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Holiday rentals with a pool in New England

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in New England

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

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Home in Sag Harbor

4.82 out of 5 average rating, 132 reviews

New! Sag Harbor Village Pool, Hot Tub &Beach House

New, immaculate, all-season home by the beach with crisp designer details. Every detail was considered for maximum enjoyment. The heated saltwater pool (open April-Nov) hot tub, fenced in yard & deck gets sun all day. Located in the village of Sag Harbor, steps from the Bay and Main Street & all the Hamptons has to offer. Come feel the vacation vibes as soon as you arrive. The central location, luxurious finishes, breathtaking sunsets on the sandy beach make this the perfect year-round getaway.

17–24 Nov

€ 751 per night

Guest favourite

Guest suite in Redding

4.9 out of 5 average rating, 105 reviews

Artist Retreat in Beautiful Country Setting

Stay at this unique property, owned and designed by a Eu artist, and enjoy the quiet countryside and natural beauty that rural CT has to offer. A large one bedroom studio with an modern fireplace, is equipped with a comfortable king size bed, full bathroom, sauna, indoor resistance pool- available at an extra charge, kitchen, a dedicated workspace, and high-speed internet for seamless remote work. Relax in the evening at your own private outdoor seating area surrounded by the property's charm.

19–26 Jul

€ 212 per night

Guest favourite

Home in Barnstead

4.9 out of 5 average rating, 103 reviews

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage

Immerse yourself in the New England Winter Wonderland at Locke Lake! Enjoy the beautiful scenery from the comfort of this cozy and comfortable lake house or go exploring: the Gunstock Mountain skiing area is only 25 minutes away; there are snowmobiling trails, as well as ice skating and ice fishing opportunities nearby. Time to go back in? There's more to enjoy: ping-pong, darts, board games, streaming your favorite shows in front of a fireplace and enjoying yourself away from the day-to-day.

26 Nov – 3 Dec

€ 477 per night

Guest favourite

Farm stay in Red Hook

4.99 out of 5 average rating, 126 reviews

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Just named one of "The 10 Best Remote AirBnBs for an Escape From Reality" according to the author of 'Leave the World Behind' Rumaan Alam First Floor open space includes a fully equipped Kitchen (Viking Range, Dishwasher, Washer/Dryer, Fridge/Freezer, Caesartone Counters), a Dining Room for 8 and a Living Room with Gas Fireplace & Cable TV Second Floor has 2 Bedrooms: One with a King bed overlooking the paddocks One with 2 Queen beds and a Desk overlooking the pool One bathroom with shower.

29 May – 5 Jun

€ 523 per night

Guest favourite

Cottage in Southampton

4.96 out of 5 average rating, 164 reviews

Secluded Southampton Cottage w/Pool & Spa

*Follow Us on Insta @SimmerCottage* This designer-decorated cozy cottage near Southampton Village & a short drive or bike to the beach has a stocked chef's kitchen, cozy living room with wood-burning stone fireplace, 2 SmartTVs, whimsical dining room, 3 bedrooms, one bath & charming sunroom w/reading nooks. The Cottage has central heating/air & is set on a gated 1/2 acre w/hot-tub, outdoor dining for 8 on a stone patio, outdoor string lights, fire pit, gardener's potting station & gas BBQ.

7–14 Sep

€ 1,075 per night

Guest favourite

Home in Gloversville, New York, US

4.97 out of 5 average rating, 315 reviews

Indoor Heated Pool in the Adirondacks

Year round indoor pool house that is 2000 square feet located in the lower adirondacks. There are several outdoor activities to do in the area...fishing, boating, hiking, kayaking, snowmobiling,cross country skiing & restaurants. Check out my guidebook with things to do in and around the area including near by lakes and restaurants on the lakes. Spend the day exploring and then come back to relax in the warmth of your very own private pool, sit by a fire on the patio or start the grill.

1–8 Feb

€ 221 per night

Guest favourite

Home in Woodstock

4.91 out of 5 average rating, 211 reviews

Japanese Teahouse & Onsen, outside shower, tennis

Pool is open! Secluded country estate, a short drive to Woodstock, this Japanese teahouse is the ideal combination of away-from-it-all and convenience. The backyard is designed to make the most of the outdoors. Whether you’re here when the trees are turning golden brown in autumn, or when the sun shines in summer, there’s a spot outside for you. Sunny months see barbecues by the fire pit beneath, the stringed lights and swimm in the salt pool, play a game of tennis or bball and chill.

