Family-friendly vacation rentals in Windham County
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Top-rated family-friendly rentals in Windham County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Windham County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Hopkinton
4.95 out of 5 average rating, 138 reviewsHopkinton Mass 3+ Bedrooms - Great location!
Villa in Norwich
4.9 out of 5 average rating, 185 reviewsRomantic Spa Retreat minutes to Mohegan Sun Casino
Jun 11 – 18
Home in Stonington
4.97 out of 5 average rating, 185 reviewsPerfect New England Getaway has a pool/ hot tub
Mar 21 – 28
Cottage in Ledyard
4.92 out of 5 average rating, 203 reviewsLakeside cottage with beautiful views up the lake!
Mar 28 – Apr 4
Home in Norwich
4.82 out of 5 average rating, 183 reviewsGrand 9 BR Near Casinos
Nov 21 – 28
Home in Ashford
4.9 out of 5 average rating, 71 reviewsLarge secluded house in the Woods! Bonfires, hikes
Jul 17 – 24
Condo in Norwich
4.84 out of 5 average rating, 138 reviewsVilla Flora @ Norwich Inn & Spa
Feb 2 – 9
Home in Amherst
4.82 out of 5 average rating, 17 reviews"The House"
Mar 30 – Apr 6
Family- and pet-friendly home rentals
Apartment in Worcester
4.89 out of 5 average rating, 393 reviewsPrivate Suite with separate entrance in Worcester
Feb 7 – 14
Apartment in East Haddam
4.78 out of 5 average rating, 260 reviewsThe Federal Suite at the Wisteria Rest
Sep 25 – Oct 2
Guesthouse in Groton
4.94 out of 5 average rating, 385 reviewsQuiet studio with sleeping loft and deck
Oct 4 – 11
Loft in Essex
4.94 out of 5 average rating, 407 reviewsUnique apartment in former art gallery.
Sep 22 – 29
Home in Narragansett
4.94 out of 5 average rating, 103 reviewsThe Landing
Oct 14 – 21
Cottage in Charlestown
4.88 out of 5 average rating, 133 reviewsPet-Friendly Private Beach Oceanfront Cottage A/C
Dec 28 – Jan 4
Home in Groton
4.98 out of 5 average rating, 117 reviewsThe Iconic Dutch Bell in Downtown Mystic
Sep 19 – 26
Home in Hopkinton
4.88 out of 5 average rating, 112 reviewsLarge estate with pond near beaches
Mar 12 – 19
Family-friendly home rentals with a pool
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
Sep 12 – 19
Home in Windham
4.96 out of 5 average rating, 138 reviewsMid Century Ranch House on Farmland
Dec 31 – Jan 7
Chalet in Killingly
4.84 out of 5 average rating, 19 reviewsLake House in North Eastern CT
Sep 4 – 11
Home in North Kingstown
4.98 out of 5 average rating, 41 reviewsMinutes from Newport, Narragansett, in-ground pool
May 26 – Jun 2
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