Kid-friendly holiday rentals in Pioneer Valley
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Pioneer Valley
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Pioneer Valley family-friendly rentals
Kid-friendly house rentals
Home in Ware
4.88 out of 5 average rating, 113 reviewsLittle House Inn
12–19 Sept
Home in Southwick
4.99 out of 5 average rating, 182 reviewsLinny's Lakeview Cottage
21–28 Aug
Home in Chester
4.96 out of 5 average rating, 312 reviewsRiverfront Getaway
7–14 Nov
Home in Holyoke
4.96 out of 5 average rating, 299 reviewsExplore Holyoke from this charming 3 Bedroom house
7–14 Apr
Home in Springfield
4.91 out of 5 average rating, 141 reviewsLovely House
15–22 Oct
Home in Greenfield
4.88 out of 5 average rating, 164 reviewsPeaceful Blossoms Victorian Home
20–27 Sept
Home in Northampton
4.93 out of 5 average rating, 229 reviewsClean and sunny house near Smith College
2–9 Oct
Home in Feeding Hills
4.89 out of 5 average rating, 886 reviewsFarm Fresh Feeding Hills
17–24 Oct
Family-friendly apartment rentals
Flat in Greenfield
4.96 out of 5 average rating, 272 reviewsMohawk Trail View/ private apt. no cleaning Fee
25 Jul – 1 Aug
Flat in Northampton
4.96 out of 5 average rating, 176 reviewsDowntown updated 1 bedroom apartment w/fireplace
15–22 Oct
Flat in Northampton
4.98 out of 5 average rating, 357 reviewsNorthampton MA Downtown Townhouse close to Smith
1–8 Jan
Flat in Shelburne Falls
4.98 out of 5 average rating, 489 reviewsIn town, newly renovated studio with private deck
19–26 Feb
Flat in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
10–17 Oct
Flat in Amherst
4.9 out of 5 average rating, 223 reviewsAmherst, Quiet, Private, Spacious Studio apartment
5–12 Mar
Flat in Shelburne Falls
4.95 out of 5 average rating, 147 reviewsSoaring 2-level loft w/ views in heart of downtown
5–12 Jul
Flat in Northampton
4.95 out of 5 average rating, 220 reviewsCedar Wet Room w Soaking Tub
28 Dec – 4 Jan
Family-friendly apartment rentals
Apartment in Brattleboro
4.92 out of 5 average rating, 286 reviewsPrivate & Quiet Studio Apt. in Vermont
13–20 Sept
Apartment in North Adams
4.91 out of 5 average rating, 209 reviewsDowntown Flat Iron Condo - walk to MoCA #12
9–16 May
Apartment in West Dover
4.94 out of 5 average rating, 181 reviewsComfy Condo - 2 Min Walk to Carinthia Grommet Lift
24 Feb – 3 Mar
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
5–12 Jun
Apartment in Dover
4.99 out of 5 average rating, 100 reviewsWinter Dream! The Handle Lodge at Snowtree Condos
15–22 Sept
Apartment in West Dover
4.74 out of 5 average rating, 124 reviewsBeautiful condo 2.5 miles from Mount Snow
14–21 Sept
Apartment in Dover
4.99 out of 5 average rating, 105 reviews*Summer Mountain Oasis: Base of Mount Snow Retreat
18–25 Mar
Apartment in Dover
4.88 out of 5 average rating, 146 reviewsCozy condo with great views of Mt. Snow
25 Aug – 1 Sept
Destinations to explore
- Family-friendly rentals United States
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