Pet-friendly vacation rentals in Cheshire County

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Top-rated pet-friendly home rentals in Cheshire County

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Guest favorite

An open concept living space features four arched windows that allow ample natural light. Wooden floors complement the revealed post and beam construction. A wooden dining table is centrally placed, with a cozy seating area in a corner, creating a relaxed environment.

Home in Putney

4.88 out of 5 average rating, 204 reviews

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)

Top guest favorite

A serene landscape showcases a view of Mt. Monadnock in the distance, surrounded by a lush tapestry of trees displaying varying shades of green. The foreground features an open grassy area bordered by a rustic fence, contributing to the sense of tranquility.

Apartment in Peterborough

4.92 out of 5 average rating, 189 reviews

Private Apartment with a Mt. view

*We may make special exceptions for a dog. $30.00 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.

Superhost

The view showcases a rustic cottage nestled among trees along the lake. A wooden dock extends from the rocky shoreline, featuring a ladder for easy water access. The cabin's light yellow exterior complements the natural surroundings, providing a serene escape by the water.

Cottage in Marlow

4.89 out of 5 average rating, 100 reviews

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.

Top 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

4.93 out of 5 average rating, 113 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.

Superhost

A spacious home nestled in a serene natural setting, surrounded by lush greenery. The property features a wooden exterior and a stone chimney, with a gravel driveway leading to the house. Scenic mountains can be faintly seen in the background beneath a partly cloudy sky.

Home in Antrim

4.8 out of 5 average rating, 126 reviews

Quiet House in the Woods

Relax with the whole family at this peaceful place to stay. - Gregg Lake 5 mins away (Swim, Volleyball, Swings, Boat Docks) - Great hiking trails (Monadnock & Miller State Park) - Ski in the winter (Crotched Mountain 20 mins away, Pats Peak 30 mins away) - Small town: Mom & Pop shops/restaurants, Antique stores - 2 Decks: Out door dining & sitting areas This is not an investment property, this is my home. Please be respectful of the property. Thank you! Hope you enjoy your stay!

Guest favorite

The kitchen area features modern black appliances, including a stove and refrigerator. A contrasting white backsplash adds brightness. In the background, a dining area with a large table and red chairs is visible, accompanied by contemporary wall art that enhances the eclectic style.

Apartment in Keene

4.94 out of 5 average rating, 219 reviews

The Carriage House Loft: Seasonal Stays

Welcome to The Phineas Handerson House, originally built in 1827 by the “the happiest man in town” Able Wilder. Modern eclectic two-bedroom(no door on loft bedroom) apartment, just one block from Central Square in Downtown Keene. Featuring newly remodeled kitchen, fitted with electric range and microwave. Other tenants occupy part of the building, but guests have a private entrance and off-street parking behind the building. Comfortable for up to four guests. Pet friendly!

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, 106 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

A quaint bedroom features two twin beds adorned with patterned quilts, showcasing rustic designs. A small nightstand with a lamp is placed between the beds, adding a touch of warmth. Natural light filters through a lace-curtained window, creating a cozy atmosphere.

Barn in Hancock

4.94 out of 5 average rating, 129 reviews

4 Bedroom Rustic Home for Special Gatherings

Rustic converted barn 4 bedrooms, big kitchen, dining, living room, 2 level deck, fire pit. Family/friends gatherings are welcome! Big field for dogs & kids to play. Sleeps 8. Good for playing acoustic music, board games, heart to heart conversations and deep sleep. Hancock Harris Center, Norway Pond, Hornberg Brewery, Fiddleheads. Nearby restaurants, art, live music, yoga, fancy shops, swimming, biking, skiing. Location not really suited for loud late night parties.

Top guest favorite

A bright corner features a small white table flanked by two chairs, positioned beneath a large arched window. The window showcases vibrant autumn foliage in shades of orange and yellow, while soft curtains frame the scene, allowing natural light to fill the space.

Guest suite in Fitzwilliam

4.98 out of 5 average rating, 184 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

A yurt is surrounded by nature, featuring a wooden deck with two Adirondack chairs. A storage shed with a sloped roof is adjacent. The landscape includes fields and trees, with a sunset sky casting soft colors above.

Tiny home in Putney

4.97 out of 5 average rating, 461 reviews

Vermont Retreat Yurt-Romantic Glamping, Hot Tub

A romantic, private and fully-equipped four-season yurt, located on a peaceful six-acre farm with amazing views of nature. ☽ Featured in Forbes and many other publications ☽ Outdoor bathtub, woodfired (late spring - early fall) ☽ Beautiful design; thoughtful lighting; very romantic ☽ 40 minutes to Mt Snow and other southern Vt ski areas ☽ Local's Area Guide with all our favorite things ☽ Scrupulously clean using unscented products

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

4.89 out of 5 average rating, 103 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 spacious studio is depicted, featuring a cozy seating area with a blue couch and a patterned loveseat. A large wooden dining table is positioned nearby. The room is accented by vibrant artwork and is illuminated by natural light from two windows, complementing the warm wood flooring.

Apartment in Town of Rockingham

4.95 out of 5 average rating, 271 reviews

Stunning Studio in historic Downtown Bellows Falls

Beautifully curated and spacious studio located in historic downtown Bellows Falls, VT. Come to escape the hustle and bustle of a big city without giving up metropolitan amenities. With a great location, you can walk to the train station, local bars and restaurants, shops, movie theater, etc. From the studio, you are a short distance drive to many outdoor activities that Vermont has to offer such as hiking, kayaking, mountain biking, etc.