
Holiday 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.

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.

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

The Owl - Lake George 2 BR deck views fireplace
Enjoy the adirondacks the way they are meant to be in our most popular & cozy cabin unit with all the adirondack charm you'd expect. Minutes from both Lake George village and Bolton Landing, West Mountain Ski Resort and thirty minutes to Gore Mountain. Cozy up next to the gas fireplace in our spacious living room & kitchen great room or relax in front of a lake view from the deck & king bed. Try our new Suana! For Summer boating enthusiasts, please ask us about available dock space nearby.

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.

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

Lake George/Gore/West mtn Getaway
*Peaceful retreat nestled in The Adirondack Park just 10 minutes to Lake George in a quiet neighborhood *A dreamy Master with attached bath where you wake up feeling like you are still dreaming *Amazing outside area complete with firepit ,Pool and grill perfect for memory making *high speed internet and perfect for those working remotely * We strive for all our guests to have nothing less than a five star experience Pool is open until the end of September
Popular amenities for Bolton rentals with a pool
House rentals with a pool

Private indoor pool + hot tub • 10 min to Gore

3 Bedroom House with Private Pool in the village!

Magical Farm Getaway - a must visit!

Spacious Retreat mins to Lake George pool&hot tub

East Side Escape with Pool & Deck

SARATOGA GEYSER RETREAT

The Lodge, a 70s Getaway w/Hot tub

Willow Creek Farm
Other holiday rentals with a pool

The Barn

The Boho Hut (Unit #7)

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

Timber Cottage -studio guest house, pet friendly.

Two Bedroom Lakeview Cottage - Blue Lagoon Resort

Lonetree Glamping campsite 6

Luxury Oasis: Heated Pool + Walk to Town/Track

Charming Farmhouse
When is the best time to visit Bolton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 192 | € 220 | € 218 | € 235 | € 204 | € 207 | € 265 | € 269 | € 202 | € 179 | € 235 | € 217 |
| 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 holiday rentals with a pool in Bolton

Total holiday rentals
Explore 140 holiday rentals in Bolton

Nightly prices starting at
Bolton holiday rentals start at € 60 per night before taxes and fees

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

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
140 of Bolton holiday rentals include wifi 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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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Killington Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Saratoga Spa State Park
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- National Museum of Racing and Hall of Fame
- Adirondack Extreme Adventure Course
- Adirondak Loj
- Emerald Lake State Park
- Middlebury College
- Trout Lake
- Congress Park
- Southern Vermont Arts Center
- Adirondack Animal Land
- Camp Plymouth State Park




