Compare Vacation Rentals with Pools in Vermont

17698 available vacation rental offers

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Vermont vacation rentals
Choose vacation accommodation with a pool
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Choose from Top-Rated Vacation Rentals with Swimming Pools in Vermont

Woodstock Inn & Resort - Vermont
8.8 178 reviews
Vermont
12/26 – 01/02
$6515/nighttotal: $45605 (7 )

Woodstock Inn & Resort

6 21
resort, Woodstock
Located in Woodstock's Village Green, this resort offers direct access to local shopping and dining, and is a 5-minute drive to the Marsh-Billings-Rockefeller National Historical Park and one mile from the Billings Farm Museum.
Enjoy a relaxing stay at this resort with a pool, featuring a full-service spa, on-site dining at The Red Rooster and Main Dining Room, and guestrooms with organic bath products.
Modern 3 Bedroom 2 Bath Ski Off The Mountain, 2 Minute Drive To Ski Lifts - Vermont
9.6 172 reviews
Vermont
10/05 – 10/08
$249/nighttotal: $747 (3 )

Modern 3 Bedroom 2 Bath Ski Off The Mountain, 2 Minute Drive To Ski Lifts

3 2
apartment, Killington
Just 2 minutes by car from Killington Mountain, this Killington apartment offers ski-off access and is conveniently located on the bus route, providing an excellent base for your getaway with a pool.
This 1000 sq ft apartment features 3 bedrooms, 2 bathrooms, and can accommodate up to 8 guests, boasting a modern interior, a gas fireplace, and proximity to Killington Golf Course and Adventure Center.
Relaxing Unit In Heart Of Quechee - Mill Run 2c - Vermont
9.5 54 reviews
Vermont
07/03 – 07/05
$418/nighttotal: $836 (2 )

Relaxing Unit In Heart Of Quechee - Mill Run 2c

2 4
apartment, Hartford
Located in the Mill Run Village condos community in Quechee, Vermont, this apartment is within a 15-minute walk of Simon Pearce Mill and Route 4 Glassblowing Studio.
This apartment offers exclusive access to The Quechee Club with golf, tennis, and an aquatic center, and features a private lower level with two bedrooms, a full-size washer and dryer, and a large deck with seasonal river views, making it a perfect getaway with a pool.
Killington Center Inn & Suites By Killington Vr - 1 Bedrooms - Vermont
10 3 reviews
Vermont
12/26 – 01/02
$6890/nighttotal: $48230 (7 )

Killington Center Inn & Suites By Killington Vr - 1 Bedrooms

4 21
apartment, Killington
Located in Killington, this apartment is 3.6 miles from Killington Peak and 1.8 miles from Gifford Woods State Park.
Enjoy a heated swimming pool at this Killington apartment, offering complimentary Wi-Fi, air conditioning, and well-equipped kitchens, perfect for skiing and cycling enthusiasts.
Whiffletree D2 3br Condo With Fireplace, Ski Home, & Shuttle - Vermont
8.6 43 reviews
Vermont
09/04 – 09/07
$416/nighttotal: $1248 (3 )

Whiffletree D2 3br Condo With Fireplace, Ski Home, & Shuttle

3 8
house, Killington
Located in Killington's Whiffletree district, this house is 1.5 miles from Killington Peak and 5 miles from Gifford Woods State Park.
This family-friendly house offers ski-in/ski-out access, a tennis court, and a seasonal outdoor swimming pool, perfect for travelers seeking a getaway with a pool.
Cozy Modern Comfort - Vermont
9.1 109 reviews
Vermont
06/21 – 06/24
$154/nighttotal: $462 (3 )

