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Vacation rentals with a pool in Claverack

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Claverack

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Tiny home in Ghent

4.95 out of 5 average rating, 131 reviews

Country Getaway Tiny House in Woods w/Pool/Sauna.

Tiny Small House - 600 Sq ft. of new living space on 30 private acres with walkable trains in Beautiful Columbia County. Secluded privacy surrounded by nature. House has everything you need and sleeps 4 with two twin loft beds. Enjoy the pool and renovated barn pool house. In the Winter stay warm by the wood stove. Enjoy the 6 person sauna year round. Restaurants close by or stay in and enjoy the property. Located 9 miles from Hudson and 3 miles from Chatham and Kinderhook. Near OMI Arts Center.

Townhouse in Hudson

4.95 out of 5 average rating, 204 reviews

Palazzo Hudson: Luxury Home with Pool, Spa, Sauna

Welcome to Palazzo Hudson! The only private vacation home in the town of Hudson with a chef's kitchen, seasonal in-ground pool, deluxe sauna, cedar hot tub & the Blue Library-Lounge Barn. A home for all seasons, you'll experience inspiration and relaxation in the warm and whimsical spaces of our unique light-filled home's art, books, music, luxury spa features, outdoor patios, deck, and gardens. A quick stroll to restaurants, bars, cafes, and shops of Warren Street and the Upper Depot District.

Home in Saugerties

4.94 out of 5 average rating, 66 reviews

Perfect Family Winter Retreat•Close to Ski•Firepit

This stylish, 3-bed, 2-bath home has a plethora of amenities that will keep the kids occupied for hours any time of the year, including a large kids play area in the lower level of the house and a large back yard w newly built FIREPIT area. Close to ski & a back field to build snowmen & sled in winter. In summer, a seasonal heated pool, waterslide & child safety fence, tree house, beach volleyball crt, swing set. Saugerties 10 mins. Relax with the whole family at this peaceful place to stay.

Cottage in Woodstock

4.81 out of 5 average rating, 113 reviews

Woodstock Mountain Cottage/pool/ booking summer*

Our 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 & it is a true summer oasis. Operating permit #21H-136

Home in Hunter

4.69 out of 5 average rating, 64 reviews

Heated Indoor pool 5BR-3B close to hunter base

Just a short walk to Hunter Mountain, this beautiful 5-bedroom, 3-bath home is the perfect retreat. Relax in the heated indoor pool, jacuzzi, and sauna after a day of adventure. Enjoy cozy nights by the fireplace or in one of two spacious family rooms. The home features high-speed internet, HD TVs, and a fully stocked kitchen with all essentials. Outside, unwind on the wraparound deck, use the large grill, or roast marshmallows by the fire pit. Set on 1 acre, just 2 hours from the city.

Home in Hudson

4.93 out of 5 average rating, 243 reviews

Casa Luna Country Retreat with Pool, Hudson, NY

CASA LUNA Perfect peaceful upstate NY country retreat. An all year round escape. 2 hours from NYC driving or Amtrak. 15 mins to downtown Hudson with great restaurants and shopping. 20 mins to water skiing on Copake Lake and 25 mins snow skiing at Catamount, Berkshires. Private & secluded. Columbia County, New York. 4 bedrooms, 2.5 bathrooms, salt water swimming pool, koi pond, claw foot bath tub, steam room. If CASA LUNA is booked check CASA SOL https://www.airbnb.com/rooms/1627143

Home in Stone Ridge

4.98 out of 5 average rating, 101 reviews

Stone Ridge Retreat with Heated Pool & Hot Tub

Our renovated home is situated on 4 acres of private property, just two hours north of NYC. The house is a short drive from Woodstock, the Catskills and Shawangunk mountains. It's perfect for any weekend get away or vacation with family and friends. The days are perfect for sightseeing while the nights are cool enough to enjoy our hot tub after a day spent hiking in the Catskills. My Pool is now closed until next summer. Terrific Wifi with speed up to 300 Mbps. Pets are allowed.

Home in Kerhonkson

4.95 out of 5 average rating, 350 reviews

Winter Wonderland: Dog & Family Friendly Chalet

Look from the luxurious spa tub at the countryside oasis atop a rolling knoll on the edge of fir-scented forest land. Come home from a hike, farm, or award winning restaurant, & snuggle up by the fire under grand cathedral ceilings. In summer, swim in the salt water pool & enjoy the fire pit surrounded by lush landscaping & quiet. Stunning views as the seasons change, the windows showcasing rolling snowy hills or the vibrant colors of autumn leaves climbing the mountains.

