Holiday rentals with a pool in Hillsborough County

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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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Superhost
A large, inviting pool is surrounded by a neatly landscaped yard featuring an array of lounge chairs. A wooden cabana is situated nearby, and expansive views of the lake and trees are visible in the background under a clear blue sky.
Home in Winchendon
4.91 out of 5 average rating, 35 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 many 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
A spacious living room features a large sectional couch and an accent chair, both positioned on a patterned area rug. A wall-mounted TV is visible, with light streaming through the windows, highlighting the natural wood flooring and airy design.
Home in Derry
4.92 out of 5 average rating, 218 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.

Guest favourite
A spacious living room features a large brown sofa adorned with green cushions. Two armchairs are positioned near a small table, inviting conversation. A wooden cabinet and a flat-screen TV are present, while natural light streams through sizable windows, illuminating decorative elements and a patterned area rug.
Guest suite in Nashua
5 out of 5 average rating, 10 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 favourite
A spacious bedroom features light grey walls and plush carpeting. A large bed with crisp white linens is centered in the room. Two windows are covered with sheer curtains, allowing natural light to filter in. A small desk with a chair is positioned near one window.
Townhouse in Merrimack
4.91 out of 5 average rating, 11 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

Superhost
A colonial farmhouse is nestled within rolling green lawns, framed by a stone wall. A winding path leads to the entrance, while large trees and gardens surround the house, offering a serene and inviting setting. A birdhouse is visible on a tree trunk in the foreground.
Home in Temple
5 out of 5 average rating, 11 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!

Guest favourite
A serene view of an outdoor pool reflects the surrounding greenery and expansive sky. The wooden deck extends to the edge of the pool, providing a space for relaxation while offering picturesque landscapes in the background, including trees and distant hills.
Home in Weare
4.75 out of 5 average rating, 197 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
A charming, two-story yellow house is surrounded by verdant trees and a manicured lawn. A wooden fence borders the property, and vehicles are parked nearby. Sunlight filters through the leaves, casting dappled light on the grassy area in front of the home.
Apartment in Londonderry
4.87 out of 5 average rating, 53 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.

Top guest favourite
A serene outdoor space is captured, featuring a lawn with greenery and flowering plants. Two chairs are positioned around a round table, with a backdrop of distant mountains under a colorful sunset sky. A pool and waterfall pond are visible, adding to the landscape.
Cabin in Windsor
5 out of 5 average rating, 26 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
A spacious living area features a large sectional sofa adorned with dark blue accent pillows. A low black coffee table sits in the center, complemented by a mustard yellow pouf. Art prints line the wall, and light enters through the window shades.
Guest house in Manchester
5 out of 5 average rating, 26 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
The suite features a spacious living area with a wooden dining table and chairs, complemented by natural light streaming through large windows. A cozy sleeping area is visible in the background, adorned with soft textiles. A seating area includes a rocking chair, enhancing the inviting space.
Guest suite in New Boston
4.99 out of 5 average rating, 212 reviews

Private Suite with Hot Tub

#BarnQuiltHouse 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 and half drive. May the peace of the wilderness be with you.

Top guest favourite
Flat in Henniker
4.92 out of 5 average rating, 91 reviews

Henniker Manor Apartment "The Only One on Earth"

Charming 3BR Above Rustic Barn – Walk to NEC & Downtown! Featured on Atlas’ must-visit NH towns! Great for families, NEC staff/students, wedding parties & workers. Updated open-concept 3BR above a rustic barn. Just 0.3 mi to NEC, 2.4 mi to Pats Peak, 17.7 mi to Mt. Sunapee, 19.2 mi to Crotched Mt. Steps from Country Spirit restaurant. Enjoy skiing, hiking, rafting, or leaf peeping. Walk to downtown bars & shops. Shared pool. Easy access via Rt 114.

Guest favourite
Two children stand on a dock overlooking a calm lake. A dog is leashed beside one child. Lush green trees surround the opposite shore, and a distant red-roofed house is visible. The scene conveys a sense of serenity and connection with nature.
Home in Rindge
4.95 out of 5 average rating, 37 reviews

The Shoreline

Welcome to The Shoreline. This Classic New England Lakehouse is located on Lake Monomonac, minutes away from amenities but tucked away in small town America. This property is the ideal getaway for a relaxing peaceful vacation. The kitchen and living areas are comfortable and clean, but the real star is the lake itself—perfect for boating, kayaking, swimming, and fishing. Enjoy the 180 degree water views and over 600 ft of beautiful shoreline.

Popular amenities for Hillsborough County rentals with a pool