Cozy Modern Comfort

1 2
apartment, Killington
Located in Killington, this apartment is just 1.1 miles from Killington Peak and a 6-minute walk from the Killington Pico Adventure Center.
This 970 square foot apartment with a private terrace offers an indoor swimming pool, jacuzzi, sauna, and fitness center, perfect for outdoor enthusiasts with skiing nearby.
Grand Summit Resort, A Vail Resorts Property - Vermont
8.5 561 reviews
Vermont
08/29 – 08/30
$332/nightfor 1 night

Grand Summit Resort, A Vail Resorts Property

1 6
resort, Dover
This resort in Dover offers ski-to-door access and is located 17 miles from Stratton Mountain and 28 miles from the Bennington Battle Monument, providing a prime location for winter sports enthusiasts and historical exploration.
Guests can enjoy a variety of amenities at this resort with a pool, including a swimming pool, fitness center, restaurant, and sauna, with ski equipment rentals available for mountain adventures.
Highridge F1 Premier Resort Condo Two Bedroom With Loft - Vermont
9.2 61 reviews
Vermont
07/03 – 07/05
$454/nighttotal: $908 (2 )

Highridge F1 Premier Resort Condo Two Bedroom With Loft

2 4
house, Killington
This premier resort condo offers an excellent location, situated just 3 miles from Killington Peak and 2.9 miles from the Killington Pico Adventure Center.
Enjoy a premier resort experience with this family-friendly house, featuring an indoor heated pool, hot tub, sauna, spa, fitness center, and tennis court, perfect for those seeking a getaway with a pool.
Whiffletree C2 - Vermont
8.9 49 reviews
Vermont
10/05 – 10/08
$283/nighttotal: $849 (3 )

Whiffletree C2

2 2
house, Killington
Whiffletree C2 in Killington is ideally located 1.5 miles from Killington Peak and 5 miles from Gifford Woods State Park, offering convenient access to prime skiing and natural exploration.
This house with a pool also features mountain views, a fireplace, and is a 10-minute walk to the Killington Pico Adventure Center, perfect for enjoying nearby activities.
Whiffletree F6 - Vermont
9.3 12 reviews
Vermont
07/03 – 07/05
$332/nighttotal: $664 (2 )

Whiffletree F6

2 4
house, Killington
Whiffletree F6 in Killington is conveniently located 1.3 miles from Killington Peak and 5 miles from Gifford Woods State Park, offering a prime spot for outdoor enthusiasts.
This 2-bedroom house features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus a swimming pool for ultimate relaxation after a day of skiing or exploring the nearby Killington Pico Adventure Center.
The Birch Ridge- 3 Private Rooms With Ensuite Bathrooms, Fireplaces, Kitchenette, Hot Tub & More! Home - Vermont
10 34 reviews
Vermont
12/26 – 01/02
$8188/nighttotal: $57316 (7 )

The Birch Ridge- 3 Private Rooms With Ensuite Bathrooms, Fireplaces, Kitchenette, Hot Tub & More! Home

11 21
house, Killington
Enjoy a family-friendly house with a pool in Killington, conveniently located 2.2 miles from Killington Peak and 3.2 miles from Gifford Woods State Park.
This accommodation offers private rooms with ensuite bathrooms, in-room fireplaces, a kitchenette, and an on-site hot tub, alongside a swimming pool and free WiFi.
Picovillage Resort G301-beautiful Contemporary Style 2-bedroom,2-bath Condo With The Comfort Of Home - Vermont
9.2 52 reviews
Vermont
06/24 – 07/01
$186/nighttotal: $1302 (7 )

Picovillage Resort G301-beautiful Contemporary Style 2-bedroom,2-bath Condo With The Comfort Of Home

1 2
apartment, Killington
Ski-on, ski-off access at Pico Mountain places this Killington apartment directly at the base, just minutes from city center dining and nightlife.
This family-friendly condo offers a swimming pool, a fireplace for après-ski relaxation, and is close to year-round outdoor activities like skiing and hiking.

