
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 $255 NZD per night before taxes and fees

Verified guest reviews
Over 250 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

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

4.9 Average rating
Chesterfield stays are highly rated by guests—averaging 4.9 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.

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!
ViewNearbyCleanliness

Boulder House - Extraordinary Luxury in the Woods!
From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.
Outdoor spacesNearbyLaundry

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)
NearbyOutdoor spacesWi-Fi

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.
ViewOutdoor spacesCleanliness

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
ViewNearbyHospitality

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.
ViewOutdoor spacesHeating

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
NearbyViewFamily

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.
NearbyViewWalkability

Cozy Vermont Antique Sugar House with Fireplace
Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.
Outdoor spacesViewAccuracy

Swiss Chalet Family Retreat!
Welcome to our family's Swiss style chalet! Inspired by trips to Davos, Switzerland, my grandparents built the chalet in the 1950s to be a family playhouse and gathering spot for their 6 children. It's kind of magical. Today, our large extended family still enjoys holiday celebrations here every year. Our kids love exploring the woodland trails and swimming in Center Pond. We hope you love it as much as we do! Note: the building also has two apartments on the first floor.
NearbyOutdoor spacesCheckout

The House of Pi
WE now pay your 15.5% Guest Service fee!!! Welcome to The House of Pi π aka Lakefront Loft. One of a kind custom built 34 foot high raised container home overlooking a beautiful southern VT lake with direct lakefront property with your own private dock and Kayaks. Our spacious home custom designed and built with 8 shipping containers boasts every amenity you want. 3 master bedrooms designed with amazing panoramic views. Hot Tub and Custom Cedar Sauna!
NearbyOutdoor spacesCondition

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 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.
ViewOutdoor spacesWalkability
Popular amenities for Chesterfield lake access rentals
Lake access house rentals

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

The Grafton Chateau
ViewNearbyDecor

Newer Home on quiet 200 acre lake - sleeps 6
Outdoor spacesViewAmenities

Lakefront Home - Ski Okemo, Killington and More!
ViewNearbyTV

Big Post and Beam Lake House
NearbyViewCheckout

Wachusett Mountain Get-Away
Outdoor spacesNearbyCondition

Vermont lake house near Mt. Snow-fab 360 views!
ViewNearbyEV charging

Cozy New England Getaway | Minutes to Monadnock
ViewOutdoor spacesBathroom
Lake access apartment rentals

The MoCA-Cabana: 2 bd + Sauna
ViewNearbyLocation

Globetrotter Retreat too - Minutes to the Mountain
NearbyViewKitchen

Beautiful 2 Bedrooms in Mountains w/ full kitchen
NearbyOutdoor spacesAccess

Rustic Barn King Apt. at Deepwell Farm (2nd Floor)
Outdoor spacesViewWi-Fi

A Beautiful Secret Den - with a private hot tub!
NearbyOutdoor spacesCheckout

2 BR pets ok, amazing view, swimming hole
NearbyViewWi-Fi

Luxury 2 Bedroom 202B
NearbySkiingValue

Lakeside Getaway
ViewOutdoor spacesAccess
Lake access cottage rentals

Waterfront Retreat on Chalk Pond
Outdoor spacesNearbyHeating

The Lake Cottage: A Sweetwater Stay
NearbyViewAccess

Lake Wyola House Shutesbury Massachusetts
NearbyViewSleep quality

Historical, Equestrian Oronacah cottage rental
Outdoor spacesNearbyAccuracy

Seasonal lake side cottage
NearbyViewIndoor spaces

Large Private Lake House
ViewOutdoor spacesPets

Cozy Cottage in the Berkshires
Outdoor spacesNearbyWi-Fi

"Trails End" Lakeside Cottage in Small Town USA
NearbyOutdoor spacesWi-Fi
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Hildene, The Lincoln Family Home
- Mount Monadnock
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Mount Greylock
- Mount Holyoke College
- Camp Plymouth State Park
- Jamaica State Park
- Bridge of Flowers
- Crotched Mountain Ski and Ride
- Magic Wings Butterfly Conservatory and Gardens
- Club Wyndham Bentley Brook
- Look Memorial Park





