Vacation rentals with a pool in Cheshire County

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*Amazing Mountain Views* log cabin w/ pool+firepit

Escape to Sunset Cabin at Mountain Ledge, with breathtaking mountain views from almost every part of this stunning cabin! Perfect for couples, families & groups alike, this spectacular log home comfortably accommodates up to 10 guests, featuring cathedral ceilings, 3 bedrooms, 2 bath, 2 living rooms, beautiful kitchen, laundry, hot tub, pool, firepit, propane grill & multiple walkouts to covered gated wrap-around porch, w/ incredible mountain views! *Gorgeous* western sunset views each night!

Amazing Lakefront Home with Pool- Tatum's Place

Bring the whole family to this great place for fun. Escape to our stunning waterfront property on Lake Monomonac! With 200 ft of lake frontage, a sandy beach, private boat docks, pool, it's the perfect year-round getaway. Enjoy spacious living with 5 bedrooms,4 baths, and TWO kitchens, Infrared SAUNA. Summer fun includes boating, swimming. In the winter, snowmobiling + skiing. Close to many amenities makes it ideal for families. Book now for unforgettable memories at our paradise by the lake!

Farmhouse at Sweet Tree Farm

Nestled in Dummerston, this farmhouse offers guests a tranquil retreat with four bedrooms, including a king, queen, twin, and a fun bunk bed. Three bathrooms provide plenty of space to refresh, featuring a jacuzzi tub and double shower in the primary suite. The kitchen is stunning with a 10’ island and Wolf range. The 12’ dining table is perfect for family gatherings with plenty of room. Cool off in the heated salt water pool. This perfect farmhouse invites you to unwind and recharge.

TOWNHOUSE CONDO LOCATED IN BEAUTIFUL KEENE, NH

KEENE IS A SMALL STATE COLLEGE CITY 35K POPULATION BEAUTIFUL DOWNTOWN WITH SHOPS RESTAURANTS STORES THE TOWNHOUSE CONDOMINIUM LOCATED IN KEENE , NH BEAUTIFUL LOCATION WALKING DISTANCE TO FARMERS MARKET, GOLF COURSE, BANK, GAS STATION/ 24 HR STORE, RIVER HIKING TRAILS AND MIDDLE SCHOOL. 10 TO 20 MINUTE DRIVE TO DOWNTOWN KEENE, KEENE STATE COLLEGE, SURRY LAKE, STARBUCKS, SUPERMARKETS AND SHOPPING IN DOWNTOWN, HOME DEPOT SKI RESORT IN TEMPLE MOUNT, LAKES FISHING AND MORE.

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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.

Bright, Large, Spacious Family Home

Spacious 4‑bedroom retreat in peaceful Surry, NH, perfect for families and groups up to 10. Enjoy a private yard with a seasonal pool, outdoor dining area, and a fire pit for cozy evenings under the stars. Inside you'll find bright living spaces, comfortable bedrooms, and a fully equipped kitchen for shared meals. Just minutes from Keene’s restaurants, shops, and hiking trails. A relaxing New Hampshire country getaway with plenty of room to gather and unwind.

The Perfect Spot at the Lake @ Tatum's Place

Bring the whole family to this great place with lots of room for fun. It has 3 very spacious bedrooms and 3 full bathrooms. This is a duplex with a shared laundry room and outdoor space. Lots of space to entertain and a beautiful view of Lake Monomonac. It has 200ft of lake frontage and a large back yard. This is available September - May. In the winter, enjoy ice fishing, snowmobiling + skiing . Close to many amenities makes it ideal for families.

Airstream Getaway at Full Service Campground

Located on the grounds of the full service Kampfires Campground, this modern Airstream is the perfect way to camp in style. Our custom Airstream has a comfortable queen bed, modern bath with shower, kitchen and dining area. You'll find a fire-ring, an outdoor dining area with a picnic table and private parking area for your vehicle. Enjoy all of the campground amenities like our pool, wifi, game room and even miniature golf!

Moose Mansion with Paw Pen at Brattleboro KOA

Unpack and unwind in this spacious, fully equipped deluxe cabin. With AC/heat, a full-size fridge, propane grill, and 3 TVs, it’s stocked with the essentials so you can travel light and stay comfortable—whether it’s for the weekend or a full week. This accommodation is pet friendly for an additional fee. Kick back and stream comfortably with high-speed WiFi available right in your cabin.

Log Cabin at Brattleboro KOA

An idyllic Vermont log cabin at Brattleboro North KOA. With room for up to five guests, including your furry friends, our cozy retreat features a full bed and a bunk with a twin and a full mattress. Stay comfortable all-season with a mini split air conditioner/heater. Experience rustic charm and access to all of the amenities including pool, playgrounds, general store, and arcade.

Vintage Cottage 3 at Brattleboro KOA

Your Vermont vacation at Brattleboro North KOA will never be the same once you've stayed in a vintage cottage. Built-in 1954 this cozy cottage has two bedrooms making it the best home base for families! Don't leave anyone behind, this cottage is pet-friendly. AC/Heat, Premium WIFI, Propane Grill, and a mini fridge are included with this accommodation.

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Rocky Ledge: Cozy Pet-Friendly 3BR Log Cabin

Escape to Rocky Ledge, a pet-friendly 3-bedroom log cabin in Stoddard, NH. Perfect for groups of 6, this year-round retreat offers a cozy electric fireplace, high-speed internet, a full kitchen, a screen porch, and a large deck. Swim and canoe at the shared community pool & lakefront area. Your private, wooded adventure base awaits!