Find a Luxury Vacation Rental with a Private Pool in Vermont

The Swell Annex: Studio W/ Kitchenette Close To Mtn 641 - Vermont
9.4 1221 reviews
Vermont
08/10 – 08/31
$122/nighttotal: $2562 (21 )

The Swell Annex: Studio W/ Kitchenette Close To Mtn 641

1 4
studio, Killington
This Killington studio is located in a rural area, 3.0 miles from Killington Snowshed Base and 3.3 miles from Pico Mountain, with nightlife options like Pickle Barrel just 0.9 miles away.
Enjoy a newly remodeled hotel-room style condo with a kitchenette, perfect for up to four guests, featuring a heated outdoor swimming pool open seasonally from late June to mid-September.

Best Family-Friendly Vacation Rentals with Pools in Vermont

Among the 17698 accommodations in Vermont, here are the 8 best family friendly rentals

The Lodge At Spruce Peak, A Destination By Hyatt Residence - Vermont
9.0 1906 reviews
Vermont
06/27 – 06/28
$395/nightfor 1 night

The Lodge At Spruce Peak, A Destination By Hyatt Residence

1 2
resort, Stowe
Directly accessing Mt. Mansfield skiing and snowboarding via an on-site elevator, this resort is located 6 miles from Mt. Mansfield State Forest.
The Lodge At Spruce Peak offers luxurious suites with floor-to-ceiling windows, marble bathrooms, and an exceptional swimming pool accessible via a unique swim tunnel to a heated outdoor pool.
Okemo Mt. Family Affordable 1st Floor, Village Shuttle, Walk To Town, Dogs Ok - Vermont
9.8 183 reviews
Vermont
07/03 – 07/05
$296/nighttotal: $592 (2 )

Okemo Mt. Family Affordable 1st Floor, Village Shuttle, Walk To Town, Dogs Ok

2 4
apartment, Ludlow
Enjoy a fantastic Ludlow apartment with a pool, perfectly situated just 2 minutes from Okemo Ski Area and within walking distance to Main Street's dining and shops.
This 980 square foot, 2-bedroom, 2-bathroom apartment comfortably sleeps 6 and offers a dog-friendly stay with versatile living spaces, a full kitchen, and numerous entertainment options.
Bearnecessities- Ac, Pool, Hot Tub, Gym, Sauna - Vermont
9.7 4 reviews
Vermont
07/11 – 07/18
$179/nighttotal: $1253 (7 )

Bearnecessities- Ac, Pool, Hot Tub, Gym, Sauna

1 2
apartment, Killington
Enjoy an apartment getaway in Killington, perfectly situated just an 18-minute walk from Killington Peak and 4.6 miles from Gifford Woods State Park, offering excellent user ratings.
This family-friendly apartment provides comfort with air conditioning and a balcony, features a fully equipped kitchen, and boasts access to an indoor pool, an outdoor swimming pool, a hot tub, and a fitness center for a complete vacation experience with a pool.
44 M² Condo ∙ 1 Bedroom ∙ 4 Guests - Vermont
10 3 reviews
Vermont
07/09 – 07/12
$200/nighttotal: $600 (3 )

44 M² Condo ∙ 1 Bedroom ∙ 4 Guests

1 2
apartment, Killington
Just 0.4 miles to Snowshed Base and 1.1 miles to K1 Base, this newly renovated studio condo is located in the Mountain Green resort area, offering direct access to Killington Ski Resort and proximity to Killington Golf Course, just 0.3 miles away.
This family-friendly apartment, featuring a fully equipped kitchen, sleeps up to four guests and boasts an indoor swimming pool, hot tubs, saunas, and a 24/7 fitness center, ensuring a complete getaway with a pool.
Treetops- Ac, Pool, Tennis, Close To Resort/biking - Vermont
9.9 114 reviews
Vermont
09/04 – 09/07
$800/nighttotal: $2400 (3 )

