
Vacation rentals with a pool in Bolton
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Bolton
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Chilson Brook Alpacas Bonsai Cabin
Relax in our contemporary cabin located on an alpaca farm in the Adirondacks. This cabin is secluded but conveniently located 4.6 miles (8 mins) from Ft Ticonderoga, 2.7 miles (5 mins) from StarTrek Original Set Tour, 4 miles (6 mins) from Golf Course and The Barn at Lord Howe Valley. 4.5 miles from the Ft Ticonderoga Ferry over Lake Champlain to Vermont, and 3 miles from the northern end of Lake George. Access to shared pool.A family friendly beach on Lake George is 5.8 miles from the cabin.

“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.

Luxurious Lake George Getaway
PRIVATE & HEATED INDOOR POOL, CLOSE TO SKIING, COZY FIRE PIT AND FIREPLACE, & SHARED DOCK make this the perfect place to experience the beauty of Lake George. This space has many unique amenities including a putting green, bbq, outdoor games, and much more. A 5 minute walk from downtown, great restaurants nearby, a backyard stream, and close to hiking, and more all help to make this the perfect place to go to escape with friends or family. Note: Shared dock, no boat parking available

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

Adirondack Green Cabin #2
We have AC and WiFi. Wood burning fireplace and firepit and normal heat. Inground Pool shared by 5 other cabins. Private Firepit. Good for couples, adventurers, business travelers, families, big groups because we have 6 total cabins on the property and can accommodate 50 people. Just minutes to all outdoor activities and our area is a 4 season destination. Onetime $75 per pet fee must be paid at time of booking. Must bring dog blankets. $30 per person extra per night after 4 guests.
Popular amenities for Bolton rentals with a pool
House rentals with a pool

Private indoor pool + hot tub • 10 min to Gore

Magical Farm Getaway - a must visit!

Toga Haven: Walk to Broadway+ Pool

6 Bedroom Lakeside House

Modern 3BR with pool - 1 mile to track and SPAC

Journey’s End Pool House

Book a Spring Getaway-Hot Tub, Game Rm, Fire Place

Heated Pool Opens Memorial Day, Hot Tub, Gameroom
Other vacation rentals with a pool

Adirondacks Waterfront Acorn Cabin

3 Bedroom House with Private Pool in the village!

Spacious Retreat mins to Lake George pool&hot tub

Cheerful Saratoga Home- Close to Track and SPAC

East Side Escape with Pool & Deck

Tree house at sacandaga lake / Adirondacks mts.

Private Serene Oasis

Charming Farmhouse
When is the best time to visit Bolton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,920 GYD | G$54,175 GYD | G$53,966 GYD | G$57,522 GYD | G$49,992 GYD | G$50,619 GYD | G$64,843 GYD | G$65,889 GYD | G$49,364 GYD | G$43,717 GYD | G$57,522 GYD | G$53,129 GYD |
| 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 |
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 G$14,642 GYD 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!
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- Rentals with pools Warren County
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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
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Saratoga Spa State Park
- Gore Mountain
- Middlebury College
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- National Museum of Racing and Hall of Fame
- Emerald Lake State Park
- Trout Lake
- Adirondack Animal Land
- Southern Vermont Arts Center
- Camp Plymouth State Park
- Congress Park





