
Family-friendly holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Hillsborough County family-friendly rentals
Family-friendly home rentals with a hot tub

Charming Home with Hot Tub. Minutes to Downtown!

Outdoor Escape | Trails, Deck & Walk to Dining

Willow Falls Home ~Hot tub & Waterfront

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

Cozy Lake Area Getaway

Pond-Front Passive Solar Architectural House

Private Lake ~ Beach ~ Family Getaway

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

4 Br Home, town walkable, pet friendly

Stunning brand new 2 bedroom Loft amidst nature

Riverfront campsites on a working farm. BYO tent

A Spacious Modern Elegant Ranch (whole house)

Private Apartment with a Mt. view

Lakefront Nature Getaway - Wood fired Cedar Sauna

Bohemian Retreat ~ Luxury, New, Artistic ~ Central

Quiet country apartment in farmland setting.
Family-friendly home rentals with a pool

Henniker Manor Apartment "The Only One on Earth"

Midcentury retreat at Zulip Farm

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

Sanctum by the Lake

The Perfect Spot at the Lake @ Tatum's Place

Village Hideaway

Beautiful Lakefront Vacation

Comfy Quarters Suite 2 Saltbox Hideaway
Destinations to explore
- Cabin rentals Hillsborough County
- Beachfront rentals Hillsborough County
- Apartment rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- House rentals Hillsborough County
- Pet-friendly rentals Hillsborough County
- Rentals with pools Hillsborough County
- Farm stay rentals Hillsborough County
- Rentals with a firepit Hillsborough County
- Flat rentals Hillsborough County
- Rentals with breakfast Hillsborough County
- Rentals with outdoor seating Hillsborough County
- Rentals with a washing machine and dryer Hillsborough County
- Private suite rentals Hillsborough County
- Rentals with a kayak Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Rentals with a patio Hillsborough County
- Rentals with a fireplace Hillsborough County
- Rentals with lake access Hillsborough County
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- Hampton Beach
- Harvard University
- New England Aquarium
- Singing Beach
- Charles River Reservation
- Fresh Pond Golf Course
- Mount Auburn Cemetery
- Museum of Fine Arts, Boston
- Aaronap Cellars
- The Country Club
- The Shattuck Golf Club
- Symphony Hall
- Monadnock State Park
- Ashland State Park
- Cochituate State Park
- Brattleboro Ski Hill
- Canobie Lake Park
- Campbell's Scottish Highlands Golf Course
- Manchester Country Club - NH
- Bretwood Golf Course
- Nashua Country Club
- Harold Parker State Forest
- Derryfield Country Club
- Hooper Golf Course