96 out of 5 average rating, 104 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 Stowe

4.92 out of 5 average rating, 106 reviews

Brand new Beautiful Modern Clean Home On River

Kick back and relax in this calm, stylish space, nestled in the woods of Stowe. This gorgeous new two bedroom , two bath, is located right on the river. A beautiful, indoor, outdoor living space with ample room to spread out & enjoy a cup of coffee on the deck. This is a sleek, clean new build that is minutes to Main Street Stowe, two miles to Trapp Family Lodge and 15 minutes to Stowe Mountain Resort. You will never want to leave when you experience nature at its finest in this stunning space.

Top Guest favourite

Home in Keene

4.98 out of 5 average rating, 162 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, 145 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, 424 reviews

Yinzer House - Whiteface Lake Placid Hiking Skiing

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, 157 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 Moretown

4.99 out of 5 average rating, 280 reviews

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! COMPLETE COVID-19 CLEANING

Guest favourite

Home in Winooski

4.98 out of 5 average rating, 126 reviews

Walk downtown Winooski Modern Farmhouse

Comfort is king in this recently constructed (2022) modern farmhouse themed micro home. Our home offers open concept living downstairs, a cozy fireplace and air conditioning making your visit to Vermont comfortable in all seasons! There are 2 bedrooms, designated work space and a full bathroom upstairs. Note: Extended stay requests will be considered during non peak seasons. Lease agreement and security deposit equal to one month’s rent will be required at time of booking.

Guest favourite

Home in Burlington

4.93 out of 5 average rating, 322 reviews

Cozy "Urban" Cottage

Welcome to my super cozy house in the Old North End! The house is a 15 minute walk to the top of Church Street and is located near a market, yoga studio, and coffee shop. There is a farmer's market located directly across the street on Tuesday afternoons in the summer months. The house has tons of natural light, a comfy sofa and mattresses, a large TV with access to Netflix and HBO, and lots of books. Both bedrooms have sound machines and fans. Coffee and tea provided!

Top Guest favourite

Home in Wilmington

4.95 out of 5 average rating, 492 reviews

THE VIEW! THE VIEW! THE VIEW!

A 1900 farmhouse that has been in the family for generations. Recently renovated to accommodate up to 5 guests, it is clean with simple furnishings and a SPECTACULAR VIEW! Located RIGHT ON NYS RTE 86 (close to the road) with easy access to nearby attractions. The house is split in 2 and is designed for 2 families. I rent out "The View" using airbnb exclusively. My wife and I reside in the back portion of the house with a separate entrance and separate parking.