
Family-friendly holiday rentals in Hillsborough County
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Top-rated family-friendly rentals in Hillsborough County
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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.

Large Home in Peaceful Historical Village
We are located in the Monadnock region, 25 minutes from Keene NH in the quaint historical village of Hancock. The house is located on Main Street within minutes walking distance to the John Hancock Inn, the Hancock Market, Fiddleheads Café and the Town Beach. Our home was built in 1807 and has many of the features and uniqueness associated with a 219 year old home. The Monadnock area offers many outdoor activities including golfing, fishing, skiing, hiking, biking or just relaxing on the porch.

Peaceful Mill with Waterfall - Home Away From Home
Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated remote workspace

The SugarShack at Sweetwater
Welcome to our off-the-grid cabin, sleeping 2-4 people with an upstairs loft & downstairs custom Murphy bed. It's equipped with lights, mini-fridge, Bluetooth speakers & an indoor/outdoor bar. Outside you'll find a private fire pit & charcoal grill, a shared outdoor kitchen pavilion w/ gas grill (stocked with cooking supplies) & the outdoor bathroom w/ a real flushing toilet, sink and outdoor shower. Access the Tooky River just steps away and enjoy plenty of space, privacy & beautiful scenery!

Cottage beside a waterfall
Our 1840’s renovated grist mill is located in the beautiful Monadnock Region. The house and cottage are situated on twelve acres and includes gardens, an orchard, berry bushes, grape vines, beehives, a dog, and a tremendous waterfall. We are close to many of nature’s gems including Mount Monadnock, Pack Monadnock, the Heald Tract hiking trails, skiing, snowshoeing and swimming. Also the acclaimed MacDowell Arts Center, Andy’s Summer Playhouse, Andres Institute of Art and the Waldorf Schools.

Guest suite with king bed and private entrance
Come and relax in our spacious one-bedroom basement guest suite that is comfortable and bright. It has a private entrance with off street parking. The suite has a large living area, bedroom with king bed and private bath . The location is an ideal 20 minutes from the Manchester/Boston Regional airport and 10 minutes from the Merrimack Premium Outlets as well as a wide variety of restaurants. Boston, skiing, the beach and the #1 most hiked mountain in the world are all about an hour away.

River's View Cozy Getaway
Secluded, tranquil, woodland retreat. Unique home overlooks river-cathedral ceilings and large windows throughout. Stay cozy indoors by the wood stove or explore acres of conservation land abutting the property. All you need for quiet getaway or ski vacation. Sleeps 6 in winter months; extra bed on sleeping porch overlooking river in warmer months. Master bath has deep soaking jacuzzi tub. Skiing 20 minutes away at Pat's Peak & Crotched Mt. Trails nearby for hiking, snowshoeing & x-country.

New England Village Luxury Studio
Kick back and relax in this stylish studio! Our house is in a quiet neighborhood of older homes surrounded by woodlands yet conveniently located downtown, a half mile from our village green (Milford Oval). A short stroll over the river will take you to cafes, restaurants, pubs with live music, post office, library, shops & useful stores such as CVS. Whatever brings you…business, skiing, hiking, antiques, a family celebration or a romantic weekend away…we are looking forward to hosting you!

Treetop Sanctuary
Get away from life at the treetop sanctuary! Follow the suspended path through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor. The space is perfect for reconnecting with nature. Amenities: Elec. WIFI, Compost toilet, Woodstove (I supply firewood), Fridge. Bring; *SLEEPING BAGS* or Blankets/Linens (queen size) Pots and pans, (If You wish to cook on the stove) Accepting children 10 +up. Absolutely no pets. 4wd/awd during winter pls.

Willow Falls Home ~Hot tub & Waterfront
Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.

Quiet country apartment in farmland setting.
Cozy studio located on 90 acres of private property that includes conservation woodland and fields, perfect for a challenging hike and wildlife viewing. Apartment has 1 queen bed with roll out cot and a full bathroom with shower and selection of towels. The fully equipped kitchen comes with a refrigerator, microwave, and the washer and dryer downstairs mean less packing. When not out and about exploring the countryside there is WiFi and a smart TV to keep you entertained.

Charming House on 7 Acres in Rural New Hampshire
This magical place has been our home away from home for twenty years and we are excited to share it with you. We hope you'll experience the same time-out-of-time feeling we get when sitting out on the deck in the early morning or looking up on a moonless night as the Milky Way snakes its way across the dark sky. The house sits on seven mostly wooded acres that abut a scenic beaver pond. The property is located on a quiet unpaved road in rural New Hampshire.
Popular amenities for Hillsborough County family-friendly rentals
Family-friendly home rentals with a hot tub

Lucy's Lodge - Host lives onsite in secondary unit

Direct Waterfront A-Frame, Close to 3 Ski Areas!

Cozy Lakeside Getaway

A Lovely In-Law Apt Near Pat’s Peak and NEC!

Pond-Front Passive Solar Architectural House

The Guest House at Echo Hill Farm w/ Hot Tub

Beach~Lake~Hot Tub~Kayaks~Paddle Boards~Swimming

Little Lake House, the Bungalow
Family- and pet-friendly home rentals

Serene and private with beautiful views. Wilton.

A-Frame Cabin in the Woods

Hazelhurst Vacation House

Woods’n’Wetlands (Near mountains and hiking)

Piscataquog Reservoir House - 26 Channel Ln

Cozy Campfire Camper Retreat | Lake Nearby

Secluded Lakeside Cabin

Private Apartment with a Mt. view
Family-friendly home rentals with a pool

Henniker Haven Carriage House-Stroll to Town, Pool

Midcentury retreat at Zulip Farm

Amazing House, Peaceful Shangri-La w/Pool &Hot-Tub

Amazing Lakefront Home with Pool- Tatum's Place

Village Hideaway

The Historic Homestead at Stepping Stones Farm

Beautiful Lakefront Vacation

Comfy Quarters Suite 2 Saltbox Hideaway
Destinations to explore
- Rentals with a washing machine and dryer Hillsborough County
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- Guest house rentals Hillsborough County
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- Rentals with lake access Hillsborough County
- Hotel rooms Hillsborough County
- Family-friendly rentals New Hampshire
- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Northeastern University
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Pats Peak Ski Area
- Canobie Lake Park
- Crane Beach
- Monadnock State Park
- Quincy Market
- Roxbury Crossing Station
- North Hampton Beach
- Museum of Fine Arts
- Prudential Center
- Boston Children's Museum
- Salem Willows Park





