Family-friendly vacation rentals in Hillsborough County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Hillsborough County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Winchendon

4.92 out of 5 average rating, 12 reviews

Lake Front Home on Lake Monomonac

Enjoy lake life at its best! This home located on beautiful Lake Monomonac is open concept living cathedral family room, fully equipped kitchen w/quartz countertops including a breakfast bar, and inside/outside dinning with great water views. Summer weeks Fri-Fri, Spring/Fall 3 day minimum Outdoor space w/ large deck, screened gazebo, grill, sandy beach, horseshoe pit, fire-pit, raft & dock for your own boat. (Kayaks upon request) Enjoy boating, swimming, fishing, hiking & biking trails.

Guest favorite

Cottage in Hollis

4.88 out of 5 average rating, 239 reviews

Lakefront Nature Getaway - Wood fired Cedar Sauna

Rustic getaway directly on lakefront - 60 feet from the water with private sauna. Private entrance, Pellet stove, 50" & 40" TV, Roku in each room, Soundbar, fast Internet w/ WiFi. Private cabin/apt is for nature lovers, hikers, artists, writers, snowmobilers, xc-skiers, fatbikers, fisherman & more. Bald Eagles are a daily sight. The BEST AirBnB in Hollis- the most amenities. Summer and Winter activities ** IMPORTANT: No Tobacco - all guests must be listed in reservation, dogs by request only

Top guest favorite

Apartment in Peterborough

4.92 out of 5 average rating, 189 reviews

Private Apartment with a Mt. view

*We may make special exceptions for a dog. $30.00 fee per night. *The water from our well is excellent Comfortable, private apartment in a Mid-Century Modern house with stunning views of Mt. Monadnock and farm. 1 Bedroom with Queen Bed w/AC sleeps 2. NOTE: $50 fee for each bed after main bed. Fully equipped Kitchenette, Huge bathroom & Living room -Queen Hide-a-bed sleeps 2. NOTE: We have internet TV, but no cable. So please remember to bring your sign in information for Netflix and Amazon.

Guest favorite

Home in Windham

4.92 out of 5 average rating, 283 reviews

One Level 2 bedroom suite on private cul-de-sac

Welcome to The Sama's Airbnb. Windham was recently named the #1 town in the Granite State. Here, you will enjoy a complete newly renovated private one level 2 bedroom suite complete with full kitchen, cozy living room, 40 inch LED TV with all channels, wifi, washer and dryer, new tennis court, 1/2 basketball court and pickleball, beautifully landscaped grounds on a private cul de sac yet close to Boston, beaches, mountains, shopping, great restaurants, Searles Castle, Canobie, & Tuscan Village.

Superhost

Cottage in Peterborough

4.69 out of 5 average rating, 61 reviews

Thelemondrop603

STANDALONE COTTAGE - 1933 UPDATED cottage. Full kitchen, (separate toilet/sink half bath), full shower. Private, open living room , queen bed. Lovely all season porch with huge window to view wildlife while working or relaxing. Peterborough center 4.5 miles away; pubs/shops/hiking/food. ROKU tv, WiFi .*Business friendly, homelike. Pricing is for two adults/Heating is electric and gas. ***Pls note, the cottage is about 25 feet from our home. The Cottage is not impacted by being 25 feet away.

Top guest favorite

Apartment in Jaffrey

4.95 out of 5 average rating, 75 reviews

Apartment in Historic Home

Light filled apartment in Historic 1798 house with private entrance to 2nd floor and access to a large, beautiful backyard. Jaffrey is Home of Mt. Monadnock “the most climbed mountain “ and 3 lakes, for swimming and boating. Shattuck Golf Course which sits at the base of the mountain offers a spectacular setting and offers cross country skiing during winter months. The apartment's unique interior has been featured in several design publications. High Speed Internet throughout the apartment.

Top guest favorite

Apartment in Derry

4.95 out of 5 average rating, 218 reviews

Victorian Charm.

Welcome to your home away from home in this charming Victorian getaway! We offer character, convenience & close to 2000 sq ft. Enjoy your morning coffee in the turret, all the wonder of being outside (circular view), yet all comforts of the warmth within. We are 40 minutes from Boston, 1.5 hours south of the White Mountains, 1.9 miles from 93 N/S ramp. If mid-term rental is your goal, feel free to inquire. Free onsite parking. We look forward to hosting you in beautiful NH!

Guest favorite

Apartment in Henniker

4.81 out of 5 average rating, 192 reviews

Birchwood at Stonehenge

Totally private self-contained quaint and private in-law studio in private home in Henniker, New Hampshire, walk to Pat’s Peak Ski Area, near New England College. Sleeps 2-3 people with 1 Queen and 1 single bed. Walkout basement with own entrance, separate bedroom, kitchenette, bathroom, and patio with outdoor gas grill. Nice yard in wooded area, rivers, lakes and mountains with four season recreational activities nearby. Suitable for 2-3 people. No pets, no smoking, no drugs.

Guest favorite

Home in Dunbarton

4.91 out of 5 average rating, 32 reviews

Home On The Hill

Our beautiful post & beam house has been home to our family of 8 for over 12 years! The house is both spacious and cozy with a touch of New England charm. There is ample parking, a fully equipped kitchen, plenty of TVs and games, 2.5 bathrooms and lots more! We are one hour from Boston and the coast, under 2 hours from some of NH's best ski slopes, within 30 minutes to several golf courses and close to a couple of state parks. Come on out and enjoy this little slice of heaven!

Top guest favorite

Home in Antrim

4.97 out of 5 average rating, 79 reviews

The Cozy Place

Come and relax in a beautiful lakefront home, nestled in a quiet location on Franklin Pierce Lake. Wake up with your coffee- directly looking out on the lake front porch, or a nice dinner outside while watching the breathtaking sunset. This property is great for safe kayaking, fishing, swimming or floating in the water. Enjoy day and night activities for all ages in downtown Antrim, Hillsborough, or Keene. A perfect destination for avid travelers, couples, or families!

Superhost

Home in Derry

4.82 out of 5 average rating, 135 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!

Top guest favorite

Home in Brookline

4.94 out of 5 average rating, 217 reviews

Quiet Waterfront Retreat

The camp is 1,200 square feet of awesomeness! It is cozy and quaint, and equipped with beach toys, indoor games, gas grill, charcoal grill, pots & pans and all your essentials for your cooking needs. Over the course of this year, we have made plenty of improvements such as; new counter tops, new backsplash, new doors & windows and hardwood floors redone. We hope you enjoy your stay!