Pet-friendly vacation rentals in Windham County

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Top-rated pet-friendly home rentals in Windham County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Guest favorite
Farm stay in Thompson
Rustic Farmette Studio w/ Hot Tub & seasonal pool
Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, a small family. Please include all individuals (&pets) in your booking.
May 7 – 14
$160 per night
4.99 out of 5 average rating, 124 reviews
Superhost
Home in Union
Antique Home w Private Pond, Sturbridge /Brimfield
Minutes to Sturbridge, great craft breweries, (including TreeHouse), Brimfield Antique Flea Market. Our recently ( and ongoing) renovated 1800s farm house is ready for your next stay. It is quirky and not for perfectionists! Visit nearby Old Sturbridge and its many great shops and restaurants, and nearby State Parks. Plenty of room, fully equipped kitchen, comfy living rm & big dining room. 3 comfortable bedrooms upstairs. Very easy off/on the highway to be on your way quickly!
Jun 4 – 11
$146 per night
4.81 out of 5 average rating, 133 reviews
Guest favorite
Farm stay in Thompson
SteamPunk Bunk House and Intergalactic Way Station
A farm stay like no other! The future is the past and the past is the future with STEAMPUNK details that delight at every turn. Feed the goats, walk the trails, meet an alien. A complete apartment great for longer stays. Enjoy the imagined history of this 1825 farm house. Enjoy New England without spending days driving. Come visit a simpler time where nature is just outside your door and ET is sharing the kitchen. Cook s'mores fireside or say hi to "blue" our resident heron.
Oct 7 – 14
$117 per night
4.97 out of 5 average rating, 116 reviews

Popular amenities for Windham County pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
Home in Southbridge
Charming Cape--Kid & Dog Friendly 🐾
Nov 30 – Dec 7
$185 per night
4.94 out of 5 average rating, 301 reviews
Guest favorite
Home in Smithfield
Luxury Home | Fire Pit | Beach | Grill | 2 Decks
Mar 26 – Apr 2
$318 per night
4.97 out of 5 average rating, 100 reviews
Guest favorite
Home in Leicester
Cozy Lake House
Jun 5 – 12
$222 per night
4.94 out of 5 average rating, 103 reviews
Guest favorite
Home in Groton
The Iconic Dutch Bell in Downtown Mystic
Apr 19 – 26
$289 per night
4.98 out of 5 average rating, 112 reviews
Guest favorite
Home in Chester
Stunning Artisan Waterfall Escape, Walk Downtown
Oct 15 – 22
$299 per night
4.98 out of 5 average rating, 192 reviews
Guest favorite
Home in Stonington
Nautical "Hallmark" Retreat~ 5 Toasty Fireplaces!
Jan 22 – 29
$344 per night
5.0 out of 5 average rating, 104 reviews
Guest favorite
Home in Mystic
Walk to Downtown Mystic - 3 bedrooms/2 full baths
Dec 10 – 17
$302 per night
4.94 out of 5 average rating, 166 reviews
Guest favorite
Home in Springfield
Lovely House
Jun 19 – 26
$132 per night
4.91 out of 5 average rating, 139 reviews
Superhost
Home in Hopkinton
Large estate with pond near beaches
Nov 3 – 10
$502 per night
4.87 out of 5 average rating, 111 reviews
Guest favorite
Home in Narragansett
The Salty Life
Apr 30 – May 7
$316 per night
4.8 out of 5 average rating, 139 reviews
Guest favorite
Home in Groton
Cozy Shoreline Cottage, Sleeps 6
Apr 21 – 28
$181 per night
4.91 out of 5 average rating, 162 reviews
Guest favorite
Home in Brimfield
Chalet By the Lake
Apr 26 – May 3
$113 per night
4.88 out of 5 average rating, 34 reviews

