Pet-friendly vacation rentals in Cheshire County

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Top-rated pet-friendly home rentals in Cheshire County

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Top guest favorite
An outdoor tub is situated on a wooden deck, surrounded by vibrant autumn foliage. A red faucet provides a natural flow of water, while a small bowl of floating objects rests nearby. In the background, a glimpse of a serene lake can be seen through the trees.
Cabin in Stoddard
4.98 out of 5 average rating, 128 reviews

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.

Guest favorite
A wooden deck overlooks a serene lake, featuring a round glass table with a central umbrella. A charcoal grill is positioned nearby, surrounded by trees that enhance the natural setting.
Chalet in Winchester
4.86 out of 5 average rating, 146 reviews

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

Top guest favorite
Apartment in Peterborough
4.93 out of 5 average rating, 202 reviews

Private Apartment with a Mt. view

*We may make special exceptions for a dog. $50.00 fee per night. *The water from our well is excellent Comfortable, private apartment in a Mid-Century Modern house with stunning views of Mt. Monadnock and farm. 1 Bedroom with Queen Bed w/AC sleeps 2. NOTE: $50 fee for each bed after main bed. Fully equipped Kitchenette, Huge bathroom & Living room -Queen Hide-a-bed sleeps 2. NOTE: We have internet TV, but no cable. So please remember to bring your sign in information for Netflix and Amazon.

Guest favorite
A cozy log cabin is nestled in the woods, featuring a welcoming front porch. Surrounding a circular fire pit made of bricks, four red Adirondack chairs are positioned on a gravel area, offering a perfect spot for evening gatherings.
Cabin in Stoddard
4.91 out of 5 average rating, 137 reviews

Rocky Ledge at Highland Lake: Cozy 3BR Log Cabin

Nestled within the woods of Stoddard, NH, Rocky Ledge is a peaceful year-round family retreat. Our cozy log cabin has 3 bedrooms, 2 bathrooms, and a lower-level den perfect for family time. Enjoy outdoor dining on the large 3-sided deck, and cap off your days with s'mores sessions at the fire pit! Boating, hiking, swimming, and skiing are minutes away. Or, get cozy indoors and enjoy movies, puzzles, and games. Rocky Ledge is pet-friendly! We welcome up to two dogs with a flat $50 pet fee.

Guest favorite
A Colonial home is positioned on a green lawn, showcasing a charming brick façade and a classic porch. Large trees provide shade, while an American flag is displayed proudly by the door. Nearby, a design studio is visible, highlighting the spacious front yard.
Home in Keene
4.93 out of 5 average rating, 229 reviews

The Brick House on Washington Street

Three guest bedrooms in a Colonial home on Washington Street make a great launchpad for visitors to Keene. From here, it's a pleasant walk or drive to Downtown restaurants, the theatre and shops. The Sterling family has owned this pretty place since 1982 and a design studio operates in the barn portion of the space. The open living room with TV and original fireplace adjoin a "tea room" with a bright bay window. Family chef-approved, guests are welcome to use the spacious kitchen.

Guest favorite
A wooden porch features two comfortable chairs situated on a spacious, weathered deck. Surrounding foliage showcases vibrant autumn colors, creating a serene outdoor setting. The sturdy log columns and railings enhance the rustic charm of the cabin while offering a relaxing open-air retreat.
Cabin in Washington
4.94 out of 5 average rating, 130 reviews

Beautiful Log Cabin on Highland Lake

Take it easy at this unique and tranquil getaway. A gorgeous log cabin nestled right on Highland Lake in Washington, NH. An outdoor lovers paradise that welcomes you any season. Nearby Mount Sunapee, Mount Manodnock, Crotched Mountain, Pillsbury State Park and Pats Peak. fall foliage, fire pit, grilling, ATV trails ice fishing, nearby skiing, snowmobile trails boating, kayaking, swimming, fishing Get the full New England experience at this incredible lakeside location!

