Holiday rentals with a pool in Hillsborough County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hillsborough County

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

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Guest favourite

Home in Derry

4.91 out of 5 average rating, 173 reviews

Sanctum by the Lake

Looking for a place to bring the family, or a get-a-away with friends? This is it! From the light and airy design that makes it feel like home to the large pool, hot tub, and lake access, The Sanctum by the Lake has everything you need for a great stay. It is a short 100 yard walk from the lake and a quick drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston or the NH Seacoast, close to the Lakes Region, White mountains, and great skiing spots as well as the famous NH Outlets.

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Townhouse in Merrimack

4.83 out of 5 average rating, 6 reviews

Lux home near Rt 3/MHT/mountain/lake/ocean/Boston

Luxury home minutes from MHT airport, Rt3/i293/i93, Manchester/Nashua, Merrimack Premium Outlets, Target/WholeFoods/Trader Joes/Shaws/7/11. Enjoy your stay in a peaceful, spacious townhome located in a quiet community close to MHT/Boston and all the beautiful sights in NH - ocean/lakes/mountains. 2 parking spots available in front of house. The home was renovated from ground up and includes a chef's kitchen and beautiful furnishings. Recently insulated first floor to address even heating/cooling

Home in Temple

5 out of 5 average rating, 8 reviews

The Historic Homestead at Stepping Stones Farm

Welcome to our "Homestead". We invite you to enjoy a beautifully appointed Colonial Farmhouse with updated amenities including strong WiFi. This is a great opportunity to experience New England at its best. Enjoy the activities of a working horse farm. Imagine yourselves collecting fresh eggs from our hens after sipping coffee in the garden. Visit our horses, walk around our idyllic property, dip in the pool, eat under the stars and sleep peacefully in comfy beds. Read on & enjoy our pictures!

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Home in Winchendon

4.95 out of 5 average rating, 22 reviews

Amazing Lakefront Home with Pool- Tatum's Place

Bring the whole family to this great place for fun. Escape to our stunning waterfront property on Lake Monomonac! With 200 ft of lake frontage, a sandy beach, private boat docks, pool, it's the perfect year-round getaway. Enjoy spacious living with 5 bedrooms, 4 baths, and TWO kitchens, Infrared SAUNA. Summer fun includes boating, swimming. In the winter, snowmobiling + skiing. Close to many amenities makes it ideal for families. Book now for unforgettable memories at our paradise by the lake!

Top guest favourite

Home in Weare

4.74 out of 5 average rating, 190 reviews

Midcentury retreat at Zulip Farm

This beautiful house is the ultimate city escape located just 90 minutes from Boston! The unique and spacious design opens up to the outside, letting you enjoy the great outdoors through a wall of windows from a cozy sunken living room. In the summer, lounge by the pool or enjoy one of two pristine lakes 10 minutes away. In winter, only 15 minutes to Pat’s Peak and 20 minutes to Crotched Ski Resort. Please review the waiver language below, which we will require you to sign after booking.

Guest favourite

Apartment in Londonderry

4.88 out of 5 average rating, 40 reviews

Village Hideaway

Rent a two bedroom place. Nice sunporch. Laundry on site. Dishwasher. Washer drier Pool & tennis court A lovely condo within 1hr. of the White mt. Portsmouth NH and Maine coast. Spend A day on the Isles ofShoals. Or a day at sea on an exciting whale watch 45 min. Drive puts you in Boston, A national center for sports,arts,American history, shopping and much more. 10 min. Drive gives you local shopping, super markets, pharmacies, hardware stores, and yummie ethnic dining. No smokers.

Guest favourite

Flat in Henniker

4.91 out of 5 average rating, 82 reviews

Henniker Manor "The Only One on Earth"

SPRING BREAK DISCOUNT! Made Atlas list must visit small town in NH. Come visit NEC .4 miles, Pat's Peak 2.4 m., Mt Sunapee 17.7 m. & Crotched Mt. 19.2 m. Only a few doors down to Country Spirit. Tastefully updated open concept 3 bdrm apt above a rustic barn in this quaint New England town. Whether you are hiking/skiing at Pat's Peak, leaf peeping, or rafting down the Contoocook you will love this location. Walkable to restaurants, bars & downtown. Pool (shared w/ property mgrs & guests).

Top guest favourite

Cabin in Windsor

5 out of 5 average rating, 15 reviews

*Amazing Mountain Views* log cabin w/ pool+firepit

Escape to Sunset Cabin at Mountain Ledge, with breathtaking mountain views from almost every part of this stunning cabin! Perfect for couples, families & groups alike, this spectacular log home comfortably accommodates up to 10 guests, featuring cathedral ceilings, 3 bedrooms, 2 bath, 2 living rooms, beautiful kitchen, laundry, pool, firepit, propane grill & multiple walkouts to covered gated wrap-around porch, w/ incredible mountain views! *Gorgeous* western sunset views each night!

Top guest favourite

Guest house in Manchester

5 out of 5 average rating, 21 reviews

Luxurious Executive Suite

Stylish Executive Suite, a perfect haven for the business traveler. Parties of two will enjoy the comforts of home in a private location, 2 miles from the City's best restaurants & SNHU. Our 2nd story guest house located in the historic north-end neighborhood, nestled in the trees; you won't know you're in the City! Use of property is limited to the two occupants noted on the reservation. Outside guests are not permitted. Long stay discount is available.

Top guest favourite

Guest suite in New Boston

4.98 out of 5 average rating, 197 reviews

Private Suite with Hot Tub

#TheBarnQuiltHouse Cozy, private guest suite with hot tub in the wooded hills of a quaint New Hampshire farming town. Residential neighborhood, centrally located in Southern New Hampshire. 20+/-min to Concord, Manchester Airport, St. Anselms College, New England College, Pat's Peak, Crotched Mountain. Head north to the lakes region, west to Mt. Sunapee, or south to visit Boston..all within an hour drive. May the peace of the wilderness be with you.

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Home in Bedford

4.67 out of 5 average rating, 33 reviews

Bedford Retreat: pool, fenced yard.

Peaceful 1 bedroom retreat. Enjoy the privacy of your own home. Sit poolside, enjoy the luxurious king size bed, fire pit, sit on the porch and watch the wildlife. Enjoy the well equipped kitchen, large screen TV and proximity to local restaurants. A second sleeping room with a queen bed is available on the lower level for a small additional guest charge Check-in is after 4:00 PM EST. Pool will be open early June and close in Oct.

Guest favourite

Home in Derry

4.83 out of 5 average rating, 134 reviews

Beautiful Lakefront Vacation

Historic home , built 200 years ago. Home is totally powered w/ solar energy. Bright sunny, country style w/ lots of wood, tile, granite counters & European kitchen. Noodles the cat to greet you Large 30 foot deck , gas grill and patio umbrella & seating for outdoor dining. Accommodations on lake side include fire pit, kayak, canoe, paddleboards PFD's, picnic tables, chairs, hammock w/beautiful view. A small slice of heaven!