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!
Jul. 22 – 29
Home in Stonington
4.97 out of 5 average rating, 185 reviewsPerfect New England Getaway has a pool/ hot tub
Jan. 14 – 21
Villa in Norwich
4.9 out of 5 average rating, 185 reviewsRomantic Spa Retreat minutes to Mohegan Sun Casino
Mar. 2 – 9
Cottage in Ledyard
4.9 out of 5 average rating, 145 reviewsWaterfront cottage overhanging the water!
Feb. 21 – 28
Home in Norwich
4.82 out of 5 average rating, 183 reviewsGrand 9 BR Near Casinos
Mar. 7 – 14
Home in Ashford
4.9 out of 5 average rating, 71 reviewsLarge secluded house in the Woods! Bonfires, hikes
Nov. 28 – Dec. 5
Condo in Norwich
4.84 out of 5 average rating, 138 reviewsVilla Flora @ Norwich Inn & Spa
Jan. 29 – Feb. 5
Home in Amherst
4.82 out of 5 average rating, 17 reviews"The House"
Apr. 12 – 19
Family- and pet-friendly home rentals
Apartment in East Haddam
4.78 out of 5 average rating, 260 reviewsThe Federal Suite at the Wisteria Rest
Mar. 31 – Apr. 7
Guesthouse in Groton
4.94 out of 5 average rating, 385 reviewsQuiet studio with sleeping loft and deck
Sep. 30 – Oct. 7
Loft in Essex
4.94 out of 5 average rating, 406 reviewsUnique apartment in former art gallery.
Mar. 10 – 17
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 Narragansett
4.94 out of 5 average rating, 102 reviewsThe Landing
Oct. 15 – 22
Home in Groton
4.98 out of 5 average rating, 117 reviewsThe Iconic Dutch Bell in Downtown Mystic
Oct. 7 – 14
Home in mystic
4.98 out of 5 average rating, 130 reviewsCharming Downtown Mystic Historic House
Oct. 31 – Nov. 7
Home in Hopkinton
4.88 out of 5 average rating, 112 reviewsLarge estate with pond near beaches
Apr. 14 – 21
Family-friendly home rentals with a pool
Apartment in Brooklyn
4.85 out of 5 average rating, 205 reviews5 Bedroom, 3.5 bath rural residence with 40' pool
Oct. 24 – 31
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
Sep. 9 – 16
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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