We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals with a pool in Bromley Mountain

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Bromley Mountain

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A spacious outdoor pool is surrounded by lounge chairs, providing a relaxing area for guests. Trees and greenery line the background, enhancing the natural setting. A building with large windows is visible nearby, contributing to the inviting atmosphere.

4.99 out of 5 average rating, 120 reviews

Summer 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. Check us out on IG for more content: @TheHandleLodge …. 18% OFF WEEKLY STAYS

A serene outdoor area is featured, showcasing a private heated pool surrounded by a brick patio. Lush greenery defines the background, and a rustic wooden table with chairs sits nearby, providing a space for relaxation in nature.

Chalet in Winhall

4.88 out of 5 average rating, 106 reviews

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 living area features a gas fireplace beneath a mounted flat-screen TV. A comfortable sofa and love seat are arranged around a dark ottoman. Natural light filters through the large windows, partially covered by patterned shades, offering views of the balcony and outdoor scenery.

Condo in Stratton

4.98 out of 5 average rating, 46 reviews

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.

The contemporary log cabin is set against a backdrop of greenery, showcasing a dark wood exterior with large windows. A well-manicured lawn surrounds the cabin, enhancing its natural setting. The roof features a modern design with a mix of angles, contributing to its unique silhouette.

Cabin in Ludlow

4.73 out of 5 average rating, 11 reviews

Contemporary 4-BR Cabin 5-min to Okemo

Contemporary, newly-renovated cabin perched on a hill overlooking the Green Mountains, 5-minutes to Okemo Base and 2-minutes in to town. Enjoy 4 bedrooms, atrium-style living room, separate dining room, breakfast nook, and basement game room. Grounds include a private pool, expansive yard, and sweeping views. Get the best of the traditional log cabin-feel with modern comfort and contemporary design; renovated in 2023 with AC and updated finishes throughout. Winter reservations: 4x4 required

A swimming pool is surrounded by lush greenery, inviting relaxation and enjoyment. The clear blue water reflects the surrounding landscape, providing a refreshing appeal. A person is seen in the water, engaged with a floating device, highlighting the leisure activities available at the property.

Guesthouse in Granville

4.9 out of 5 average rating, 901 reviews

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

A comfortable living area features a large sectional sofa adorned with cushions, complemented by a wooden coffee table. A dining table for six is visible nearby, with natural light filtering through large windows adorned with curtains, providing a cozy gathering space.

4.8 out of 5 average rating, 71 reviews

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.

A serene backyard features a heated saltwater swimming pool, surrounded by lounge chairs and a safety fence. Verdant landscapes and a blue sky provide a tranquil backdrop, while a red barn is visible in the distance, adding to the rural charm.

4.98 out of 5 average rating, 191 reviews

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.

Condo in Killington

4.95 out of 5 average rating, 105 reviews

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

Ski On-Ski Off!! Beautiful remodeled condo is in the heart of Sunrise at Bear Mountain. The designer kitchen features granite counter tops and top of the line stainless steel appliances. The main focal point in the living room is a massive stacked stone fireplace with a flat screen on the mantel. Recent upgrades include new living room furniture, master bed room furniture & updated tile in both showers. Additionally I own the adjoining unit & if you want more info see below

The pool area is framed by lush greenery, featuring a large in-ground pool with a slide. A colorful inflatable float is seen in the water. A shaded patio table with chairs provides a space for relaxation, alongside a sun umbrella that casts shade over the area.

Home in Williamstown

4.89 out of 5 average rating, 217 reviews

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.

An outdoor heated pool is surrounded by a stone patio, furnished with lounge chairs and umbrellas. Lush green grass and neatly trimmed shrubs outline the pool area, complemented by trees and well-maintained landscaping in the background.

Townhouse in Dover

4.96 out of 5 average rating, 148 reviews

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

A cozy living area features a brick fireplace with a warm glow and a skylight that allows natural light to flood the space. Comfortable seating arrangements, including a spacious couch and armchairs, are present, with a coffee table set in the center, enhancing the inviting atmosphere.

Townhouse in Killington

4.97 out of 5 average rating, 115 reviews

Beautiful Spacious Condo at Killington Resort

This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

A circular heated pool is surrounded by a paved patio, with steps leading into the water. Lush greenery and small trees are present in the background, creating a serene outdoor space. Cloudy skies are visible overhead.

Condo in Stratton

4.95 out of 5 average rating, 147 reviews

Cozy condo within walking distance to the slopes.

Cozy condo within walking distance of the slopes and restaurants and shops at Stratton Mountain Village. After a day on the slopes relax in the hot tub or take a dip in the heated pool or maybe enjoy some time in the sauna. Then enjoy sitting in front of the gas fireplace and maybe watch a movie. TV is a smart TV, basic cable is included - personal password needed for Netflix, Hulu, etc.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Bromley Mountain rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A charming brown cabin is surrounded by vibrant autumn foliage, showcasing bright red and golden leaves against a clear blue sky. The structure features a welcoming porch with wooden railings, set back from a partially pebbled pathway leading to the entrance.

