Vacation rentals with a pool in Wilmington

Berkshire Mountain home views, pool, Queechy Lake

Summer Paradise in the Berkshires! Secluded home on 11 acres, surrounded by farmland. Perfect house for families to share! Enjoy beautiful view of Berkshire mountains while sitting on expansive deck or in bright,sunny screened-in sunroom. Heated, 20x40 inground salt water pool. Membership to Queechy Lake included! Walk to Corkscrew Rail trail, 5 miles of flat, wooded trail perfect for biking, walking, running, exploring. Close to all Berkshire attractions especially Jiminy Peak/Tangelwood

Vermont Cozy Chalet

Fully renovated Mountain Modern Luxury 3 bedroom, two and a half bath Chalet. Walking distance to Winhall and minutes to the ski trails. Winter, Spring, Summer, Fall this is your Vermont retreat. Whether you cool off in the pool in the Summer or come stay during Fall Foliage, this chalet invites you to relax. A newly installed pellet stove will keep you warm & toasty on winter nights. Enjoy this Green Mountain getaway, just 20 minutes to Manchester, or a perfect base for your day trips. No Pets.

*Berkshire's Sweet Spot-Close to ski/Spa open

The Berkshire's Sweet Spot 2 property is an entire half of a duplex apartment located in central Berkshire County within walking distance to downtown. Renting both sides of the home may be an option. They are recently updated for your comfort with newer kitchens, baths and new smart televisions. The location can't be beat for seeing all of the Berkshire's attractions. The neighborhood is very peaceful, quiet and safe. Enjoy your own private oasis with seasonal in ground pool and year round Spa!

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

Situated at the edge of protected forest land,this stay is a match for those who are seeking privacy to get away from the chaos of urban life and to decompress.How ? Enjoy the private and heated pool(until Sep15) during the day,and hang out by the outdoor fire pit when the sun is setting,and finish your evening off at the enclosed and brand new sea-salt hot tub!You will smell changes in the air as you drive through the trees,and you will hear the birds instead of the sirens when you are here.

A Village location, Steps to the Lifts & Village

Steps (literally) from the lifts & village, down the from the year-round heated pool, sauna & hot tubs A 1-BR condo with King in the BR, Queen pullout couch in the LR, fully equiped kitchen, gas fireplace, indoor parking w/elevators, balcony w/ chairs, view overlooks the skating pond & mountains to the east. This is one of the nicer units in Long Trail. Freshly painted throughout, comfy sofa & love seat in the living area, matching dishes glasses, it is super clean & well maintained.

Mt Snow - Steps away from slopes

Directly on the mountain. Ski right back to your door. Less than 2 minute walk to the trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and 1 in master bedroom. Ground floor with a private deck for relaxing. Ample parking. Condo across the hall is also available for larger groups. The pool (indoor and outdoor) and hot tubs are open and available to renters as is fully equipped gym (all year) and tennis courts in summer.

Magical Farm Getaway - a must visit!

Beautifully restored 18th century farmhouse situated on 4.6 private acres within a 180 acre working farm. Five bedrooms, wood stoves, ample living space, and a cheery sun room with gorgeous views make this house one of a kind. Our backyard features an in-ground, heated, salt water swimming pool (open May to mid-Oct), fire pit (open year-round), large outdoor dining table, gas grill, and a deck with lounge seating and jacuzzi (open year-round). Parties and events are not allowed.

Hollywood Bungalow in the Berkshires #C0191633410

Cool Cozy Rustic Country Bungalow with Screening Room on filmmakers/artists' enclave that's well-located in clean and beautiful Williamstown, near incredible Hiking Trails, Farms, Skiing, MASS MoCA, Clark Art Institute, Williams College, with Pool access, Cable & Smart TV, Porch and Patio, Grill, Fire Pit, Piano Bar Outbuilding with stereo & its own WIFI, First Floor Bathroom with Jacuzzi Bathtub, Laundry, fast WIFI, and lots of outlets in a quiet area on a quiet street.

Bear's Den - Mt Snow Townhome w/ Heated Pool!

Renovated 3-level, 2 bedroom+ twin sleep loft, 2.5 bathroom townhouse on Mt Snow. For the non-snowy months, enjoy the outdoor heated pool, gas fire pit, grill, tennis courts & hiking trails up the mountain as well as other great local activities, lakes and festivals near by. In the winter, take the shuttle 1 mile to the mountain and take the private ski trail back home. NOTE: Pool is Open between Memorial Day & Labor Day