
Vacation rentals with a pool in Durham
Find and book unique homes with a pool on Airbnb
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 R 2,260 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
Top-rated rentals with a pool in Durham
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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.
ValueLocationCleanliness

Stunning Views • Bright 2BR • Pool • Near Farm • Lakes • Farm
A quiet mountain hideaway where the air feels soft and clean, and the view from the deck slows your whole spirit down. This cozy 2BR retreat sits between Windham and Hunter—perfect for families, solo wanderers, and anyone craving calm. Fast WiFi, a full kitchen, and short stays on selected days make it easy to escape, breathe, rest, and reconnect with yourself. Easy drive to charming little towns - Windham, Hunter , Tannersville . Swimming pool on premises , CD Lane Lake with beach and free boat
LocationFamilyGetting around

Modern Upstate Cabin, near Rhinebeck NY
[ 🏊🏽♂️ Heated pool is open end of May - end of October. During the winter months we recommend soaking in our giant freestanding tub, which easily fits 2 humans.] Welcome to Maitopia - our modern, dog-friendly, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub, a floating fireplace and a heated pool in the summer. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.
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Contemporary Guesthouse with Heated Pool
Secluded studio on 13 acres in Bearsville with views of meadows, mountains and woods. Stand-alone guest house with queen size sleeping loft, kitchenette, fully tiled bathroom, elliptical trainer, and all amenities. Wake up in the morning and enjoy the amazing views with your coffee, hike in the woods, or meditate at the waterfall. In season enjoy the completely private heated pool. End the day with s'mores around the fire pit. An ideal getaway from the city yet only three miles to Woodstock.
ValueLocationHeating

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 +)
FamilyValueCleanliness

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
LocationValueParking

Only Ski In Out on Mtn | Hike, Golf, Fish, Unwind
Slopeside 1 bedroom that fits 4! Enjoy the hiking within a 5 minute drive or just walk out onto the mountain from your porch. Access to seasonal community pool with unbelievable mountain views! Unbeatable location on Hunter Mountain, short drive to town picturesque colorful village of Tannersville, majestic Kaaterskill Falls with hiking trails, and renown fishing! Fully stocked kitchen/bathroom, full entertainment system with Netflix and all of your favorite streaming services.
FamilyValueOutdoor spaces

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!
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Catskill Village Ski Hike Lake Pet Main St Pool
Welcome to our cozy retreat in historic Catskill village, just a block from Main Street's vibrant cafés, breweries, art galleries, and historic sites. Outdoor enthusiasts will appreciate our proximity to skiing, zip-lining, hiking, and golf. Enjoy water activities like kayaking, paddleboarding, and boating on the nearby Hudson River. We're conveniently located 10 minutes from the Hudson Amtrak station and about a 2 to 2.5-hour drive from NYC, making it an ideal getaway.
FamilyLocationLong stay

Catskills Retreat-Pool, Hottub, Bar, Shuffleboard
Welcome to Blue Heaven! A true paradise retreat with 2 houses, your own private inground pool, outdoor shower, pool house, playground, a Speakeasy bar room with billiards, darts, and shuffleboard! Located in the heart of the Catskills just 3 minutes away from Zoom Flume water park and 15-20 minutes away from Hunter/Windham Mountains. Enjoy swimming, roasting smores in the firepit, hiking, skiing/snowboarding, snowshoeing, or soaking up the stars in our hot tub.
FamilyLocationHospitality

Modern Barn on 12 acres w Sauna, FirePit+swimming
Escape to our recently renovated guest house on a 12-acre property, 15min from Hudson. Take in the rural setting through oversized glass doors. Infared Sauna is within running distance of the swimming pond for a cold plunge. Located in a park like setting of rolling hills & colorful sugar maple trees. Fully equipped kitchen, memory foam mattress and all the amenities. In home Massage/Yoga available. XC ski from the house! 45min to downhill.
FamilyLocationOutdoor spaces

Catskills Farmstay: Pool, Sauna, Animals, Mt Views
Make the most of winter’s final weeks and take a break upstate. Escape the city bustle for a cozy, restorative stay at Napping Horse Farm! The Bird's Nest is a light-filled retreat nestled on 30 secluded acres at the foot of Overlook Mountain. Perfect for couples, solo travelers, and small families seeking wellness, stillness, and a memorable experience with rescue farm animals. Nature, comfort, and deep calm just 2 hours from NYC.
LocationFamilyAmenities
Popular amenities for Durham rentals with a pool
House rentals with a pool

Private lakefront home, hot tub & resort amenities
LocationFamilyAir conditioning

Private Estate | 6BDRM, Pool, Hot Tub & Movie Room
FamilyLocationHospitality

Lake House close to Skiing & Indoor Hot Tub
LocationValueSkiing

Saugerties Luxury -Pool, Fire Pit, Close to HITS
LocationFamilyPool

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

Highwoods Haven | saltwater pool and hot tub
ValueFamilyKitchen

Hudson Valley Lake · Hot Tub · Dock · Games · View
FamilyLocationHiking

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

Cozy Gem with Mountain Views
FamilyValueAir conditioning

Hideaway Windham/Hunter Fireplace, Snow & Skiing
ValueFamilyAccuracy

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

Windham Condo
ValueFamilyComfort

Luxury 3-bedroom Condo on Windham mountain
FamilyLocationCleanliness

4 Bedroom Condo, Close to Golf Courses and Biking
FamilyLocationCheckout

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym
FamilyLocationBathroom

Luxury Ski in Ski out Condo + Amenities
LocationIndoor spacesAccuracy
Other vacation rentals with a pool

Dino's Black Bear Cabin
ValueLocationLayout

Mountain View Condo • Windham
LocationFamilyView

Catskills Retreat | Heated Pool & Hot Tub
ValueLocationBiking

Cozy, peaceful-3Br (5 beds)2.5 Bath townhouse
FamilyValueDecor

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm
LocationValueDecor

Charming Lakefront Cabin with Hot Tub
LocationValueHiking

Luxe Party Retreat: Ski| Pool |Karaoke|Game| Movie
ValueLocationNearby

Luxury Retreat-Heated Pool, Sauna, HotTub&C Plunge
LocationFamilyLong stay
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Jiminy Peak Mountain Resort
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Howe Caverns
- Glimmerglass State Park
- Butternut Ski Area and Tubing Center
- Mohonk Preserve
- Taconic State Park
- Plattekill Mountain
- Thacher State Park
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Peekamoose Blue Hole
- Zoom Flume
- Bousquet Mountain Ski Area
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- Hudson Chatham Winery
- MVP Arena
- Lake Minnewaska





