Vacation 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 favorite

Home in Derry

4.9 out of 5 average rating, 134 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.

Superhost

Guest suite in Nashua

5 out of 5 average rating, 4 reviews

Most of Townhouse with Privacy to Host Travelers

My place is by the Everett Turnpike, 7-Eleven, the supermarket, and the dry cleaners. There is a bus stop near the next street over. My condo is good for adventurers, business travelers, & traveling nurses. The bedroom overlooks the very far mountains which are visible on some clear days in the afternoon. There's a TV in the bedroom, but you'd need to use your own account with the older Roku. You'll be the only person using the living room, the kitchen, and the washer & dryer. Wi-Fi is included.

Guest favorite

Home in Jaffrey

5 out of 5 average rating, 6 reviews

Sunset mountain Retreat

This stylish huge house in Jaffrey, NH is perfect for those who want to relax and unwind nestled within a few short miles of our local treasure Mount Monadnock and Shattuck Golf Course. With a stunning Mountain View, 5 bedrooms (2 king beds, 2 queens and 2 twins), 3 full baths and a huge backyard pool. Close to grocery stores (Shaws, Market Basket and Hannafords) and delicious local restaurants. 70 miles west of Boston Mass in the beautiful Monadnock NH area. Perfect resort-like feel to relax.

Guest favorite

Home in Weare

4.74 out of 5 average rating, 188 reviews

Abijah Manor 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 that you sign after booking.

Superhost

Home in Winchendon

4.92 out of 5 average rating, 13 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!

Guest favorite

Condo in Londonderry

4.86 out of 5 average rating, 37 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 favorite

Home in Candia

5 out of 5 average rating, 9 reviews

Farm Estate-Horses, HotTub, Snowmobiles, Sleeps 23

This beautiful, historic ~7,000sf house offers 6 bedrooms with 14 beds (3 king, 6 Queen, 5 Twin + blowups) and 4 full baths. It also has a beautiful sunroom, two decks, an enormous Game Room (w/ sauna, exercise room & full bath), Great Room, pool & large hot tub For fun, there are horses ATVs, snowmobiles, tree houses, ponds, canoes, huge barn with 3-D hay maze & axe throwing and more! 50 activities in total. As a working 15 acre farm, there are chickens, turkeys, ducks and a huge garden.

Guest favorite

Guest suite in Manchester

4.95 out of 5 average rating, 37 reviews

Mid Century Oasis with Commanding Views

Welcome to our mid-century oasis! An original deck home, this space is bursting with sunshine and a fun 1950's vibe. Enjoy a swim in the in ground pool (May to September), pour yourself a drink at your own private bar, and enjoy the hip mid-century flare throughout. Winter time? We're an hour from popular ski mountains! Our home is nestled on a peaceful hill above the city, just minutes away from an original Frank Lloyd Wright home, 45 minutes from the coast, and an hour from Boston.

Guest favorite

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!

Guest favorite

Rental unit in Henniker

4.9 out of 5 average rating, 73 reviews

Henniker Manor "The Only One on Earth"

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).

Guest favorite

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!

Guest favorite

Guest suite in New Boston

4.98 out of 5 average rating, 190 reviews

Cozy, Private In-Law Suite with Hot Tub

#TheBarnQuiltHouse Cozy, private guest suite 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.