Vacation rentals with a pool in Grantham

Luxury Mid-Century Modern Vermont Home, Okemo View

The Brewster House is a premiere destination for skiing, hiking, enjoying the country or just lounging by the pool. Designed by renowned mid-century modern architect turned painter George W.W. Brewster, the Brewster House has been lovingly restored and updated, and filled with original, local art. With gorgeous views of Okemo and Hawks Mountain Wildlife Area, the Brewster House is close to incredible dining, great art galleries, and antique shops. Come bask in beauty and relax completely!

Location · Value · Kitchen

Experience Peak Fall Colors | 4BR Spacious Home

Escape to this exquisite 4-bedroom, 3-bath family home in Eastman community, just 5 min drive to Eastman lake! Enjoy an open-concept layout with cathedral ceilings, a cozy pellet stove, and serene wooded views. Recently renovated, the home is perfect to share with a few families including two living areas and a basement play space. Community amenities include hiking trails around the lake, indoor pool, cross country skiing, golfing, tennis, fitness center, and more. Perfect for year-round fun!

Family · Location · Hiking

Specials Ski-in Ski-Out Cozy Mountainside Condo

Come relax at our cozy retreat after a day of skiing or golf. 36 challenging holes or Ski-in/out from your door. Sweeping mountain views, vaulted ceilings, huge sleeping loft & fireplace, this open concept home is a great escape for couples/families. Strong Wi-Fi & dedicated office space make it easy for distance working. 4 smart TVs & plenty of games/toys for relaxing at home too! Plus our guests have access to all Quechee Resort amenities like gym/sauna/pools/beach/racquet/dining & more…

Value · Family · Grill

Ski Mountain View Estate

Pool is open for the summer of '26 Have fun in Vermont with the whole family at this peaceful off the grid feeling private home. Come see the amazing, scenic views Vermont has to offer. We are located minutes to some great ski mountains if you are looking to ski or snowboard. Love hiking? Enjoy hiking right out back of our home. Great time for the kids and parents to have a sledding party with a fire and views. Then relax in the new hot tub right off the deck. Great multi family getaway

Family · Value · Quiet

Cozy Cabin - Lake, Ski, Golf!

Kick back and relax or get active outdoors! Our cozy cabin is the perfect spot to get away and have some fun. Located in the Eastman community with access to enjoy all of our amazing neighborhood amenities. Lake Eastman, Eastman Golf Course, and many groomed trails for hiking or cross country skiing. Fully updated and stocked with new bedding, mattresses, towels and dishes. We have everything you need to feel right at home. Conveniently located to ski resorts like Mt. Sunapee or Ragged!

Family · Location · Indoor spaces

Expansive dog friendly lakeview rental at Eastman

Spacious and relaxing 3-story, 3-bedroom townhome with a view of Eastman lake. Roomy and relaxing. Parking for 2 cars. Guests can buy a day or 7-day family pass through Eastman's south cove activity center for the pool, gym, tennis, pickleball, and x-country skiing (rentals avail). Driving range and Golf course open to public but booked separately. Only 25 min to Mt. Sunapee or Ragged Mtn. In summer, walk to 3 beaches to swim, paddleboard, or fish. Short drive to boat rentals and ice cream.

Location · Family · Kitchen

Dana Road House Sunlit VT Country Home w/HotTub

Dana Road House: an idyllic 3BR/2BA VT country home Ideally located just 1.7 miles from Woodstock Village & 20 min. to Killington Skyeship. Gazebo with cedar hot tub, patio with dining , chiminea & BBQ Spacious open floor plan, chef's kitchen, 2 living areas, wood stove, Smart TV & WiFi. 3 comfortable bedrooms: a king master suite with jetted tub, queen room with brass bed and a double twin room. All amenities provided for your comfort & enjoyment. Follow on Social @DanaRoadHouse

Value · Family · Sleep quality

Cozy Vermont Cabin | Near Woodstock + Quechee

Escape to Pine & Plaid, our Guest Favorite four-bedroom reimagined 1970's cabin in Quechee, Vermont. Tucked into the woods just minutes from Woodstock, it’s made for crisp fall weekends and cozy November getaways. Explore Quechee Gorge, hike nearby trails, browse Woodstock’s shops and restaurants, then come home to gather around the fire pit. Sleeps 8 with plenty of space for families and friends looking for a stylish, relaxed New England escape. Follow us @pineandplaidvt for more.

Location · Family · Laundry

“Big Red” @ New London/Sunapee | Lake-Ski-Wellness

INQUIRE ABOUT 2026-7 WINTER SEASONAL RENTALS! Come relax at "Big Red," sitting on 5 acres at the base of Mt. Kearsarge situated between Mt. Sunapee and Ragged Mt! Enjoy all the seasons here with 20 minutes to ski mountains and 10 minutes to the lakes (Sunapee/Pleasant)! After a long day of skiing, take a dip in the hot tub or relax by the fire (pit or place)! New London is a must visit town! This charming town is full of shops, restaurants, and beautiful mountain views!

Value · Family · Pets

Updated Lake Cottage; 2 Min Walk to Lake

Welcome to Eastman Lake! Our cozy detached condo is updated, has A/C through out and is central to beaches and Eastman’s Activity Center. Guests have access to 6 beaches and various water sport rentals. The Eastman community boasts basketball, pickleball, and tennis courts along with miles of biking and hiking trails. Swimming pool and gym available with guest pass purchase. In the winter - sledding, ice skating, snow shoeing, and XC skiing is minutes away.

Family · Location · Quiet

Henniker Haven Carriage House-Stroll to Town, Pool

Charming 3BR Above Rustic Barn – Walk to NEC & Downtown! Featured on Atlas’ must-visit NH towns! Great for families, NEC staff/students, wedding parties & workers. Updated open-concept 3BR above a rustic barn. Just 0.3 mi to NEC, 2.4 mi to Pats Peak, 17.7 mi to Mt. Sunapee, 19.2 mi to Crotched Mt. Steps from Country Spirit restaurant. Enjoy skiing, hiking, rafting, or leaf peeping. Walk to downtown bars & shops. Shared pool. Easy access via Rt 114.

Value · Family · Accuracy

Luxury Container Home Sauna-Heated Pool-Hot Tub

Escape to a luxury modern container retreat minutes from Okemo Mountain. Set on 3 private acres with mountain views, this unique getaway features a sauna, heated plunge pool and thoughtfully designed modern interiors. Perfect for skiing, hiking, fall foliage, or relaxing in nature, the home blends comfort, style, and privacy while still being close to restaurants, lakes, golf, and everything Ludlow has to offer year-round.

Location · Family · Comfort