29 Dec – 5 Jan

€ 253 per night

Guest favourite

Home in Cottekill

4.95 out of 5 average rating, 242 reviews

Peace & Privacy - High Falls (hot tub & salt pool)

Enjoy the serenity of this contemporary home on six private acres central to all the Hudson Valley has to offer; just 20 min. from the NYS Thruway. Year-round hot tub, seasonal salt water pool, fireplace, gourmet kitchen, and large deck & patio w/ fire pit make this the ultimate getaway. Sports enthusiasts, shoppers, and diners will delight in how close we are to amazing Catskills attractions. New Paltz, Kingston, Mohonk Preserve and Minnewaska State Park are just 15 minutes away.

2–9 Dec

€ 371 per night

Barn in Dover-Foxcroft

4.92 out of 5 average rating, 194 reviews

Historic Maine Canoe Shop Near lake, hiking & A.T.

Over a 5-year renovation, we painstakingly converted this 120 year old Maine canoe shop into a luxe cabin experience! It has a loft with king tempurpedic bed and antique soaking tub overlooking the downstairs and out second story windows. Walk down the floating staircase to front and back doors opening up to beautiful grounds and large granite fire pit. Sink into the extra long vintage velvet sofa and watch TV, or dine under the stars outside! The YMCA indoor poos is next door.

20–27 Oct

€ 175 per night

Guest favourite

Home in Stamford

4.97 out of 5 average rating, 220 reviews

Midcentury Modern ZenHouse Sculptor Studio

Zenhouse mission to inspire creativity, art, spirituality and rejuvenate.Experience complete tranquility in the Zen-like environment .Please read house rules before booking . Zen House Satori consists of an architecturally significant mid-century modern 3.5 acre private estate -main house @ Zenhouse in CT. This is the ideal setting for a memorable romantic getaway, solo adventures and business travelers – not to mention photoshoots and film locations! Inside Sculptor studio

3–10 Nov

€ 435 per night

Guest favourite

Guest house in Margaretville, New York, US

4.99 out of 5 average rating, 134 reviews

Sunny Arts & Crafts Loft

Catskill Mtn. Summer: hiking, swimming, relaxing. Explore fun towns like Margaretville, Andes & more. May & June are almost fully booked, but lots of great summer and fall dates available. Situated on a peaceful mountainside, the loft is a cozy, private place to unwind as you enjoy a Catskill Mtn. adventure. Super savings on longer stays, too! Our road is plowed & sanded, but you will definitely need AWD & good tires to ensure smooth travels in the WINTER months.

20–27 Nov

€ 106 per night

Guest favourite

Yurt in Randolph, Vermont, US

4.94 out of 5 average rating, 419 reviews

4 season Upper Yurt Stay on a VT Small Homestead

We are located in the hills of central VT, close to good hiking, skiing and swimming. Our homestead is based in permaculture landscape design. Unwind in the traditional Finnish Sauna, relax by the living pool, or kick back in an Adirondack chair looking out at the hills of VT. No cleaning fee! This is one of two listings at our place. We can accommodate groups of six by booking: 4 season Lower Yurt Stay on VT Small Farm and Tiny house on VT homestead.

31 Aug – 7 Sep

€ 72 per night

Holiday rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Flats

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for New England rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Salem, New York, US

4.98 out of 5 average rating, 180 reviews

Magical Farm Getaway - a must visit!

12–19 Nov

€ 588 per night

Guest favourite

Home in Shelter Island

4.97 out of 5 average rating, 195 reviews

Huge Island Getaway Pool HotTub Walk To Beach

6–13 Dec

€ 871 per night

Home in Queensbury, New York, US

4.81 out of 5 average rating, 289 reviews

Rustic Lake George Mega-Lodge+Indr🔥Tub+Sauna+Pool

22–29 Apr

€ 661 per night

Home in woodstock

4.86 out of 5 average rating, 486 reviews

CABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN

8–15 Nov

€ 286 per night

Guest favourite

Home in Plymouth, Massachusetts, US

4.9 out of 5 average rating, 213 reviews

Ocean Side, Amazing View, close to town/beach, Spa

15–22 Feb

€ 523 per night

Guest favourite

Home in Oak Bluffs

4.93 out of 5 average rating, 169 reviews

Spectacular beach & pool combo; beautiful sunsets!

