Holiday rentals with a pool in Grantham

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Top-rated rentals with a pool in Grantham

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Aerial view of a snow-covered landscape, showcasing rolling hills and a winding road. The scene includes a mix of bare trees and patches of evergreen, while the distant mountains hint at recreational opportunities. A clear sky and soft sunlight enhance the serene atmosphere.
Home in Killington
4.89 out of 5 average rating, 226 reviews

Luxury Condo Tucked in the Heart of Killington

Welcome to our ❄newly renovated❄ Cozy Condo Located right off the "loop" walking trail on river road. Our end unit condo sits just 5 min from the base of Killington with easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our condo. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in Killington!

Guest favourite
Home in Springfield
4.94 out of 5 average rating, 121 reviews

Ski Mountain View Estate

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. Always plenty of firewood for the pit! Great multi family getaway

Guest favourite
The exterior of a charming yellow house is surrounded by lush greenery and colorful landscaping. A stone pathway leads to the entrance, framed by well-maintained shrubs and ornamental features. Tall trees provide privacy and a natural backdrop, enhancing the serene outdoor atmosphere.
Home in Plainfield
4.9 out of 5 average rating, 148 reviews

Historic Home on 17 acres of land. Go escape!

This place is a dream. Please enjoy the outdoors and everything this amazing place has to offer. The pool will be reopened around May 2025 (weather dependent. It is a heated pool and salt water. Pool rules: absolutely no diving. No children under the age of 18 should be near or in the pool area without supervision under any circumstances. NO glassware by the pool. If there is an incident with glass near the pool area please tell our property manager immediately. If you need anything ask!

Guest favourite
An open-concept living area showcases warm wood beams and rich flooring. A kitchen bar with high stools overlooks a spacious seating area with a large couch, while a piano in the corner adds a musical element. Large windows flood the space with natural light.
Home in Grantham
4.93 out of 5 average rating, 70 reviews

Ski Chalet-Style Home with Spa, Eastman Community

Snowed Inn is the perfect spot to celebrate holidays and enjoy the outdoors with family. The entire home has been remodeled over the past several years. Cozy up to a crackling fire on a cold winter night, enjoy a drink and appetizers at our piano bar, or take a soak in our six-person hot tub. Our home is open concept with plenty of room for family and friends to gather around the large kitchen island, share stories, and enjoy each others company. We love our home and hope that you will too.

Guest favourite
A welcoming living area features a comfortable gray sofa with red accent pillows, a round braided rug, and a decorative wooden coffee table. A gas fireplace is set against a brick wall, accompanied by large windows offering views of the outdoors. A TV sits on a light wooden stand, complementing the overall rustic charm.
Townhouse in Grantham
4.92 out of 5 average rating, 51 reviews

Expansive dog friendly lakeview rental at Eastman

Spacious and relaxing three-story, three-bedroom townhome with a view of Eastman lake. Eastman is a quiet community with tons of amenities. Renters can buy daily passes to tons of local amenities. In winter, there’s ice skating and cross-country skiing (equipment rentals available) and an indoor pool. Or drive 25 min to ski Mt. Sunapee or Ragged Mtn. In summer, walk to three beaches to swim, paddleboard, or fish. Short drive to pickleball courts, golf, mini-golf, boat rentals, and ice cream.

Guest favourite
The spacious great room features a wood-burning fireplace and is furnished with two comfortable sofas and a wooden coffee table. A large flat-screen TV hangs on the wall, and natural light emanates from the surrounding windows. A dining area with a circular table is visible in the background.
Home in Ludlow
4.91 out of 5 average rating, 105 reviews

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

PLEASE NOTE: No Saturday arrivals or departures, no pets, no parties Recommended local activities & floor plans of our home can be found on our OkemoHouse site Our "Trailside Chalet" is ON OKEMO MOUNTAIN, a 200 yard walk downhill from the Sunshine Chairlift & Suncatcher ski trail on Okemo's Southface (open end if Dec - late Mar). This Classic Vermont Ski Chalet features 5 bedrooms, sleeps 12, and is on a private wooded lot overlooking a babbling brook with seasonal fire-pit & charcoal grill.

Top guest favourite
An open living area features high vaulted ceilings and large windows, allowing natural light to fill the space. A cozy leather couch is complemented by a light-colored ottoman. A dining table for six is positioned nearby, while a loft area can be seen above.
Cabin in Grantham
4.98 out of 5 average rating, 48 reviews

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!

Guest favourite
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
4.91 out of 5 average rating, 134 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.

Top guest favourite
A small red cabin with a green metal roof is surrounded by trees and rocks. Flower boxes are mounted under the windows, adding a touch of color. A patio area is visible nearby, featuring chairs and an umbrella for shade.
Tiny home in Thornton
4.98 out of 5 average rating, 239 reviews

Basecamp in the White mountains

This small cabin has been re-built with new pine paneled walls and ceiling, bunk beds, carpeting, electricity, a new Eco-outhouse!, solar shower and It is located at the edge of a field about 100 yards from our home. It is a perfect base camp for hikers 12 miles south of Franconia notch trail heads and Appalachian Trail crossing. The cabin is most often used by hikers who want a base camp near many of the most popular hiking trails near Franconia Notch. It is a peaceful and quiet place.

Guest favourite
A spacious living area features light green walls and vaulted ceilings, highlighted by a large arched window. A comfortable gray sofa is paired with wooden armchairs and a coffee table. A wooden dining table is visible in the foreground, and a cozy fireplace is fitted into the wall.
Apartment in Ludlow
4.78 out of 5 average rating, 204 reviews

Okemo Mountain Getaway for Families w/ Pool Access

Perched on Okemo mountain, this spacious condo is the perfect year-round escape for families and groups. With ski-in/ski-out access, a cozy wood-burning fireplace, and a private balcony, it's perfect for any season—whether you're carving the slopes, hiking scenic trails, or enjoying the vibrant fall colors. Take a dip in the seasonal shared pool or unwind in the hot tub. Featuring a fully equipped kitchen, BBQ grill, and all the comforts of home, it's the ideal mountain getaway!

Guest favourite
A spacious, two-story chalet is set against a backdrop of evergreen trees and a snowy landscape. The building features a green metal roof and multiple large windows, creating a center for natural light. A ski logo is present in the lower corner.
Townhouse in Killington
4.78 out of 5 average rating, 112 reviews

SKI ON/OFF Spruce Glen B | AC | Sauna| Fireplace

Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!

Superhost
A serene lakeside view captures vibrant autumn foliage in shades of orange and yellow, reflected in the calm waters. Tall evergreen trees line the shore, complementing the colorful landscape. The scene is framed by rocky outcrops, enhancing the natural beauty of Eastman Lake.
Chalet in Grantham
4.83 out of 5 average rating, 58 reviews

Beautiful Lakeside home Eastman Lake; ski nearby

Our space is great for families or friends looking to spend quality time together. Nestled directly on Eastman Lake, there are 4 spacious bedrooms and 3.5 baths, a fantastic fire place, a walkout basement that leads to a sledding hill and trails, and a basement full of toys/books/games and large roku-enabled TV. Close to multiple ski hills, you’ll also have access to the Eastman recreation center and a peaceful lake- there is something for everyone to enjoy.

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