Family-friendly vacation rentals in Southwick
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Southwick
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Southwick family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Pittsfield
4.81 out of 5 average rating, 171 reviewsBeautiful House By The Lake W/Jetted Hot Tub
Guest suite in Mansfield
4.96 out of 5 average rating, 201 reviewsCozy private apt 8 mins from UCONN - solar powered
Home in Lee
4.96 out of 5 average rating, 77 reviewsSpectacular Berkshire Retreat on Private Lake
Cabin in Becket
5 out of 5 average rating, 265 reviewsWaldtreff - quiet grand cabin
Home in Northampton
4.88 out of 5 average rating, 608 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
Home in Colebrook
4.99 out of 5 average rating, 216 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Home in Roxbury
5 out of 5 average rating, 10 reviewsZoom In Map Best Roxbury "Painter Hill" PoshPadsCT
Home in Goshen
4.9 out of 5 average rating, 61 reviewsCharming renovated farmhouse with hot-tub
Family- and pet-friendly home rentals
Cabin in New Milford
4.84 out of 5 average rating, 128 reviewsA-Frame Cottage off Candlewood Lake
Rental unit in Great Barrington
4.93 out of 5 average rating, 190 reviewsSecluded but not isolated Berkshire Retreat
Rental unit in Middletown
4.89 out of 5 average rating, 276 reviews3 bedroom near Wesleyan, downtown
Guest suite in Waterbury
4.94 out of 5 average rating, 263 reviewsPrivate 1 bedroom apartment in central Connecticut
Home in Dalton
4.93 out of 5 average rating, 184 reviewsBrooksong, the perfect Berkshires getaway
Guest suite in Northampton
4.76 out of 5 average rating, 874 reviewsPrivate Guest House Downtown Noho
Chalet in Peru
4.92 out of 5 average rating, 270 reviewsSwiss Chalet Style Timberframe Home in Berkshires
Cabin in Lee
4.91 out of 5 average rating, 117 reviewsCozy winter escape at The Beaver Dam!
Family-friendly home rentals with a pool
Condo in Norwich
4.84 out of 5 average rating, 149 reviewsVilla Flora @ Norwich Inn & Spa
Rental unit in Northampton
4.98 out of 5 average rating, 288 reviewsSunny Inspirit Apartment in best downtown location
Rental unit in Deerfield
4.93 out of 5 average rating, 59 reviewsNestled Inn
Condo in Farmington
4.8 out of 5 average rating, 51 reviewsFarmington -NEWLY UPDATED NEAR UCONN HC and WEHA
Home in Pittsfield
4.98 out of 5 average rating, 50 reviewsBerkshire Lakefront Home W/Pool-100%Renovated
Home in Ashford
4.87 out of 5 average rating, 78 reviewsLarge secluded house in the Woods; Pool, hot tub!
Home in Great Barrington
4.93 out of 5 average rating, 46 reviewsBerkshire Country Estate! Pool & Tennis Court -GB
Home in Brimfield
4.87 out of 5 average rating, 71 reviewsLuxury Home * Pool * Fireplace
Quick stats about vacation rentals that are family-friendly in Southwick
Total rentals
20 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
900 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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