Treetops- Ac, Pool, Tennis, Close To Resort/biking

4 8
apartment, Killington
Prime ski-in/ski-out access is yours at this Killington apartment, located adjacent to the Killington Golf Course and less than 0.5 miles from the Snowshed base area, adventure center, and learn-to-ski trails.
This family-friendly 1360 sq ft apartment accommodates up to 10 guests and features a swimming pool, air conditioning, a full kitchen, and a designated work area with gigabit internet, perfect for your Killington getaway.
Ski In/out Trailside Townhome - Vermont
9.3 183 reviews
Vermont
08/03 – 08/07
$246/nighttotal: $984 (4 )

Ski In/out Trailside Townhome

3 2
house, Killington
Direct ski-in/ski-out access to Killington trails positions this 3-bedroom house perfectly for winter sports, just 4.2 miles from Killington Peak.
This family-friendly house offers a complete wellness center with a sauna and hot tub, plus indoor and seasonal outdoor swimming pools for year-round enjoyment, and a bar for added convenience.
Ski, Bike, Hike & Relax: 2-bedroom Condo W/ Pool & Spa. Minutes To Killington! - Vermont
9.9 99 reviews
Vermont
08/10 – 08/31
$248/nighttotal: $5208 (21 )

Ski, Bike, Hike & Relax: 2-bedroom Condo W/ Pool & Spa. Minutes To Killington!

2 2
apartment, Killington
This 2-bedroom condo in The Woods neighborhood of Killington is a 6-minute drive from Killington Ski Resort and a 7-minute drive from Pico Mountain, offering an ideal location for mountain enthusiasts seeking a getaway with a pool.
Enjoy 980 square feet of living space accommodating up to 6 guests, featuring a fully equipped kitchen, a fireplace, a smart TV, a washer and dryer, and access to an indoor pool, hot tub, sauna, and spa with a 15% discount on services.
Topnotch Resort - Vermont
8.9 1237 reviews
Vermont
07/01 – 07/02
$336/nightfor 1 night

Topnotch Resort

1 2
resort, Stowe
Experience the Topnotch Resort, a resort in Stowe, Vermont, situated on 120 acres of forest grounds within the Green Mountains, offering direct access to renowned ski trails.
This resort features both indoor and outdoor swimming pools, a full-service spa, and on-site dining at The Roost, perfect for travelers seeking a getaway with a pool.

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Explore Our Top Pet-Friendly Vacation Rentals with a Pool in Vermont

Among the 17698 accommodations in Vermont, here are the 8 best pet friendly rentals

Cozy Dog-friendly Family Home With Clubhouse Amenities - Vermont
10 31 reviews
Vermont
08/29 – 09/05
$201/nighttotal: $1407 (7 )

Cozy Dog-friendly Family Home With Clubhouse Amenities

3 2
apartment, Wilmington
This apartment in Wilmington's Chimney Hill neighborhood is a short drive from Mount Snow and Lake Whitingham.
Enjoy this 1190 square foot split-level apartment with a swimming pool, perfect for families and pets, featuring three bedrooms, two bathrooms, and a capacity for eight guests, plus a fenced-in backyard and entertainment options.
12br Villa Near Mount Snow  Sleeps 32  Hot Tub & Indoor Pool - Vermont
9.0 51 reviews
Vermont
07/27 – 07/31
$3609/nighttotal: $14436 (4 )

12br Villa Near Mount Snow Sleeps 32 Hot Tub & Indoor Pool

12 28
house, Dover
Just 3 miles from Mount Snow, this 12-bedroom villa in West Dover offers unparalleled access to skiing and stunning mountain views, with the Moover Shuttle just a 5-minute walk away.
This expansive 8,000 square foot villa boasts an indoor heated swimming pool, jacuzzi, and sauna, perfect for relaxation, alongside pickleball and volleyball courts for active enjoyment, and accommodates up to 32 guests with 12 en-suite bathrooms.
Sunrise Timberline I7 - Vermont
10 8 reviews
Vermont
08/10 – 08/31
$284/nighttotal: $5964 (21 )