Home in Woodstock

4.86 out of 5 average rating, 126 reviews

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

Our beautiful Villa has amazing mountain views, a clean, modern design and is the perfect getaway to socialize & relax. It is ideally located for hiking & has a gorgeous, private salt water pool (mid May- mid Oct) and a wonderful hot tub which is open year round! Please check for pool opening/closing. In addition to the main house there is also a spacious studio cottage (with bathroom) & heat that can be used as a WFH private office. It has it's own high speed internet.

Home in Pittsfield

4.98 out of 5 average rating, 53 reviews

Berkshire Lakefront Home W/Pool-100%Renovated

On beautiful Lake Pontoosuc in The Berkshires, you can enjoy this brand new construction complete with pool! This home has been entirely renovated from top to bottom! Every room has a king sized bed! 2 bedrooms are on the main floor complete with en-suite baths. Gorgeous views from every room! Conveniently located near Lenox, Williamstown, North Adams and West Stockbridge. Motorboat lake with rentals available! Kayaks supplied!

Home in Stanfordville

4.96 out of 5 average rating, 48 reviews

Charming lakeside cabin with private heated pool

This lakeside retreat an ideal family getaway. Complete with private heated pool and patio area and just up the driveway from beautiful Hunns Lake. The space has a rustic cabin feel, with an open two-story windowed dining area, beautiful wood paneling and quaint spiral staircase up to the main bedrooms. The unit is a private apartment adjoining the main house. The rental unit has its own driveway, entrance and secluded pool area.

Home in Saugerties

4.98 out of 5 average rating, 60 reviews

Hudson Valley Kid-friendly House by Woodstock

A great house that is especially suitable for families with children. This property offers 4 bedrooms, two and a half baths along with plenty of room to relax both indoors and outside. Located in a quiet neighborhood, you will enjoy a wonderful pool (May-Sept) and BBQ, fire pit, and outdoor dining and relaxation on chaise loungers. Enjoy skiing - Hunter Mountain is 23 miles/35 minutes away; Wyndham is 38 miles/ 50 minutes away.

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Popular amenities for Claverack rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Accord

5 out of 5 average rating, 15 reviews

Newly Built Private Home & Pool

Home in Germantown

4.98 out of 5 average rating, 55 reviews

Columbia County Farmhouse with Pool

Home in Catskill

5 out of 5 average rating, 17 reviews

NEW! Catskill Family Hideout with Seasonal Pool

Home in New Paltz

4.93 out of 5 average rating, 133 reviews

Harrison Field Upstate NY Weekend Getaway

Home in Saugerties

4.96 out of 5 average rating, 162 reviews

Lux 1800's renovated farmhouse w/hot tub+pool

Home in East Chatham

4.64 out of 5 average rating, 14 reviews

10 Acre Country Estate with Pool, Hot Tub & Views!

Home in Saugerties

4.86 out of 5 average rating, 85 reviews

Unique Contemporary on 40 Pvt Ac, Enclosed Hot Tub

Home in Clinton Corners

4.9 out of 5 average rating, 29 reviews

Gorgeous Hudson Valley Farmhouse pool & sauna

Condo rentals with a pool

Condo in Windham

4.89 out of 5 average rating, 176 reviews

Cozy Mountain hideaway Windham, Hunter

Condo in Hancock

4.96 out of 5 average rating, 50 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Condo in Windham

4.94 out of 5 average rating, 34 reviews

Lovely stylish 2-bedroom condo with community pool

Condo in Hancock

5 out of 5 average rating, 3 reviews

Condo Resort at Jiminy Peak Ski Mountain's Base

Condo in Windham

4.83 out of 5 average rating, 12 reviews

Windham-Hunter Lodge

Condo in Windham

5 out of 5 average rating, 29 reviews

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub

Condo in Windham

4.72 out of 5 average rating, 269 reviews

Cozy Condo w/ Wood Burning Fireplace

Condo in Hancock

4.91 out of 5 average rating, 58 reviews

Jiminy Peak Country Inn - ski in/out condo MT view

Home rentals with a private pool

Home in Woodstock

5 out of 5 average rating, 9 reviews

Luxury Retreat in the Catskills

Home in Rhinebeck

5 out of 5 average rating, 71 reviews

Rhinebeck Country Living with a Modern Twist

Villa in Coxsackie

4.99 out of 5 average rating, 87 reviews

Magnificent Hudson River Estate with Infinity Pool and Spa

Home in Bearsville

5 out of 5 average rating, 22 reviews

Magnificent Designer Home - Close To Skiing

Quick stats about vacation rentals with a pool in Claverack

Total rentals
20 properties
Nightly prices starting at
R2,597 ZAR before taxes and fees
Total number of reviews
980 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore