
Vacation rentals with a pool in Bolton
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Bolton

Total vacation rentals
Explore 140 vacation rentals in Bolton

Nightly prices starting at
Bolton vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 2,370 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
140 of Bolton vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Bolton rentals

4.8 Average rating
Bolton stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Bolton
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Saratoga Musical Oasis|Heated Pool|King Bed|Views
Nestled in Greenfield Center near Saratoga Springs, this 3-bedroom, 3.5-bathroom luxury home offers a heated pool, smart home features, music speakers and a finished basement. Enjoy privacy, stunning mountain/sunset views, and a master suite with a king bed and spa-like bath. The property includes a fully stocked kitchen, personal workspace, and a barn for events on a case by case basis. Minutes to downtown, the race track, and SPAC, you'll find privacy and convenience in one gorgeous location.

“Carriage House”Great Location, Walking Distance.
Take it easy at this unique and tranquil getaway. The rental/ carriage house is shown to the right of main house. The Carriage house is situated over heated/air conditioned 2 car garage for your use. Main house was built in 1912 on 5 acres. The carriage house 2006. The Carriage house has private entrance to house and garage. Property within walking distance to the Lk George village shops, restaurants, beaches. Home owner onsite. We are here if needed and will respect your privacy at all times.

SARATOGA GEYSER RETREAT
Completely renovated/updated full house in Saratoga, close to Downtown and the Race Track. Saratoga Performing Arts Center for concerts and State Park 5 minutes away, where you can enjoy miles of paved trails, a golf course, restaurant, natural carbonated mineral springs, the famous Geyser, Geyser Creek (fishing allowed), BBQ pavilions, spring water pools for family fun. Close-by amenities include Saratoga Spa Golf Course, grocery store, Stewarts shops for famous ice-cream. Equipped kitchen.

Pool/Hot tub, king bed, between Lk George/Saratoga
Welcome to your private upstate getaway, perfectly located between Lake George and Saratoga Springs. Spend summer days enjoying the heated private inground pool, relax year-round in the hot tub, and unwind in a peaceful setting that feels private yet is close to everything. Whether you're here for lake days, mountains, skiing, racetrack, racino, local events. or simply to relax, this home is designed for an easy memorable stay POOL is open for 2026 season! will be heated mid May til mid Oct

Grand King Apartment w/ Soaking Tub & Full Kitchen
This expansive one-bedroom apartment is designed for guests who want space, comfort, and privacy. Featuring cathedral ceilings, a full-size kitchen, a massive king bedroom, private balcony and a spa-style bathroom with dual sinks and a deep soaking tub, it’s an ideal retreat for couples or solo travelers who enjoy room to unwind. While it can accommodate up to four, the layout is best suited for two guests who value generous living space, upgraded amenities, and a relaxed, residential feel.

Ridge with a View 1000 sf private guest suite/pool
Private, 3 story home w/forest view of President Grants Cottage on Mt. McGregor. Exclusive walkout basement w/ pool outside your door. Living area (800sf), private bedroom (200sf), & full bath. Microwave/mini fridge/coffee (no kitchen sink/cooking). Own parking spot (must walk through the grass to get to your entrance). Breakfast menu offered 7-10am each morning. Homemade cookies upon arrival. 8 miles to downtown Toga, 11 to Track, 14 to SPAC, 6 to Adirondack Park & 20 to Lake George

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.

The Jay 2 Bedroom Chalet at the ADK Lodge (#32)
The Jay #32 in The Pines is a 2 bedroom / 1 bath multi-level authentic A-Frame Chalet in Lake George. Enjoy everything that the Adirondack Diamond Point Lodge resort property has to offer, including outdoor pool, sauna cabin, game room, bonfire pit and more. This cozy accommodation with pine finish and cathedral loft is perfect for the small family or friend group. Enjoy the evening from our raised deck or relaxing in Adirondack chairs at your private fire circle. Pet friendly by request.

North Tree House Retreat of Lake George
Welcome to Trekker in Lake George, New York at the base of the Adirondack Park. When staying at our unique resort you will not only experience and see many different types of rentals like treehouses, yurts, earth homes, and cabins but you can explore our wildflower fields, play with our goats and chickens, and observe our honeybee hives. While the seasons and nature provide, take home some honey from our hives, eggs from our coops and fresh maple syrup from ours and other local farms.

Adirondack Chalet
A wonderful and peaceful Chalet at the foot of Gore Mountain with a private inground pool and wireless internet. Just a 25 minute to Lake George and only minutes from other Lakes such as Thirteenth Lake in North River and Minerva Lake. White water rafting is just a few minutes from us and the sweet hamlet of North Creek with its great restaurants, bars, Supermarket, liquor store, antique shops and pharmacy is a mile away. The Chalet is private, with a big deck and is open all year

Town & Country Getaway: Pool Gardens Views 6 Acres
As seen in Country Living Magazine July 2015. Idyllic setting for families and kids where they can run free under the maple trees on our expansive green lawns. Gorgeous well-appointed private farmhouse on 6 acres, only minutes from downtown Saratoga Springs. Vast views of historic horse estates and Adirondack Mountains. In ground pool surrounded by perennial gardens. Saratoga Spa Hot tub. Drive to Saratoga take Uber/taxi home. Close to Saratoga Flat Track. Privacy.

Lakefront Suite in Resort/King bed/Kitchen/Balcon
New two room suite with living room, bedroom with king bed, kitchen, walk in shower and two private balconies overlooking beautiful Lake George and the foothills of The Adirondack mountains. Enjoy tennis/pickleball, the pool, bocce, the fire pits and complimentary kayaks and paddle boards steps away from your apt. Enjoy the comforts of home and partake of resort amenities. All this located just 1.5 miles from the quaint and charming hamlet of Bolton Landing
Popular amenities for Bolton rentals with a pool
House rentals with a pool

Magical Farm Getaway - a must visit!

Spacious Retreat mins to Lake George pool&hot tub

East Side Escape with Pool & Deck

Idyllic Dorset Home: Serene Escape w/amazing views

Mtn View Retreat-10 mins to Lake George

Sleeps 16 Heated Pool Firepit Minutes Lake George

Journey’s End Pool House

Willow Creek Farm
Other vacation rentals with a pool

The Barn

Lodge w/Heated Pool, Hot Tub, Game Room, Firepit

Queen Duplex Unit#5-Green Haven Resort-Lake George

Timber Cottage -studio guest house, pet friendly.

Kelli's Wellness Retreat

Lonetree Glamping campsite 6

Luxury Oasis: Heated Pool + Walk to Town/Track

The Barn (Unit #11)
When is the best time to visit Bolton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ929 | ﺩ.ﺇ951 | ﺩ.ﺇ948 | ﺩ.ﺇ1,010 | ﺩ.ﺇ878 | ﺩ.ﺇ889 | ﺩ.ﺇ1,138 | ﺩ.ﺇ1,157 | ﺩ.ﺇ867 | ﺩ.ﺇ768 | ﺩ.ﺇ1,010 | ﺩ.ﺇ933 |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°C | -3°C |
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- Rentals with pools United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Killington Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- Fort Ticonderoga
- Saratoga Spa State Park
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame
- Middlebury College
- Adirondack Extreme Adventure Course
- Emerald Lake State Park
- Adirondak Loj
- Trout Lake
- Southern Vermont Arts Center
- Congress Park
- Adirondack Animal Land
- Camp Plymouth State Park





