Fitness-friendly holiday rentals in Jamaica

4.89 out of 5 average rating, 111 reviews

Apartment in Dover

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

Escape to Seasons on Mount Snow & stay in our fully equipped 2 bedroom (ski in/out) condo. Our location is the best on the mountain ... right between the main face & Carinthia Freestyle Park! Enjoy the log burning fire (wood provided), smart TV & boardgames plus the fabulous Seasons on Mount Snow facilities where you can relax in a hot tub, pool or sauna. See below for info on activities in the warmer months including hiking, biking, scenic rides, lakes, golf, camp, a spa & the fall colors!

4.85 out of 5 average rating, 158 reviews

The custom home features warm wood siding and a welcoming porch with flower boxes. A spacious deck with rustic railings extends from the second floor, while a covered area includes seating. Surrounding greenery enhances the natural setting, creating a serene outdoor ambiance.

Cabin in Wardsboro

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

5 out of 5 average rating, 100 reviews

The image displays a serene winter scene of a dark-green chalet nestled among snow-covered trees. Two sections of the interior show a cozy living space with modern leather furniture and a spacious dining area, both featuring large windows that bring in natural light.

Cabin in Wilmington

Mid-mod VT Dream Chalet near skiing, lake & forest

Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

Guest suite in Manchester

An open living space is depicted, featuring a kitchen area with a stove and a kettle. A cozy sofa is positioned nearby, with large windows allowing natural light to fill the room. A staircase leads to a sleeping loft, visible above, with a unique railing design.

4.91 out of 5 average rating, 153 reviews

Bright Manchester Studio with Sleeping Loft

Our studio apartment with sleeping loft is great for two adults or a couple with children. Located on a quiet country road great for taking long walks. There is a queen bed in the loft and a pull out queen sofa in the living area. Bright with high ceilings and all new furnishings. We are less than three miles from town, 20 minutes to Bromley and 25 minutes to Stratton. Close to hiking, biking, fishing, great restaurants and shopping. Please note;Owners lives on premise in main house.

4.9 out of 5 average rating, 158 reviews

A large outdoor pool is surrounded by a wooden deck with lounge chairs and umbrellas. The background features a multi-story building with expansive windows. Vibrant autumn trees with colorful foliage frame the scene, providing a serene and inviting atmosphere.

Home in Wilmington

4BR Cabin w/ Hot Tub & Pools –15 mins to Mt Snow

Family-friendly cabin in Chimney Hill, just 15 min to Mount Snow & 35 to Stratton! Relax in our 4BR, 2BA home with a hot tub, indoor and outdoor pools, fire pit, clubhouse gym, fully equipped kitchen & cozy living spaces. Sleeps 8 comfortably (King, Queen, Full + trundle, 2 Twins) with a Pack ’n Play for little ones. Perfect for skiing, hiking, or unwinding year-round. Enjoy mountain charm, modern comfort, and easy access to trails, lakes, and Wilmington’s shops & dining.

4.87 out of 5 average rating, 243 reviews

A living room features a large stone fireplace with a wood storage basket beside it. A comfortable sofa with decorative pillows faces a wooden coffee table. Natural light floods the space through a large window, complemented by a nearby area rug.

Apartment in Dover

Mt Snow Ski In/Out at Seasons

Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. Free parking. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.

4.99 out of 5 average rating, 148 reviews

An interior view showcases a modern staircase with wooden steps and a metal railing, leading to a second floor. Natural light floods the space through large glass windows, illuminating the wooden walls and a stone fireplace. A green plant adds a touch of nature.

Home in Londonderry

Modern 3-bedroom A-frame in Londonderry w/ Pond

This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min).

4.98 out of 5 average rating, 492 reviews

The Kingsley Grist Mill is positioned alongside a flowing river, surrounded by trees showcasing autumn colors. A historic covered bridge is visible in the distance, enhancing the landscape. The building features multiple stories with varying textures and roof styles, reflecting its rich history.

Castle in Clarendon

Kingsley Grist Mill, Fall & Winter Wunderland, OMG

One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. Come make history with us ! Near Killington & Okemo Mtns.

Guest house in Manchester

Natural light flows through multiple windows, illuminating a spacious living area. Comfortable seating options are arranged around a central wooden pillar, creating an inviting atmosphere. A kitchenette is in the background, enhancing the functional design of the space.

4.99 out of 5 average rating, 111 reviews

In Town Manchester Studio w/ Loft Bedroom.

The Barn, situated behind our house, is located just a few minutes walk to the center of Manchester. It is a working studio setting with general living area on the main floor and a bedroom above in a loft. There is hot tub available to barn guest and a shared (with house) outdoor space. Very clean, very fun space with ample room, comfortable bedding. Perfect for two. (Note: Bedroom Loft is only accessible via a spiral staircase).