Home in Wilmington

5 out of 5 average rating, 11 reviews

Outdoor Enthusiasts Paradise!

The outdoor pool is surrounded by a chain-link fence and features a concrete deck. Sun lounges and chairs are positioned nearby, with a colorful beach towel draped over a lounge chair. Lush greenery frames the area, providing a serene setting.

Home in Wilmington

4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

Top guest favorite

A spacious living area features a modern spiral staircase and charming wooden accents. Two armchairs are positioned around a central coffee table, while a cozy fireplace is adorned with a stack of firewood. Natural light floods in through large windows, highlighting the textured wood floor.

5 out of 5 average rating, 58 reviews

The Villa - Industrial Farmhouse with Hot Tub

A well-maintained outdoor pool area features a clear blue water pool surrounded by lounge chairs and umbrellas. The pool deck is paved and includes both shaded and sunlit seating options, with greenery providing a natural backdrop.

Home in Jamaica

4.96 out of 5 average rating, 25 reviews

Ski and tennis house by Stratton Ski Resort.

A fenced outdoor pool area is surrounded by lush greenery and tall trees. The pool is heated and saltwater, reflecting the sunlight. Adjacent to the pool, a small shaded structure provides additional space and amenities.

Home in Plainfield

4.89 out of 5 average rating, 139 reviews

Historic Home on 17 acres of land. Go escape!

A spacious farmhouse and rustic barn are situated on a lush 1.5-acre property, surrounded by greenery. The farmhouse features a light-colored exterior and a welcoming porch, while the barn showcases weathered wood and vintage charm. Tall trees provide a natural backdrop.

4.78 out of 5 average rating, 49 reviews

Beautiful Okemo Farmhouse 0.7 mile from base lodge

Home in Springfield

4.99 out of 5 average rating, 80 reviews

Luxury Mid-Century Modern Vermont Home, Okemo View

An outdoor swimming pool is surrounded by lounge chairs and umbrellas, providing ample space for relaxation. Lush greenery and trees line the background, contributing to a serene atmosphere. The sky is bright with scattered clouds, enhancing the inviting outdoor setting.

Home in Manchester

4.89 out of 5 average rating, 9 reviews

Your country home awaits! Pool, tennis, Dogs loved

Condo rentals with a pool

A snowy landscape showcases the mountain in the background with ski trails visible. The foreground features a winter scene with snow-covered ground and trees. A building is partially visible on the left, adding to the serene atmosphere.

4.83 out of 5 average rating, 108 reviews

Mount Snow Ski Chalet

A spacious dining area features a long wooden table that seats eight, complemented by modern light fixtures. Large windows allow natural light to fill the room, while a sliding glass door offers access to a private outdoor space. A console cabinet is visible against the wall.

5 out of 5 average rating, 14 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

A private deck is shown, furnished with two blue chairs placed beside a wooden railing. The view includes a serene landscape of trees and patchy snow, indicative of the changing seasons.

4.92 out of 5 average rating, 12 reviews

Renovated Condo - 5 min walk to Mount Snow

A well-maintained outdoor pool is surrounded by sun loungers, creating a serene atmosphere. Lush greenery and trees frame the background, providing a natural setting. The concrete deck features handrails for easy access, while clear skies above invite relaxation.

4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

A spacious living area is introduced, featuring a stone fireplace and a large sectional sofa arranged around a coffee table. A dining table and chairs are positioned nearby, with natural light filtering through large windows adorned with curtains.

4.95 out of 5 average rating, 58 reviews

Condo w/ great amenities 4-seasons! Ski in Ski out

A welcoming entrance to Crown Point is depicted, featuring a large sign with bold lettering. The sign is framed by a wooden structure and surrounded by vibrant flowers in various colors, adding a touch of natural beauty to the landscape.

Condo in Stratton

4.93 out of 5 average rating, 15 reviews

Stratton two bedroom condo on a shuttle

Top guest favorite

An outdoor heated pool is set within a well-maintained garden, surrounded by lounge chairs and shaded by umbrellas. Lush greenery frames the area, enhancing the inviting atmosphere of the resort. A charming building with multiple windows is visible in the background.

Condo in Ludlow

4.96 out of 5 average rating, 51 reviews

3 Bedroom Castle Town Home

A spacious living area is presented, featuring a comfortable brown sofa adorned with decorative pillows. Two side tables with lamps provide soft lighting. Large doors open to a view outside, allowing natural light to brighten the room, which is complemented by soothing green walls.

Condo in Stratton

4.9 out of 5 average rating, 20 reviews

Stratton Duplex Condo Steps to Lifts, Village!

Destinations to explore