12–19 Mar

€ 682 per night

Home in Forestburgh

5.0 out of 5 average rating, 3 reviews

Stone Arches - Stunning Estate with Large Pool

2–9 Oct

€ 603 per night

Guest favourite

Home in Bethlehem

5.0 out of 5 average rating, 18 reviews

Lakeview Expanse

24–31 Oct

€ 1,109 per night

Apartment rentals with a pool

Guest favourite

Apartment in Saint-Faustin-Lac-Carré, Canada

4.92 out of 5 average rating, 100 reviews

**Condo SKI -IN/OUT & BEACH Mont-Blanc - Tremblant

21–28 Oct

€ 243 per night

Guest favourite

Apartment in Woodstock, New Hampshire, US

4.91 out of 5 average rating, 246 reviews

Luxury Studio Jacuzzi Pool White Mtns. Riverfront

16–23 Mar

€ 143 per night

Guest favourite

Apartment in Lincoln, New Hampshire, US

4.95 out of 5 average rating, 564 reviews

Cozy Studio apt w/pool & hot tub Ski Loon Mountain

27 Aug – 3 Sep

€ 176 per night

Guest favourite

Apartment in Killington

4.93 out of 5 average rating, 138 reviews

Renovated unit, prime location! Shuttle on/Ski off

14–21 Jul

€ 192 per night

Guest favourite

Apartment in Bartlett

4.91 out of 5 average rating, 151 reviews

Bartlett Condo; Great Views, Resort Access

9–16 Apr

€ 194 per night

Guest favourite

Apartment in Bartlett, New Hampshire, US

4.94 out of 5 average rating, 182 reviews

An Amazing Mountain Getaway!

23–30 Oct

€ 194 per night

Guest favourite

Apartment in Mont-Tremblant, Canada

4.91 out of 5 average rating, 476 reviews

Peaceful Modern Studio+Kitchen and Balcony/Parking

10–17 Oct

€ 98 per night

Guest favourite

Apartment in Lincoln

4.96 out of 5 average rating, 295 reviews

Studio Condo in Hotel Resort at Loon Mountain

16–23 Aug

€ 184 per night

Home rentals with a private pool

Guest favourite

Home in Kerhonkson, New York, US

4.94 out of 5 average rating, 325 reviews

Country House: Rustic Charm With Modern Feel

20–27 Sep

€ 621 per night

Guest favourite

Home in East Hampton, New York, US

4.97 out of 5 average rating, 116 reviews

Explore the Water & Woods at a Relaxing Retreat

30 Dec – 6 Jan

€ 898 per night

Home in Lagrangeville

4.84 out of 5 average rating, 120 reviews

Classic Hudson Valley Farmhouse Nestled in 9 Rolling Acres

27 Sep – 4 Oct

€ 634 per night

Guest favourite

Villa in Coxsackie

4.99 out of 5 average rating, 80 reviews

Magnificent Hudson River Estate with Infinity Pool and Spa

29 Jan – 5 Feb

€ 1,128 per night

Farm stay in Fleischmanns

4.91 out of 5 average rating, 11 reviews

Escape to a Dreamy 1857 Farmhouse in Fleischmanns

11–18 Apr

€ 434 per night

Bungalow in East Hampton, New York, US

4.93 out of 5 average rating, 99 reviews

East Hampton Ranch with Access to Clearwater Private Beach

4–11 May

€ 502 per night

Home in Lanesville

4.77 out of 5 average rating, 205 reviews

Go Hiking and Skiing from a Family-Friendly Farmhouse

12–19 Mar

€ 427 per night

Guest favourite

Home in Remsenburg, New York, US

4.95 out of 5 average rating, 64 reviews

Experience a Quiet Hamptons Getaway

29 Jan – 5 Feb

€ 582 per night

Destinations to explore