A cozy living room features a dark leather sofa adorned with decorative pillows. Above the couch, three framed nature-themed art pieces display serene mountain landscapes. A dog rests comfortably on the carpet, with soft lighting from two side lamps enhancing the peaceful ambiance.

4.96 out of 5 average rating, 154 reviews

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Experience year-round adventure at Sunrise Village at Killington, just steps from scenic trails and the Sunrise Village Triple Lift (488 ft away). After a day of outdoor fun, unwind by the cozy gas fireplace. Explore nearby hiking, mountain biking, kayaking, and golfing. The indoor sports complex—featuring a pool, hot tub, and gym—is a short walk away. Perfect for outdoor lovers looking to relax and make unforgettable memories!

4.96 out of 5 average rating, 156 reviews

The living area features a spacious arrangement of comfortable brown couches, positioned around a wooden coffee table. A large, framed landscape photograph adorns the wall above, while natural light filters through large glass doors leading to a small outdoor deck.

Townhouse in Dover

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!

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

4.99 out of 5 average rating, 124 reviews

A modern living room features a traditional wood-burning fireplace framed by a brick facade. A large TV is mounted above the mantle, while a plush recliner, a small seating area, and a neatly stacked firewood display complete the cozy setting.

Apartment in Dover

Winter Dream! The Handle Lodge at Snowtree Condos

The Handle Lodge at Snowtree Condos is a modern 1BR condo at the base area of Mount Snow. Comfortably sleeps 6 adults and is fully equipped with everything you'll need for a fun getaway with friends and family. Make a meal in the beautiful kitchen or step out on the balcony for stunning mountain views. Our modern and cozy decor, the lovely views, and proximity to the mountain make it a great place to relax and recharge.

Popular amenities for fitness-friendly rentals in Jamaica

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

A view from the condo showcases snow-covered slopes leading up to the mountain, with ski lifts operating in the distance. The landscape is framed by the rustic stone chimney of the adjacent building, creating a serene winter scene.

4.96 out of 5 average rating, 46 reviews

Ski-InSki-Out Loft Lift&MT.Views

A cozy living area showcases a combination of comfortable seating, including a sectional sofa with decorative pillows and a patterned armchair. A wooden table complements the space, while a mounted television is visible on the wall. Natural light enters through the window, enhancing the inviting atmosphere.

4.83 out of 5 average rating, 6 reviews

Cozy Ski Retreat

4.88 out of 5 average rating, 17 reviews

The exterior of the Snow Tree Condo is depicted, featuring a two-level building nestled among trees. A sign for 'Snow Tree' is visible, along with a gravel parking area accommodating several vehicles. The backdrop showcases a mountainous landscape under a partly cloudy sky.

Flat in Dover

SnowTree Chalet- Walk to lifts!

A cozy living area features a tall Christmas tree adorned with lights and ornaments next to a glass-top coffee table. A fireplace with built-in decor sits beneath a mounted television. Velvety blue chairs complement an orange accent pillow on the nearby couch, surrounded by large windows with sheer curtains.

4.78 out of 5 average rating, 18 reviews

Jiminy Peak Ski Loft with Hot Tub

5 out of 5 average rating, 11 reviews

A cozy living room is shown with a wall-mounted television and a rustic brick fireplace. Two comfortable recliners are positioned in front of the fireplace, with a stacked wood storage area visible beneath the mantel. Natural light filters through the window blinds.

Flat in Keene

Privacy, View, Amenities, Gym, Garage included too

A spacious living and dining area features a large wooden table and a cozy seating arrangement. A flat-screen TV is mounted above a fireplace, and natural light flows through windows, creating a bright environment. Textured rugs add warmth to the hardwood flooring.

5 out of 5 average rating, 20 reviews

All-Season Condo at Jiminy Peak (Berkshires)

A cozy living area features a comfortable couch adorned with soft pillows, complemented by a wooden coffee table. An adjacent kitchen area with modern bar stools offers ample space. Natural light flows through the open layout, and a staircase leads to an upper level.

5 out of 5 average rating, 3 reviews

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

4.86 out of 5 average rating, 22 reviews

A cozy living area features a brick fireplace with a modern television mounted above. Exposed wooden beams stretch across the ceiling. A comfortable blue armchair sits beside a lamp, while a patterned area rug adds warmth to the space. A spiral staircase is visible in the background.

Flat in Hartford

Quechee Acorn! VT at its best!

Fitness-friendly apartment rentals

A view from the balcony showcases the surrounding landscape, highlighting green hills and clear blue skies. Two adjoining buildings are visible, featuring sloped roofs and a variety of architectural styles. The area appears tranquil, with open spaces and scattered trees enhancing the natural scenery.

