
Holiday rentals with lake access in Chesterfield
Find and book unique lake access rentals on Airbnb
Quick stats about holiday rentals with lake access in Chesterfield

Total holiday rentals
Explore 20 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $194 NZD per night before taxes and fees

Verified guest reviews
Over 230 verified reviews to help you choose

Wi-Fi availability
20 of Chesterfield holiday rentals include Wi-Fi access

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

5 Average rating
Chesterfield stays are highly rated by guests—averaging 5 out of 5!
Top-Rated Accommodation with Lake Access in Chesterfield
Guests agree: These options for accommodation with lake access are highly rated for location, cleanliness and more.

Lovers Honey Pond Treehouse with hot tub & sauna
Guest Favorite VERY romantic abode…The Honey Pond Treehouse is made for you and yours! It’s constructed of all natural materials, has breathtaking views, and is outfitted with absolutely everything you need! Lifted high over a stocked trout pond way up in the birch trees…Enjoy private hot tubbing, sauna time, swimming & hammock time. Skylight was designed for stargazing in bed!! Just minutes to the slopes or enjoy our own groomed trails for Xcountry & snowshoes & nature walks!! High speed WiFi 🐣

Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Cozy Comfort on 250 Acre Private Estate
If you’re looking for serenity, peace and quiet, you've found it, amidst a 250 acre private estate. On a lake at the end of a mile long driveway (well plowed in the winter) Is Snowshoe Cabin. Built in 1929 as the garage for "Lakefalls Lodge, it's been completed renovated into a luxurious, cozy home with modern amenities. Guests rave about "views of the snowy pond while you’re warm inside" from heated floors and a wood burning stove with free firewood. Spikes provided for wonderful winter walks.

Spacious Loft with View
Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

Cozy and Romantic Granite Lake Cottage Getaway
Welcome to "Corgi Cottage" ~ your private peaceful getaway to pristine Granite Lake. Enjoy sunrise over the lake from the deck and sunset over the backyard barn. In between, spend the day on the lake in your private sandy cove with dock, fishing, hiking or relaxing. Three mile lake road for walking or biking. The area offers many hiking trails and Mt. Monadnock only 30 minutes away. Small convenience store offers basic amenities while Keene’s many shops and restaurants are only 15 minutes away.

Chalet Sonsie: A Sweetwater Stay
Chalet Sonsie is a freshly-renovated waterfront getaway, where you can enjoy breathtaking views of Forest Lake year-round, from every room and all 3 levels of decks! Whether you're traveling with the kids, friends, or just looking for a quiet fishing retreat, there's something here for everyone. This cozy 2-bedroom home features 2 full kitchens, 1.5 baths, expansive fireplace and TV, plus a game room complete with foosball and mini-arcade! Book today, or check out other Sweetwater Stays! -Patti

Carriage Barn - Marlboro
Our place is within easy reach of Mt Snow, Carinthia, Marlboro Music Festival, and the super sweet town of Brattleboro. The 2-level apartment is entirely private and self-contained. Bonus offerings include an abundance of fresh country air and proximity to miles of woods trails. It's ideal for couples, solo travelers, and it's pet-friendly too. A short walk through the woods brings you to a spring-fed lake that is quiet and pristine. Winter, spring, summer, fall. Each season has its own magic.

The little house on Mirror Pond
Escape to our fully renovated tiny pond house on the serene Mirror Pond. Perfect for up to 4 guests, enjoy swimming, kayaking, or floating on tubes. Unwind by the fire pit, barbecue on the deck, or cozy up by the fireplace (our apologize but it is currently not working) with board games on cooler days. With great WiFi, it’s also ideal for a peaceful work retreat. Whether you're here to relax, or get some work done, this tranquil hideaway offers the perfect blend of adventure and relaxation.

Sugar River Treehouse
Welcome to Sugar River Treehouse! If you’re looking for serenity, peace and quiet, in the most unique, breathtaking, beautiful setting, you have found it. On top of the trees, overlooking the Sugar River in the quaint town of Newport, NH you will find plenty of year round activities including swimming, floating, fishing on the beautiful, clear Sugar River, right outside the back door. You will find the treehouse sits up in between 2 beautiful northern hemlocks and is fully equipped inside.

Direct Waterfront A-Frame, Close to 3 Ski Areas!
My direct waterfront, year-round A-Frame cabin is 30 min to Mount Sunapee, 20 min to Crotched, and 15 min to Pat's Peak! It’s located on a small 32-acre pond near Franklin Pierce Lake with over 100 feet of waterfront. There is a 6 foot main dock to load kayaks, and a small fishing dock off to the side. The fishing on our pond gets rave reviews! The property sits on 1/3 of an acre, on a sloped hill. It's located between Keene and Concord, and nearby many great hiking and snowmobile trails

Mid-mod VT Dream Chalet near skiing, lake & forest
Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

Willow Falls Home ~Hot tub & Waterfront
Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.
Popular amenities for Chesterfield lake access rentals
Lake access house rentals

Beautiful Home near the sand at Spofford Lake!

Modern 3-bedroom A-frame in Londonderry w/ Pond

Large Home in Peaceful Historical Village

Lakefront, view of ski mtn, firepit, kayaks, dock

The Grafton Chateau

Private Waterfront • Views, Hot Tub, King Bed

Newer Home on quiet 200 acre lake - sleeps 6

Vermont lake house near Mt. Snow-fab 360 views!
Lake access apartment rentals

Beautiful lake side getaway, quiet.

Luxury 2 Bedroom 202B

Beautiful 2 Bedrooms in Mountains w/ full kitchen

Lakefront Orange Vacation Rental - Pet Friendly!

Sunny Apartment with Goats

Globetrotter Retreat - Minutes to the Mountain

Luxury Condo*3BD3BA*Walk/Shuttle to lift

Paradise on the pond
Lake access cottage rentals

The Lake Cottage: A Sweetwater Stay

"Trails End" Lakeside Cottage in Small Town USA

Waterfront Retreat on Chalk Pond

Cozy Cottage in the Berkshires

Country Cottage

Lake Wyola House Shutesbury Massachusetts

Sunapee area lakeside cottages trio on Sand Pond

Love the outdoors? This is the place for you!
Destinations to explore
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- Rentals with a patio Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Rentals with outdoor seating Chesterfield
- Pet-friendly rentals Chesterfield
- Rentals with a fire pit Chesterfield
- Family-friendly rentals Chesterfield
- Waterfront rentals Chesterfield
- Rentals with lake access Cheshire County
- Rentals with lake access New Hampshire
- Rentals with lake access United States
- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Mount Sunapee Resort
- Mount Monadnock
- Smith College
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Mount Holyoke College
- Camp Plymouth State Park
- Mount Greylock
- The Montague Bookmill
- Jamaica State Park
- Crotched Mountain Ski and Ride
- Bridge of Flowers





