Vacation rentals with a pool in Central New York

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Value · Family · Getting around

Beautiful House in the Best Area to Stay!

Be ready to be amazed this fully renovated luxury home truly has it all plus more. A beautiful heated pool ,hot tub in a private backyard with a lots of privacy. Enjoy a game of pool a full size pool table or watch a movie on the 85 inch Sony ultra hd tv with sound system. Sit back and relax on the movie style automatic leather recliners while the gas fireplace sets the mood Cook yourself a feast with a fully stocked kitchen with everything you could possibly need including a coffee bar.

Location · Family · Heating

Mtn View Lux Dome w/ Heated Plunge Pool

This luxury dome is a modern home perched on a mountain top. Our aim is to combine the comforts of a large hotel suite with all the healing qualities of nature. Venture out or hike our own trails leading to a pond and a stream in the woods. Suited for long term WFH stays! We have Fiberoptic internet (ethernet avail) and plenty of space for your setup. Stroll the property at lunch or jump in the heated plunge pool between calls. Ask me about a special offer for long term stays. (14 days +)

Value · Location · Bathroom

Catskills Barn Apt with MTN views on 34 acres

Before booking * READ * the ENTIRE listing especially the “GUEST ACCESS and HOUSE RULES for all info on the Property and Hot Tub (access is shared). December - March an AWD or 4x4 Vehicle is HIGHLY RECOMMENDED Please read the “Other things to note” section. The Monroe House Barn Apt is tucked away between our Main House and Guest Cabin on our picturesque 34 acre estate. Guests have *shared access* to our Hot Tub with stunning views of the mountains. Absolutely NO PETS or SMOKING

Value · Location · Accuracy

Farmstay Scottland Yard-Hobbit House dogs welcome!

Scottland Yard farm stay, 'The Hobbit House' Come enjoy our little piece of paradise. We are located 10 easy miles from Ithaca NY in the beautiful Finger lakes region! we are less than 1/2 day trips from NYC, NJ, PA, Rochester and Buffalo. We have consistently been Airbnb super host for 6 years! We have seasonal glamps and cabins, but are now offering our favorite little hideaway year round! Enjoy the gentle peaceful flow of life just breathing the sweet air here at Scottland Yard Farm.

Value · Location · Walkability

Experience The Zen House

Enjoy your own private indoor movie theater with 7.1 Klipsch Premiere Surround Sound and leather recliner seats, a spa with a cold plunge pool & sauna, and a hot tub to reach the maximum level of relaxation. Play a game of ping pong, enjoy the fireplace outside and inside along with 5 acres! Amenities Include: - Hot Tub - Bath House with Sauna & Cold Plunge Pool - 12 Person Theater with immersive visual & surround sound + recliners - Game Room - Outdoor Fire Pit - Hammock & much more!

Family · Location · Condition

Contemporary Cabin w/ Hot Tub, Lake & Fireplace

Ticking all the boxes, this beautiful cabin has everything you could want for your retreat from city life! Five acres of private forest encapsulates the perfect seasonal mood as you step from the great room onto the huge wrap-around deck. Relax and enjoy the property with its hot tub, fireplace, A/C, BBQ grill and poolside loungers. For the adventurous at heart, check out the community shared lake access (non fishing), rivers, hiking trails and ski stations right at your fingertips.

Location · Value · Nearby

The Orchard Overlook at Beak & Skiff

The Orchard Overlook is situated in the middle of our 1,000 acre apple orchard. This house truly has it all. Heated pool + new hot tub in addition to a gym, wood burning fire place, a fully renovated bathrooms and kitchen. This is the perfect house to stay at to enjoy everything the country has to offer. Escape from it all, relax and enjoy special time. Or catch a show, go apple picking or enjoy a tasting at Apple Hill. The #1 apple orchard in the country is 3 minutes away!

Family · Value · Skiing

Dino's Black Bear Cabin

A totally disconnected adventure into the middle of the woods is just about as liberating as it gets. Get ready to log off and reconnect with yourself. Upstate NY is also home to some of the world's best campings. Tell your friends and family members to forget about texting you for a few days and reconnect with the wilderness, with five freshwater lakes and 100 miles of hiking trails right outside.This is what we do and we want to share it with you.

Location · Value · Layout

Luxury Adirondack Cabin | Heated Pool & Fire Pit

Luxury Adirondack cabin with heated spa pool, seasonal 4th Lake access, and stunning mountain views. Located on Route 28 between Old Forge and Inlet, you’ll be minutes from hiking, biking, snowmobile trails, shops, and dining — including a top-rated BBQ spot steps away. Glowing knotty pine walls and ceilings plus modern comforts make the Grand Little Cabin the perfect retreat. Note: 4th Lake access available Sept–June.

Location · Family · View

Quirky, Rustic Lodge in the Woods

Our rustic lodge sits on 29 scenic acres in upstate NY, featuring high ceilings, antique farm pieces, and taxidermy throughout. Enjoy a stocked pond, trails, wildlife, gardens, hot tub, pool, pool table, ping-pong, piano, darts, and more. Need more space? Message us to add on A-Frame cabins to sleep up to 10. Events and parties larger than 10 are allowed by permission only—message us for details.

Value · Location · Condition

Adirondack Luxury LAKE Estate: POOL & HOT TUB!

NEWLY RENOVATED 2025! Pool open! Perched 150 feet above Hinckley Lake, this one-of-a-kind property offers breathtaking panoramic views across 50 miles of the Adirondack Mountains — truly unmatched. Enjoy the lake with kayaking, a large Olympic-size pool, and an oversized hot tub. Perfect for gatherings with family and friends or a private romantic getaway. Message us for Wedding venue fees!

Value · Location · Access