Pet-friendly home rentals with a pool

Guest favorite
Apartment in Ledyard
Rustic Retreat (just minutes from Casinos/ Mystic)
Oct 26 – Nov 2
$137 per night
4.97 out of 5 average rating, 119 reviews
Guest favorite
Guest suite in North Kingstown
Morgan Cottage
Sep 26 – Oct 3
$133 per night
4.83 out of 5 average rating, 610 reviews
Guest favorite
Guest suite in North Smithfield
*Country style 2 Bedroom Pet Friendly Guest Suite*
May 7 – 14
$130 per night
4.95 out of 5 average rating, 95 reviews
Guest favorite
Cabin in Glocester
Get comfy in the country!
Jan 17 – 24
$285 per night
5.0 out of 5 average rating, 8 reviews
Guest favorite
Apartment in Lisbon
Cozy Country Side Apartment
Oct 30 – Nov 6
$99 per night
4.88 out of 5 average rating, 17 reviews
Superhost
Villa in Charlton
Bucolic Villa: Private Pool, Playground, King Beds
Nov 8 – 15
$370 per night
4.74 out of 5 average rating, 53 reviews
Guest favorite
Farm stay in Hopkinton
Riverrun Farm , Rhode Island
Dec 10 – 17
$306 per night
4.93 out of 5 average rating, 14 reviews
Superhost
Guest suite in Shrewsbury
New private apartment-contactless, spacious, WiFi
Jun 8 – 15
$98 per night
4.68 out of 5 average rating, 111 reviews
Superhost
Home in South Kingstown
Quite and peaceful house in South K
Nov 9 – 16
$373 per night
4.86 out of 5 average rating, 22 reviews
Superhost
Home in Norwich
4BR Large Historic Hidden Gem in Norwich with Pool
Apr 27 – May 4
$396 per night
4.97 out of 5 average rating, 32 reviews
Guest favorite
Home in Narragansett
Pier Escape
Apr 8 – 15
$725 per night
5.0 out of 5 average rating, 60 reviews
Guest favorite
Home in Narragansett
Salt Pool, Spotless, Near Beaches and Newport!
May 16 – 23
$567 per night
5.0 out of 5 average rating, 36 reviews

Private, pet-friendly home rentals

Guest favorite
Cabin in North Grosvenordale
Secluded cabin w/ Finnish Sauna & Forest Baths
Jun 2 – 9
$171 per night
5.0 out of 5 average rating, 47 reviews
Guest favorite
Home in Ashford
Amazing lake home w/ amenities.
Dec 16 – 23
$124 per night
4.9 out of 5 average rating, 29 reviews
Guest favorite
Home in Union
The wabi-sabi lake house
Sep 30 – Oct 7
$251 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Home in Thompson
Waterfront Cottage on Quaddick Lake, Thompson CT
Feb 2 – 9
$169 per night
4.89 out of 5 average rating, 81 reviews
Guest favorite
Farm stay in Killingly
"A FOOLS FOLLY FARM" a fun contemporary farmhouse2
Sep 28 – Oct 5
$288 per night
5.0 out of 5 average rating, 13 reviews
Guest favorite
Home in Woodstock
Secluded 2 Acre Lake Front Home!
Apr 17 – 24
$380 per night
4.84 out of 5 average rating, 85 reviews
Guest favorite
Home in Mansfield
Tranquil Forest Haven
Feb 17 – 24
$360 per night
4.9 out of 5 average rating, 10 reviews
Superhost
Cabin in Ashford
Lakefront Cabin w/ KING Bed & Amazing Lake Views
May 13 – 20
$572 per night
4.86 out of 5 average rating, 21 reviews
Guest favorite
Guest suite in Thompson
Trees, pond, and wildlife in its entire splendor
Mar 20 – 27
$154 per night
4.97 out of 5 average rating, 35 reviews
Guest favorite
Farm stay in Union
Natures paradise
May 24 – 29
$285 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Tent in Chaplin
Camp Celita - StarLIT Camping
Apr 17 – 24
$41 per night
5.0 out of 5 average rating, 5 reviews
Superhost
Farm stay in Hampton
House with Yard - Pets Welcome!
Jun 7 – 14
$116 per night
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