Kid-friendly holiday rentals in Pioneer Valley
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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 Southwick
4.99 out of 5 average rating, 182 reviewsLinny's Lakeview Cottage
9–16 Dec
Home in Springfield
4.91 out of 5 average rating, 141 reviewsLovely House
28 Jul – 4 Aug
Home in Ware
4.89 out of 5 average rating, 112 reviewsLittle House Inn
11–18 Mar
Home in Chester
4.96 out of 5 average rating, 312 reviewsRiverfront Getaway
14–21 Oct
Home in Northampton
4.93 out of 5 average rating, 229 reviewsClean and sunny house near Smith College
6–13 Sep
Home in Feeding Hills
4.89 out of 5 average rating, 885 reviewsFarm Fresh Feeding Hills
8–15 Aug
Home in Granby
4.84 out of 5 average rating, 158 reviewsClean, Spacious 3 BR Half-Duplex on Quiet 4+ Acres
11–18 Sep
Home in Northampton
4.87 out of 5 average rating, 567 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
8–15 Sep
Family-friendly apartment rentals
Flat in Greenfield
4.96 out of 5 average rating, 270 reviewsMohawk Trail View/ private apt. no cleaning Fee
3–10 Jul
Flat in Northampton
4.96 out of 5 average rating, 174 reviewsDowntown updated 1 bedroom apartment w/fireplace
14–21 Oct
Flat in Shelburne Falls
4.98 out of 5 average rating, 488 reviewsIn town, newly renovated studio with private deck
30 Mar – 6 Apr
Flat in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
10–17 Mar
Flat in Northampton
4.98 out of 5 average rating, 356 reviewsNorthampton MA Downtown Townhouse close to Smith
10–17 Dec
Flat in Hatfield
4.96 out of 5 average rating, 131 reviews*Spacious Sweet 2 Bedroom Apt, 5 College area*
6–13 Nov
Flat in Northampton
4.95 out of 5 average rating, 220 reviewsCedar Wet Room w Soaking Tub
5–12 Mar
Flat in Northampton
4.88 out of 5 average rating, 108 reviewsElm Suite in front of Smith with Private Bathroom
1–8 Jan
Family-friendly apartment rentals
Apartment in Brattleboro
4.92 out of 5 average rating, 286 reviewsPrivate & Quiet Studio Apt. in Vermont
27 Aug – 3 Sep
Apartment in North Adams
4.91 out of 5 average rating, 209 reviewsDowntown Flat Iron Condo - walk to MoCA #12
11–18 Jul
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
19–26 Mar
Apartment in West Dover
4.74 out of 5 average rating, 124 reviewsBeautiful condo 2.5 miles from Mount Snow
12–19 Dec
Apartment in Greenfield
4.86 out of 5 average rating, 21 reviewsHistoric house in 4 Corners area
25 Jun – 2 Jul
Apartment in Northampton
4.92 out of 5 average rating, 73 reviewsCozy Studio with patio, 1.2 mi from downtown
1–8 Dec
Apartment in Springfield
4.9 out of 5 average rating, 31 reviews2 Bedrooms Mins to Six Flags, MGM, & Free Parking
22–29 Nov
Apartment in Amherst
5.0 out of 5 average rating, 4 reviewsTwo story condo near Amherst town center and UMass
18–25 Nov
Destinations to explore
- Family-friendly rentals United States
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