Top guest favorite
Guest suite in Fitzwilliam
4.97 out of 5 average rating, 213 reviews

The Great Room in Historic Fitzwilliam

Come relax in the great room! Large space with full bathroom, beautiful picture windows, spacious closet, and use of deck included. Deck includes a cozy fire pit table, gas grill, and a nice view of the beaver pond, great for bird watching! Please don't hesitate to reach out if you are traveling with children and/or pets, we are often able to accommodate on a case by case basis. Please note stairs are required for entry via the deck entrance.

Guest favorite
The exterior of a two-story wooden home is shown, surrounded by a lush green lawn. A large tree provides shade, while the blue sky features scattered clouds. A relaxed seating area is visible on the grass, enhancing the scenic countryside setting.
Home in Putney
4.9 out of 5 average rating, 110 reviews

Peaceful Beautiful Mountain Home Spectacular Views

15 Spectacular Acres! Plenty of room for the entire family or great for a couples getaway. This home has everything you need. There are brand new mattresses, quilts, linens, towels, cookware, plates and utensils for your comfort. The beautiful mountain views are seen from just about every room. There is a wood burning fireplace, 4 bedrooms and 2 full bathrooms. Both levels have 3 season porches to enjoy the views, coffee, reading or a meal.

Guest favorite
A bright living space features a comfortable sofa, a modern electric fireplace, and a television mounted on the wall. Natural light filters through the room, complemented by houseplants and a decorative bowl on a wooden coffee table. The open layout connects to an adjoining area.
Apartment in Peterborough
4.92 out of 5 average rating, 100 reviews

Cute, Quiet, Art-Filled Apt.

This above-garage apartment is cozy and comfortable. Perfect getaway! Just 1.5 miles from Peterborough in the beautiful Monadnock region this gem has easy access to trails (backyard) and lakes. Quality linens, tasteful decor, great coffee and a spot to stash all your gear in the breezeway. Guests share main entrance with owners (but separate dwelling) who respect your privacy. Apartment access thru narrow stairs off breezeway.

Guest favorite
An inviting living space features rustic wooden floors and exposed beams. A comfortable brown couch is positioned nearby a small green cabinet. Large windows offer views of the surrounding landscape, while a staircase leads to the upper level. A simple wooden desk completes the area.
Cabin in Putney
4.91 out of 5 average rating, 185 reviews

Cabin getaway in Southern Vermont

Let us share our little piece of Vermont with you! Located off a dirt road, tucked into a corner of our working homestead, you'll find a space to relax, unwind, and reconnect. This cabin has everything you need for a private and comfortable escape.  Downstairs you’ll find a comfortable leather couch, small kitchen, & bathroom with vanity & shower.  The bedroom (located upstairs) has a queen sized bed. All linens provided.

Top guest favorite
A bright living area is filled with natural light from large wooden windows framed by greenery outside. A cozy couch is adorned with decorative cushions. A round coffee table features a candle and a vase of sunflowers, inviting relaxation in a serene setting.
Cabin in Putney
4.98 out of 5 average rating, 442 reviews

Vermont Retreat Cabin, Romantic, Nature Immersion

A romantic and private getaway on a peaceful six-acre farm with views of fields and forest. ☽ Featured in STAY; Gorgeous Cabins of the East Coast ☽ Elevated design; thoughtful lighting; deeply romantic ☽ Quiet & private; star-studded skies ☽ Woodstove, deck, reading nook, firepit ☽ Local's Area Guide with our favorite spots ☽ Strong wifi, no TV ☽ Scrupulously clean using unscented products

Guest favorite
A bedroom features green walls, with large windows dressed in light curtains allowing natural light to filter through. A wooden bed with white bedding is positioned near a yellow dresser. Two comfortable armchairs are provided, complemented by a floor lamp for additional lighting.
Apartment in Town of Rockingham
4.84 out of 5 average rating, 205 reviews

Apartment on Main Street

One bedroom apartment with kitchenette (mini-fridge, coffee maker, microwave, dishes etc.), full bathroom with laundry, and open living space. I am an English teacher, so there are lots of books! Apartment is located in the Village of Saxtons River- within easy walking distance from the Market, Vermont Academy, our new Park, and Main Street Arts.

Popular amenities for Cheshire County pet-friendly home rentals