
Waterfront holiday rentals in Cheshire County
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Cheshire County
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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.
RiverViewAmenities

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.
BeachViewKitchen

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
ViewRiverLaundry

Newer Home on quiet 200 acre lake - sleeps 6
Less than an hour from Manchester, Concord & Keene, this new home offers relaxation & year-round adventure. This lakefront property has a dock, with kayaks & paddleboards. You could also walk down the paved road to the neighborhood beach & swim platform. About 30 minutes to Pats Peak, Sunapee, or Crotched Mtn ski resorts. Beds for 6, 2 full baths, W/D, fully equipped kitchen, open living space, gas fireplace, water views, gas grill, parking, firepit, internet. We do not allow pets or smoking.
ViewBeachLaundry

Sunapee area lakeside cottages trio on Sand Pond
Three cottages, each with lake view and shared dock, on pristine, quiet Sand Pond are perfect for a family gathering. Three cottages for one rental, offering privacy and indoor and outdoor space for being together. The main cottage sleeps four, has a full kitchen and a screened-in porch; the two studio cottages have kitchenettes and sleep two. It is not ideal for very young children or those who have difficulty walking up and down hill on uneven ground. 8.5% NH Meals & Rental tax applies.
ViewParkingLayout

~Luxury Tiny Cabin~
Enjoy an intimate weekend escape in our 400 sq ft Tiny Cabin, located in Southern Vermont! This Home overlooks gorgeous hardwoods and seasonal foliage. Listen to the sound of the brook bustling by while nestled on the spacious front porch, sipping a hot cup of coffee or cocoa! 'Tis the season for glamping and our luxury tiny home experience is just what the doctor ordered! Make sure to cross this off your bucket list; about 45 minutes from Mts Okemo and Killington, 5 minutes from local stores!
RiverViewHeating

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
ViewBathroomOutdoor spaces

Cozy Cottage Loft and Retreat
Our peaceful Vermont cottage is a perfect place to enjoy life, relax and rejuvenate! Enjoy this sweet getaway with hardwood floors, fast wifi, a fully equipped kitchen, a quiet sleeping loft with a queen size bed, gorgeous natural light, large copper tub and shower, views of surrounding hills, trees, pond, gardens, your own private entrance and a sweet little trail from right the cottage along Putney Brook. The cozy cottage is a fully separate and private house on our beautiful property.
ViewWalkabilitySleep quality

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.
ViewHospitalityParking

Milling about in history!
Stay for a few nights in the historic Goodell Handle Shop. Relax in the comfort and unique character of this 1851 brick mill building originally part of the Goodell Mills. Two large bedrooms and a cozy room with pullout couch provide you with welcome rest after a day spent in the beautiful Monadnock region. Freshly renovated, the space offers an excellent location walkable to many of Antrim’s quaint amenities like Edmund’s Hardware, Tuttle Library, and Rick and Diane’s restaurant.
RiverHospitalityAmenities

Lake house getaway
Relax and unwind with the whole family at this peaceful location. There's room for everyone at this multi-level, year round lake house on the scenic Highland Lake. Launch your boat in the south end of the lake and tie it up right outside the house and enjoy all the fishing, tubing and cruising around this beautiful area. Pick blueberries at the house or hike nearby Pitcher Mountain for more! Bring your snow shoes or your cross country skis end enjoy this seven mile long lake!
ViewBeachBarbecue

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.
ViewConditionIndoor spaces
Popular amenities for Cheshire County waterfront rentals
Waterfront apartment accommodation

Welcome to the Kilburn House!
HospitalityCleanlinessWalkability

Private 1st Floor Apartment/ Secluded Paradise
RiverViewQuiet

Swiss Chalet Family Retreat!
ViewAmenitiesTV

On the Water at North Bridge Cove, Patio and Sauna
RiverViewCheck-in
Waterfront house rentals

The Boat House on Granite Lake
ViewAmenitiesComfort

Wake Up on the Water | Private Beach & Dock
ViewBeachFamily

Rustic Charm in Stoddard – Lakeside Escape
ViewAccuracyIndoor spaces

Modern Lakefront Home
ConditionFamilySleep quality

The River House
ViewRiverBackyard

Lakefront Home | Near Monadnock
ViewAmenitiesFamily

Harrisville Lake House - A Tranquil Get-Away
ViewBeachWalkability

Divol Pond Cabin
ViewDecorAmenities
Other waterfront holiday rentals

Waterfront Cottage on Granite Lake near Keene, NH
ViewBeachWalkability

Lakeside Retreat 4BR/2BA- 2hrs from Boston
ViewBeachFamily

Highland Lake Waterfront Cabin
BeachViewIndoor spaces

Chapman Pond Bell Tent
ViewLocationWalkability

Lake Front Campsite 🏕
BeachViewOutdoor spaces

Heron Cove Cottage: A Sweetwater Stay
BeachViewHeating

The Boathouse - A rustic and cozy lakeside cottage
ViewBarbecueBiking

Cabin & Sauna on Lake Monomonac
ViewShared spacesIndoor spaces
Destinations to explore
- Rentals with a kayak Cheshire County
- Apartment rentals Cheshire County
- Rentals with a hot tub Cheshire County
- House rentals Cheshire County
- Family-friendly rentals Cheshire County
- Farmstay rentals Cheshire County
- Pet-friendly rentals Cheshire County
- Beachfront rentals Cheshire County
- Rentals with lake access Cheshire County
- Guesthouse rentals Cheshire County
- Private suite rentals Cheshire County
- Rentals with pools Cheshire County
- Rentals with breakfast Cheshire County
- Tiny house rentals Cheshire County
- Waterfront rentals New Hampshire
- Waterfront rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Snhu Arena
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Bear Brook State Park
- Mount Monadnock
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Mount Holyoke College
- Camp Plymouth State Park
- Quechee Gorge
- Jamaica State Park
- Bridge of Flowers
- Crotched Mountain Ski and Ride
- Magic Wings Butterfly Conservatory and Gardens




