Vacation rentals with outdoor seating in Cheshire County

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Top-rated outdoor seating rentals in Cheshire County

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Putney

4.89 out of 5 average rating, 183 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)

Guest favorite

Guest suite in Winchester

4.97 out of 5 average rating, 143 reviews

Suite 1 - Stay at a craft brewery - Winchester NH

Rent our one-bedroom private suite at The Outlaw Brewing Company. Onsite taproom to sample our small batch craft beer, hard cider, hard seltzer, and NEW craft cocktails! Several brews are only available here! Dog-friendly space. Pet dishes, toys, treats and even a crate can be provided if needed. You just bring your four-legged friend/s and their food over for a fun getaway at a unique location. Two-night minimum stay, no security deposit, no extra people charge, no additional cleaning fee.

Guest favorite

Home in Antrim

5 out of 5 average rating, 120 reviews

Private Hot Tub Suite

Newly renovated 2 bed/1 bath fully stocked with all necessitates for long or short stay, tons of appliances & Large bathroom. Close by to beaches, hiking trails & ski resorts 1 mile from Gregg Lake Beach Professionally cleaned ALL YEAR PRIVATE HOT TUB & Game Room Hammock, Ping pong/mini pool table, cornhole, etc High speed WiFi XBox Series S 2 KING PURPLE mattresses 2 sleeper couches 1 king air mattress 55" Amazon Fire TV in Living Room Roku TV in Bedroom Electric Heating/cooling in each room

Guest favorite

Apartment in Dublin

4.97 out of 5 average rating, 220 reviews

Private Dublin apartment nestled in the woods

Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.

Guest favorite

Cabin in Stoddard

4.97 out of 5 average rating, 153 reviews

Secluded Renovated Retreat Surrounded by Nature

Get away from it all in a secluded, yet modern cabin, which guests have loved for its "silence and beauty" and called "peaceful" and "serene". Located on the Lakefalls Estate, which maintains the roads, Mended Oar features heated floors throughout, a well-furnished kitchen with quality appliances and equipment, and luxurious linens. Hike the many trails outside the door on the snowshoes you'll find, then come inside to enjoy the wood burning fireplace (wood provided) and play a board game.

Superhost

Home in Chesterfield

4.91 out of 5 average rating, 106 reviews

Governer's Brook Camp - 2 Bedroom

Renovated camp, 800 sq ft, betweeen Brattleboro VT & Lake Spofford NH. Hiking trails start at the backyard. It’s 15 minutes to Brattleboro, 5 minutes to the boat ramp on the Connecticut River, 15 minutes to Lake Spofford, and 50 minutes to Mt. Snow. Across the road is a (seasonal) tumbling waterfall and gorge called “the Devils Den”. The backyard leads to woodlands with miles of trails. Enjoy a relaxing evening by the firepit overlooking the brook. Or outdoor cooking on a propane grill.

Guest favorite

Cabin in Rindge

4.98 out of 5 average rating, 125 reviews

Lakeside Log Cabin near Mt Monadnock

Welcome to Cabin at the Cove! This spacious 4-bedroom 2-bathroom log cabin sleeps 10 + up to 2 dogs. The cabin offers rustic charm with modern amenities and is located just a 3-min drive to a community beach on Lake Contoocook! Vacation on a picturesque lake, hike to leaf peep from the top of beautiful Mount Monadnock, cross-country ski, or curl up with a book by the fire – there is something for everyone year-round. While only 90 minutes from Boston, it feels like a true nature escape.

Guest favorite

Treehouse in Putney

5 out of 5 average rating, 106 reviews

Treehouse Haven in Putney-All Seasons

Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting toilet ☽ Tea & local coffee ☽ Hot outdoor shower ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Visit for romance, time with the family, a retreat from the business of life, or even a remote work sanctuary.

Superhost

Home in Antrim

4.82 out of 5 average rating, 119 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

Tiny home in Putney

4.98 out of 5 average rating, 450 reviews

Vermont Retreat Yurt- Romantic 4 Season Glamping

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 ☽ Well appointed, deeply comfortable a ☽ 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 ☽ Outdoor tub available in spring and summer!

Guest favorite

Barn in Hancock

4.94 out of 5 average rating, 124 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.

Guest favorite

Cabin in Rindge

4.93 out of 5 average rating, 107 reviews

Beautiful Lakefront Log Cabin

Welcome to our beautiful waterfront log cabin on Crowcroft Pond, In Rindge, NH. This property features all of the things you need for an outdoor adventure! Fish, kayak, canoe, or build a campfire! Also, nearby we have the Cathedral of the Pines, Mount Monadnock, trails and state parks. After a full day of fun, there's no better way to relax, then to lay on the hammock and take-in the amazing scenery.