Sunrise Timberline I7

2 2
house, Killington
This Killington house offers ski-to-door access and is located 4.1 miles from Killington Peak and 5.2 miles from Killington Pico Adventure Center.
Enjoy this vacation home with a swimming pool, hot tub, sauna, and fitness center, featuring mountain views, a fireplace, and a well-equipped kitchen.
Cortina Mountain Chalet - Outdoor Hot Tub - Close To Pico And Killington Mountains Home - Vermont
9.4 22 reviews
Vermont
08/10 – 08/31
$279/nighttotal: $5859 (21 )

Cortina Mountain Chalet - Outdoor Hot Tub - Close To Pico And Killington Mountains Home

3 2
house, Mendon
This Mendon house offers excellent access to outdoor recreation, located 8.2 miles from Killington Peak and 2.7 miles from Pico Peak, with Gifford Woods State Park just 4.3 miles away.
Enjoy a memorable getaway with this family-friendly and pet-friendly home featuring a swimming pool, a hot tub available during ski season, and a fully equipped kitchen, providing a perfect base for exploring the surrounding ski resorts and parks.
Vintage Barn Apartment-pool-hottub-firepit-hiking-museums-theater-pets Welcome! - Vermont
9.4 365 reviews
Vermont
10/05 – 10/08
$278/nighttotal: $834 (3 )

Vintage Barn Apartment-pool-hottub-firepit-hiking-museums-theater-pets Welcome!

3 2
apartment, Pownal
This renovated 1938 dairy barn apartment in Pownal, Vermont, offers a unique loft-style living space located just six miles from the cultural and culinary venues of Williamstown, Massachusetts, and Bennington, Vermont.
Enjoy over 2100 square feet of living space with a spacious kitchen, a media area, a dining room for eight, and a separate living room wing, complemented by a balcony featuring a hot tub and grill, and access to a seasonal swimming pool and bicycles.
Manchester Center Retreat W/ Mtn View, Near Skiing - Vermont
9.5 87 reviews
Vermont
06/21 – 06/24
$253/nighttotal: $759 (3 )

Manchester Center Retreat W/ Mtn View, Near Skiing

2 2
apartment, Manchester
Located in Manchester Center, this apartment is 3.3 miles from Mount Equinox and 26 miles from Bennington Battle Monument, offering easy access to outdoor recreation.
This 900 square foot apartment features air conditioning, a full kitchen, free WiFi, and access to a swimming pool, spa, and fitness center, perfect for a getaway with a pool.
17a Mountain Village #241 - Vermont
9.0 2 reviews
Vermont
07/27 – 07/31
$1545/nighttotal: $6180 (4 )

17a Mountain Village #241

5 28
apartment, Dover
Located in Dover, this apartment is 16 miles from Stratton Mountain, 29 miles from Mount Equinox, and 28 miles from Bennington Museum.
This 860 sq ft apartment with a pool accommodates up to 11 guests and features a kitchen with a fridge, microwave, and dishwasher, plus a terrace with mountain views and an on-site restaurant.
Luxury 3br/3ba Ski On/off Lodges Bear Mountain Near Sunrise Chair Killington. - Vermont
9.4 58 reviews
Vermont
09/04 – 09/07
$461/nighttotal: $1383 (3 )

Luxury 3br/3ba Ski On/off Lodges Bear Mountain Near Sunrise Chair Killington.

3 8
apartment, Killington
Ski-in/ski-out access directly on Bear Mountain in Killington places this luxurious condominium just 500 feet from the Sunrise triple chair lift, offering unparalleled convenience for winter sports enthusiasts.
This spacious 1600 sq ft, 3-bedroom, 3-bathroom condo accommodates up to 8 guests and features a private health club with an indoor pool, gym, hot tub, steam room, and dry sauna, perfect for unwinding after a day on the slopes.
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