Vacation Rentals in Windham County

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Top Vacation Rentals in Windham County

The Tree House at Underhill Hollow
Exterior

The Tree House at Underhill Hollow

9.2 out of 10, Wonderful, (25)
"Loved the treasure hunt and fairy gardens. "
The price is ￥15,870
￥25,414 total
includes taxes & fees
Aug 12 - Aug 13
The Tree House at Underhill Hollow
Amazing lake house with everything you need!
Dining

Amazing lake house with everything you need!

10.0 out of 10, Exceptional, (14)
"Look ing forward to booking again. Summer would be great to use the lake.Brad was very nice and easy to get ahold of. Loved this place!!!!"
Amazing lake house with everything you need!
Wizard's Roost at Underhill Hollow
Exterior

Wizard's Roost at Underhill Hollow

9.4 out of 10, Exceptional, (14)
"My kids loved all the "magic"(even the grumpy teenager thought it was cool) loved meeting the goats/sheep. We especially loved meeting the farm dog!"
The price is ￥14,547
￥23,047 total
includes taxes & fees
Aug 19 - Aug 20
Wizard's Roost at Underhill Hollow
Big family gatherings
Fridge, microwave, oven, stovetop

Big family gatherings

9.4 out of 10, Exceptional, (32)
"Couldn't of asked for a nicer place Location is in nice neighborhood. Definitely would stay here again"
The price is ￥51,429
￥62,685 total
includes taxes & fees
Aug 13 - Aug 14
Big family gatherings
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
Property grounds

Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

7.6 out of 10, Good, (7)
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
Thames River Retreat · CT College+Casinos+USCGA
Terrace/patio

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (6)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is ￥33,253
￥92,310 total
includes taxes & fees
Aug 17 - Aug 18
Thames River Retreat · CT College+Casinos+USCGA
SECLUDED WATERFRONT HOME WITH ROOM FOR ALL
Terrace/patio

SECLUDED WATERFRONT HOME WITH ROOM FOR ALL

9.6 out of 10, Exceptional, (37)
"This would be a fantastic place for a summer vacation"
SECLUDED WATERFRONT HOME WITH ROOM FOR ALL
Downtown Westerly Getaway Near Beaches & Mystic!
Marina

Downtown Westerly Getaway Near Beaches & Mystic!

Downtown Westerly Getaway Near Beaches & Mystic!
Treehouse - Countryside - Farm Animals - Fire Pit
Property grounds

Treehouse - Countryside - Farm Animals - Fire Pit

9.8 out of 10, Exceptional, (26)
"Very peaceful and beautiful, the sheep come rite under the tree house every morning!! Recharged my batteries from the craziness of life"
The price is ￥23,951
￥48,681 total
includes taxes & fees
Aug 19 - Aug 20
Treehouse - Countryside - Farm Animals - Fire Pit
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Terrace/patio

Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!

9.2 out of 10, Wonderful, (7)
The price is ￥18,368
￥26,344 total
includes taxes & fees
Sep 8 - Sep 9
Adorable in-law studio w/private entrance-Minutes to downtown, 5 miles to beach!
Cozy 2-Bedroom Retreat Near Downtown Westerly, Mystic & Casino Adventures!
Private kitchen

Cozy 2-Bedroom Retreat Near Downtown Westerly, Mystic & Casino Adventures!

10.0 out of 10, Exceptional, (1)
"We stayed with this host for a weekend wedding in RI--easy check in and check out, great location. Thanks so much! (:"
The price is ￥16,562
￥35,720 total
includes taxes & fees
Aug 14 - Aug 15
Cozy 2-Bedroom Retreat Near Downtown Westerly, Mystic & Casino Adventures!
Lakeside cottage ON the water with beautiful views up the lake!
Property grounds

Lakeside cottage ON the water with beautiful views up the lake!

9.8 out of 10, Exceptional, (183)
"Enjoyable and comfortable, great spot to chill."
The price is ￥57,269
￥93,095 total
includes taxes & fees
Aug 31 - Sep 1
Lakeside cottage ON the water with beautiful views up the lake!
Lakeside cottage overhanging the water, beautiful window views across the lake
Outdoor dining

Lakeside cottage overhanging the water, beautiful window views across the lake

9.8 out of 10, Exceptional, (206)
"Great cottage right on the water! Cute swings on the deck! The hot tub was great! "
The price is ￥32,180
￥60,664 total
includes taxes & fees
Sep 8 - Sep 9
Lakeside cottage overhanging the water, beautiful window views across the lake
Dove Cabin up in the Trees
Exterior

Dove Cabin up in the Trees

10.0 out of 10, Exceptional, (17)
"This is the sweetest property to stay in when visiting Brimfield market. I highly suggest any of the cabins on the property "
The price is ￥25,788
￥37,819 total
includes taxes & fees
Aug 12 - Aug 13
Dove Cabin up in the Trees
Cozy Bungalow Just Minutes from Mystic, Westerly Beaches, Boating and Casinos! by RedAwning
Exterior

Cozy Bungalow Just Minutes from Mystic, Westerly Beaches, Boating and Casinos! by RedAwning

9.8 out of 10, Exceptional, (29)
"Great place to stay convenient to Mystic and Mohegan Sun with lots of outdoor space for a pet"
Cozy Bungalow Just Minutes from Mystic, Westerly Beaches, Boating and Casinos! by RedAwning
Charming 3BR Apt 1 Mile From Downtown Westerly. Short Drive to Mystic & Casinos.
Fridge, microwave, oven, stovetop

Charming 3BR Apt 1 Mile From Downtown Westerly. Short Drive to Mystic & Casinos.

9.8 out of 10, Exceptional, (6)
"Great spot, close to westerly downtown, listing is just as pictured! very cute touches! comfortable beds!"
The price is ￥16,562
￥50,037 total
includes taxes & fees
Aug 11 - Aug 12
Charming 3BR Apt 1 Mile From Downtown Westerly. Short Drive to Mystic & Casinos.
French Château Near Beaches, Mystic & Casinos!
3 bedrooms, iron/ironing board, internet, bed sheets

French Château Near Beaches, Mystic & Casinos!

French Château Near Beaches, Mystic & Casinos!
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Property grounds

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

10.0 out of 10, Exceptional, (21)
"Very nice rooms staff go above and beyond with the little things to make you're experience awesome "
The price is ￥14,485
￥29,038 total
includes taxes & fees
Sep 3 - Sep 4
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
3-Bed 19thC Cottage 9minutes from Misquamicut Beach
Sun loungers, beach towels

3-Bed 19thC Cottage 9minutes from Misquamicut Beach

10.0 out of 10, Exceptional, (2)
"Fantastic property with tons of room inside and out. House had absolutely everything we could need for a family get together. Short walk to downtown Stonington restaurants and a short drive to Mystic and Watch Hill. Don't hesitate to stay at this great property!"
3-Bed 19thC Cottage 9minutes from Misquamicut Beach
The Sunshine House Near Mystic Seaport ⛵️
Terrace/patio

The Sunshine House Near Mystic Seaport ⛵️

10.0 out of 10, Exceptional, (30)
"It was lovely 😊😊"
The price is ￥23,373
￥48,939 total
includes taxes & fees
Aug 14 - Aug 15
The Sunshine House Near Mystic Seaport ⛵️
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windham County Hotel Reviews

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

10/10 Excellent
"Controllable AC would have made this stay even better, 74 is a little on the warm side for me "
Joshua 1-night trip
Posted 6 hours ago
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino