Family-friendly holiday rentals in Hampshire County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hampshire 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 Hampshire County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Chester
4.96 out of 5 average rating, 312 reviewsRiverfront Getaway
14 – 21 Oct
Bungalow in Easthampton
4.92 out of 5 average rating, 432 reviewsThe Creation Station
22 – 29 July
Home in Northampton
4.87 out of 5 average rating, 567 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
8 – 15 Sept
Home in Hadley
4.96 out of 5 average rating, 47 reviewsLarge Family Home Near Five Colleges
5 – 12 Feb
Home in Amherst
4.82 out of 5 average rating, 17 reviews"The House"
6 – 13 Apr
Family- and pet-friendly home rentals
Apartment in Ashfield
4.86 out of 5 average rating, 215 reviewsZachariah House Main St. Ashfield
20 – 27 Aug
Loft in Northampton
4.97 out of 5 average rating, 251 reviewsLight-filled Studio Apt. Near Smith
22 – 29 Aug
Home in New Salem
4.88 out of 5 average rating, 199 reviewsStone n' Sky Lodge
31 Aug – 7 Sept
Home in Sunderland
4.96 out of 5 average rating, 112 reviewsIconic New England Home
9 – 16 Aug
Home in Amherst
4.88 out of 5 average rating, 58 reviewsClassic New England Country House, 5 min to town
10 – 17 Nov
Home in Easthampton
4.95 out of 5 average rating, 21 reviewsCharming 4 bd/2 bth home near Williston
15 – 22 Dec
Cottage in Becket
4.76 out of 5 average rating, 139 reviewsPrivate Lake Cottage on 3 acres w/350 sq. ft. deck
10 – 17 Dec
Home in Shelburne Falls
4.84 out of 5 average rating, 88 reviewsTulsi Rose Healing Retreat
8 – 15 Apr
Family-friendly home rentals with a pool
Apartment in Northampton
4.96 out of 5 average rating, 286 reviews1880s sun-bathed beauty in best downtown location
8 – 15 Aug
Apartment in Deerfield
4.93 out of 5 average rating, 55 reviewsNestled Inn
10 – 17 Nov
Apartment in Northampton
4.94 out of 5 average rating, 170 reviewsLight-bathed 3br w porch in best downtown location
10 – 17 Aug
Apartment in Northampton
4.97 out of 5 average rating, 243 reviewsSunny Inspirit Apartment in best downtown location
11 – 18 Oct
Apartment in Northampton
4.96 out of 5 average rating, 200 reviewsWood, sunshine & movies in best downtown location
17 – 24 Aug
Destinations to explore
- Family-friendly rentals United States
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