4.95 out of 5 average rating, 186 reviews

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

A cozy studio room features a queen bed with a plaid blanket, flanked by two bedside lamps. A small fridge and coffee maker are positioned near a bear-themed artwork above the bed. Natural light filters through a partially draped window, enhancing the warm ambiance.

4.88 out of 5 average rating, 8 reviews

Fall Line Studio for 2 w/ Amenities, Shuttle. G6A

A spacious living area features a large stone fireplace with a flat-screen television mounted above. Comfortable seating is arranged around a wooden coffee table, creating an inviting space. In the background, the kitchen and dining area are visible, offering a seamless connection to the living space.

4.95 out of 5 average rating, 105 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

A spacious living area is highlighted by a comfortable gray sofa and a wooden coffee table. Natural light streams through large windows, complementing the warm wood paneling that separates the sleeping nook. A flat-screen TV and a cozy seating arrangement add to the inviting ambiance.

5 out of 5 average rating, 21 reviews

Cozy Slopeside Studio at Pico

5 out of 5 average rating, 8 reviews

A warm living area features a spacious leather sectional sofa in soft orange hues positioned around a round coffee table. Large windows allow natural light to fill the space, while a sleek gas fireplace and an entertainment unit enhance comfort. Wall art adds vibrant touches to the decor.

Apartment in Stratton

Luxury Duplex Condo·Stratton Ski in Ski Out

A modern kitchen with a circular dining table surrounded by four wooden chairs is featured. Stainless steel appliances, including a microwave and oven, are present. A stylish light fixture hangs above the table, while the fireplace and sports equipment are visible in the background.

4.91 out of 5 average rating, 188 reviews

Renovated 1BR, Walk to Lifts, Covered parking

Apartment in Proctorsville

A view of an open-concept suite showcases a kitchen countertop with a sink and decorative flowers. A cozy living area is visible, featuring a red sofa and a dining table. The master bedroom is visible in the background, fitted with a king bed and soft lighting.

4.93 out of 5 average rating, 114 reviews

One Bedroom Suite Near Okemo

An aerial view of the Trail Creek development, showcasing a cluster of buildings surrounded by vibrant autumn foliage. Key landmarks, including the Ski Home Trail and Sports Center, are highlighted. The distance to the hotel and lifts is emphasized for easy navigation.

4.9 out of 5 average rating, 88 reviews

Luxe Trailside Ski On/Off. Next to hot tub

Fitness-friendly house rentals

4.93 out of 5 average rating, 27 reviews

An aerial view of a serene mountain retreat is displayed, surrounded by vibrant autumn foliage. The colorful trees span across the landscape, complementing the home's dark exterior. A tranquil pond reflects the colorful surroundings, enhancing the peaceful atmosphere of the natural setting.

Home in Winhall

Relax & Recover Retreat | Hot Tub + Sauna + Gym

4.91 out of 5 average rating, 99 reviews

A comfortable living area features a wood fireplace with tools nearby and a mounted television above it. Two armchairs flank a rustic coffee table, creating a cozy space. Large windows allow natural light to fill the room while offering views of the snowy outdoors.

Home in Killington

Ski home to Trail Creek!

5 out of 5 average rating, 45 reviews

This exterior view features a spacious four-bedroom home set in a snow-covered landscape. The building showcases a mix of stone and wooden siding, complemented by a metal roof. A stone wall borders the entrance, creating a welcoming approach surrounded by trees.

Home in Ludlow

Newly Renovated 4-BR Country Retreat 5-Min to Okem

4.91 out of 5 average rating, 108 reviews

A comfortable living area features a soft, light-colored sofa and two armchairs upholstered in a cozy texture. A coffee table is centered on a patterned rug, and a large bear photograph is displayed on the wall, contributing to the inviting ambiance.

Home in Killington

TheGrizz! Shuttle on/off!

4.92 out of 5 average rating, 24 reviews

A cozy living area features a stone fireplace with a warm fire, surrounded by a modern sofa. Above the fireplace, a wall-mounted television is visible. A rustic chandelier with multiple bulbs hangs over a dining table, while decorative items are placed on a nearby side table.

Home in Ludlow

Ski-In/Ski-Out Hike Okemo Mountain Condo

4.99 out of 5 average rating, 271 reviews

A charming red barn with a pitched roof is prominently displayed against a backdrop of rolling hills and cloudy skies. A welcoming sign featuring a cow stands at the entrance next to a gravel drive, inviting guests to explore the countryside.

Home in Mount Tabor

Cow Barn Lodge

4.95 out of 5 average rating, 20 reviews

A spacious country manor is depicted, with a gray exterior and multiple windows. The property's expansive lawn is framed by colorful autumn foliage, offering hints of vibrant reds and yellows. A gravel driveway leads to a two-car garage on the right side.

Home in Chester

Chester Mountain View