
Holiday rentals in Chesterfield
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Top-rated holiday rentals in Chesterfield
Guests agree: these stays 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.

Adirondack Mountain Escape
Cozy up in this Adirondack escape. Upon your arrival you'll be greeted by a spacious living room, two bedrooms, a full bathroom and kitchen! Enjoy the front porch with the mountain river sounds in the background while you make dinner on the Blackstone or roast marshmallows in the fire pit. The home is minutes away from hiking trails, world class skiing, Olympic Venues, and all the Adirondack's have to offer. 45 minutes to lake Champlain, plenty of room for a boat or snowmobile trailer on site.

"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!

Moon Ridge Cabin *Hottub*
Our cabin is a studio with a hot tub & all the amenities. A queen bed, linens, towels, small refrigerator/freezer, microwave, single burner cook plate, dishes, utensils, glassware, pots/pans, toaster & coffee maker. Roku Tv & dvd player w/movies. The cabin has both an inside & outside (summer)shower. There is a firepit w/attached grill. We have a garden area & privacy fence between our home & the cabin. Bring foot wear to get you from hot tub to cabin while walk is covered it requires sandals.

Quiet 3 Bedroom Cottage on Lake Champlain
You'll have a relaxing visit at this cozy, comfortable family camp. Enjoy swimming, kayaking and hiking. Explore gorgeous Lake Champlain or enjoy the view from the porch. The sunrises are spectacular! Lake Champlain is known for great year-round fishing. Tip: Bring your water shoes for maximum swimming comfort. Hop on the Essex Ferry to Vermont to experience shopping, art, restaurants and museums. The Shelburne Museum and ECHO, Leahy Center for Lake Champlain are perfect for families.

Cozy Rustic Apartment
We are located on the famous Ausable River within a 30 minute drive to many of the High Peak trails, the beautiful Ausable Chasm, and Whiteface mountain. We are 5 miles from Interstate 87. The apartment can be a cozy retreat after spending a day exploring in the Adirondacks. Spend time strolling down to the river to enjoy the scenic views or enjoy quality downtime with family. The apartment has a unique style of its own that will provide you a comfortable and reasonable price place to stay.

Brand New Cottage Near Burlington Park & Beaches -
This home situated across from Ethan Allen Park is just a short walk, bike ride, or drive to the North Ave beaches. Designed in keeping with the 1930's bungalow aesthetic of the main house, the cottage sleeps up to 4 with a queen-sized bed in the bedroom and queen-sized pullout sofa in the living room. Skylights brighten the lofty interiors. The cottage is well insulated and features centrally ducted heat and A/C, providing excellent climate control to suit your comfort preferences.

Adirondack Mountain View Retreat
30 minutes from Lake Placid, this unique mountain-view space features a comfortable, secluded 3-room guest suite opening out to a private covered terrace showcasing unmatched views of the Adirondack Peaks. A pet-friendly space ideal for outdoor enthusiasts, a couple's getaway, those working from home, or those just looking to have a peaceful retreat in the countryside - come enjoy our 25 acres of fields, forests, ponds and private riverbank. Also available: airbnb.com/h/adkretreat

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes
*Burlington’s 1st Spa + Stay. Recently renovated and upgraded! We added a sauna, a cold plunge, upgraded bicycles, enlarged the courtyard, added an exercise/yoga room, robes and sandals, an espresso machine… the list goes on! New photos were just added! We still have a king bed, a queen bed, and the two twins that make up the Dream Sofa in the living room. Pets are still welcome! We have new stuff for kids too! We’re right near the beach and bike path!

Aframe - Sauna, Near Lake Placid - Unique & Modern
Welcome to ADK Aframe - A luxury mid-century modern cabin! Located on a quiet road, this amazing space serves as a relaxing retreat for you to recharge after adventure filled days hiking, biking, paddling, fishing and skiing. Our pet-free home features all new furnishings and modern comforts, including a barrel sauna. The neighborhood includes private hiking/X-Country skiing trails, open space with a lake, and Ausable River access.

Winter Wonderland w/ hot tub perfect for couples
Plan a peaceful stay for up to 5 people in this cozy, well-appointed cabin with lake access that marries rustic charm with modern amenities. This is a vintage Adirondack retreat with access to a quiet and private lake perfect for swimming, paddling and fishing. We have loons and a resident bald eagle. A local winery and brewery are so close by too! Ausable Chasm is fun family-friendly attraction just down the road.

Modern Tiny House
Charming oasis in the quaint Village of AuSable Forks centrally located 30 mins either to Lake Placid or Plattsburgh NY. Located 20 mins from Whiteface Mountain/15 mins to AuSable Chasm. Walking distance to town including deli, pizza place, grocery store, local pub and of course fishing on the AuSable River. Short drive to tons of hiking, boating, mountain biking and skiing and all that the Adirondacks has to offer.
Popular amenities for Chesterfield holiday rentals
Other great holiday rentals in Chesterfield

Lake Champlain-ADK Mountains, Winter Specials!

Historic Edge of the River, Adirondacks

Best ski experience! Near Whiteface/Lake Placid

Adorable 1-Bedroom Suite in the country

Willsboro Point Waterfront Retreat

Magical Augur Lake Retreat-Great for Large Groups!

Modern House on Lake Champlain

Stunning Lakefront Paradise
Frequently Asked Questions
What are the most popular amenities for Cabin Rentals in Chesterfield?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in cottage rentals in Chesterfield?
Experience the best of Chesterfield with our cottage rentals, starting at about $220 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cabin rentals in Chesterfield have wifi?
Absolutely! We offer over 10 cabin rentals with wifi in Chesterfield. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Chesterfield?
Four-legged friends are welcome in Chesterfield. Choose from more than 40 vacation rentals for guests traveling with pets.
Do house rentals in Chesterfield have free parking?
Absolutely! We offer over 40 house rentals with free parking in Chesterfield. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Chesterfield?
Yes! Work meets play with ease at over 30 vacation rentals in Chesterfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Chesterfield?
Chesterfield has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Chesterfield have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Chesterfield. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Chesterfield

Total holiday rentals
Explore 90 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 4,890 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
80 of Chesterfield holiday rentals include wifi access

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

4.9 Average rating
Chesterfield stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Chesterfield
- Rentals with lake access Chesterfield
- Rentals with a firepit Chesterfield
- Waterfront rentals Chesterfield
- Pet-friendly rentals Chesterfield
- Rentals with outdoor seating Chesterfield
- House rentals Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Rentals with a patio Chesterfield
- Rentals with beach access Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Sugarbush Resort
- Parc Safari
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Autumn Mountain Winery
- Country Club of Vermont
- Burlington Country Club
- Ethan Allen Homestead Museum
- ECHO, Leahy Center for Lake Champlain
- Vermont National Country Club
- Lincoln Peak Vineyard
- Titus Mountain Family Ski Center
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Boyden Valley Winery & Spirits
- North Branch Vineyards




