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

Hideaway Windham/Hunter Fireplace, Snow & Skiing
Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Windham Mountain Village 2 bedroom townhouse
This 2 bedroom, 2 bath Townhouse with loft that sleeps 8 (max 6 adults) is located at the top of Windham Mt Village a very short walking distance from the Windham ski lodge and beginner lifts. Fully equipped kitchen, dining area, living area with fireplace including firewood. TV with cable and free high speed wifi. Outdoor deck with gas grill. Washer and Dryer. 2 parking spots in front. Access to community pool and hot tub when open usually summer and winter. Air Conditioning in summer.

Little Farm Stay Catskill
Rustic first floor apartment on quiet, private horse farm. Private entry, suitable for single adult or couple. Great location at the foothills of the Catskill Mountains! 6 miles to HITS Saugerties, minutes from the village of Catskill and just a short ride to historical Woodstock. Enjoy hiking, bike trails and local shopping! Full Kitchen Bedroom: Queen, small single futon Living area: Cable TV & Foosball Table Back patio: seating, grill, hot tub and pool(seasonally) Fire pit Wi-Fi

Windham Condo
This condo is right off Route 23, minutes from Windham Mountain. Head to the Catskills to enjoy the great outdoors. The complex has a pool, 2 tennis courts and a fire pit. Enjoy the mountain air while working from home with dedicated Wifi. We have a well-stocked kitchen, wood-burning fireplace, and comfy deck. You are in place to enjoy all the skiing, hiking, mountain biking, and golf Windham has to offer. Only 2.7 miles from Windham Mountain Resort. Guest ID may be required on arrival.

Woodstock Historic Artist Estate- The Museum House
The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..

Woodstock Mountain Cottage w/ Pool and Mtn Views
This romantic 2 bed cottage has large beamed ceilings, fully stocked kitchen, bathtub, mountain views, & hiking trails. We use strict cleaning protocols to ensure every stay is perfect The house is equipped with fast wifi & a ROKU Ultra for all of your tv needs! The house is just 3 minutes driving to the center of Woodstock. In summer, swim in our pool, hike a nearby trail, grill or relax in the hammock. Our pool is shared with us strictly no guests of guests allowed. No parties

Secluded Woodstock Retreat -Heated Pool and Sauna
Stunning, tranquil mountainside retreat with exposed beams, heated saltwater swimming pool, sauna, fireplace, soaking tub and rain shower. Situated on a 5-acre wooded hilltop, a ten minute drive to Woodstock and close to miles of walking trails. Roast marshmallows on the fire pit, flip burgers on the charcoal grill, and enjoy one of the best stargazing spots around. Indoors, find a well equipped kitchen and cinema sized tv screen with Netflix/Apple TV. Convenient to ski slopes.

Hudson River Sunset Getaway
With sunset views of the Hudson River and Catskill Mountains you can relax poolside during the summer months or enjoy the changing fall colors next to a cozy back yard bonfire in the fall. Located only 5 mins to downtown Hudson where you’ll find ample dining, drinking & shopping opportunities. Or head out to explore the Catskill Mountain Range only 30 mins away for the best hiking and skiing in the area. Sunset House is the perfect place for families or a couples getaway!

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax
Mountainside 1 bedroom cabin that fits 4! Ski on/off Hunter Mountain right from your doorstep. Enjoy hiking within a 5-minute drive or walk right onto the mountain from your porch. Unbeatable location on Hunter Mountain, short drive to the picturesque, colorful village of Tannersville, majestic Kaaterskill Falls, and renowned fishing! Fully stocked kitchen/bathroom, full entertainment system with streaming, high-speed WiFi, and dedicated work space.

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.

White Holiday Cozy Chalet Pool/Hot Tub/bubble room
⛰️This private modern haven is the place to be to take a break from our everyday busy lives and get away from it all. Enjoy a relaxing soak in the hot tub while indulging yourself with a glass of fine wine. The space is designed for family & friends to get together, have a good time, and enjoy each others company. Activities include hiking in the summer, skiing in the winter, barbeque and fresh air all year round!

Highwoods Haven | saltwater pool and hot tub
Exciting news… the saltwater pool is now open! Breathe in serenity at this unique and tranquil farmhouse getaway in Saugerties, NY. Located on 8 acres, guests can relax in the spacious saltwater pool, de-stress in the private hot tub, admire the mountain and creek views on the wraparound porch, or go apple and pear picking on the property’s orchard.
Popular amenities for Durham rentals with a pool
House rentals with a pool

Shula | Farmhouse | Pool, Hot tub, Fire pit

Saugerties Luxury -Pool, Fire Pit, Close to HITS

Woodstock Family Home w/ Tree House + Heated Pool

Shaggerties Cozy Catskills Getaway

Gorgeous Villa Mntn Views • POOL • hot tub •grill!

Birch & Buck - Stunning Views near Hudson & Hunter

Woodstock Getaway - Heated Pool/Hot Tub/FirePit

Upstate Modern Scandinavian Barn in the Catskills
Condo rentals with a pool

Cozy Gem with Mountain Views

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

Luxury 3-bedroom Condo on Windham mountain

Hunter Mountain 2BR Penthouse | Vaulted Ceilings

4 Bedroom Condo, Close to Golf Courses and Biking

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

Entire condo in Hunter NY, Gorgeous area- sleeps 6

Cozy Mountain Condo
Other vacation rentals with a pool

Luxury 6BR Villa | XL Pool, Hot Tub & Movie Room

Excellent Comfort and Location

Blue Heron Bungalow: Pool, Sauna & Pond Views

Large Home Retreat by Woodstock | Hot Tub & Sauna

Solar Log Chalet | Pool, 17 Acres & Mountain Views

New! Gemini House 1892 Farmhouse w/ Pool - Hudson

First Floor Condo with full kitchen.

6BR/3.5BA: Luxe, Pool, Hot Tub, Sauna, Fire Pit
Quick stats about vacation rentals with a pool in Durham

Total vacation rentals
Explore 20 vacation rentals in Durham

Nightly prices starting at
Durham vacation rentals start at R2,474 ZAR per night before taxes and fees

Verified guest reviews
Over 510 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Durham vacation rentals include wi-fi access

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

4.7 Average rating
Durham stays receive an average rating of 4.7 out of 5 from guests
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Jiminy Peak Mountain Resort
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Windham Mountain
- Glimmerglass State Park
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Thacher State Park
- Bash Bish Falls State Park
- Plattekill Mountain
- Hunter Mountain Resort
- Taconic State Park
- Bousquet Mountain Ski Area
- Zoom Flume
- Saratoga Spa State Park
- June Farms
- Norman Rockwell Museum
- Opus 40
- Naumkeag
- Walkway Over the Hudson State Historic Park
- Berkshire Botanical Garden
- Millbrook Vineyards & Winery





