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Vacation Homes in Weatogue

Lakefront Summer Spectacular in New England Just 2 Hours From NYC

9.8 out of 10, Exceptional, (69)
"The host was great and the property had everything we wanted and more. We will be back."
Lakefront Summer Spectacular in New England Just 2 Hours From NYC

Deluxe Queen Room with 2 Queen Beds

2.0 star property
2.0 out of 10, (1)
"Wrote to them asking for early check in around 1pm for 3pm check in, no reply. Not a problem, early check in isn’t a guarantee. Get to the property 10 mins before check in and no one is there, wait around for 30 mins, no one there, no one answering in the app, no one picking up the phone. By 340 called Vrbo who canceled my reservation around 4pm the property called asked if I left, I said I did and booked somewhere else, no apology, no reasoning, just ā€œokā€ and hung up. Thankfully there was...
The price is SARĀ 446
SARĀ 582 total
includes taxes & fees
11 Jun - 12 Jun
Deluxe Queen Room with 2 Queen Beds

Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

9.4 out of 10, Exceptional, (10)
"Lots of cozy relaxation by the fire and fun meals at the spacious dinning table. We had plenty of room to spread out and enjoy ourselves. "
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

The Race Mountain House

2.0 star property
10.0 out of 10, Exceptional, (1)
"We loved everything about the house - it was in a great location and perfect for a weekend away with friends!"
The Race Mountain House

Mountain View Getaway

10.0 out of 10, Exceptional, (53)
"This is my second stay, again, sharing the property with friends. It’s a warm and friendly environment with space for individual privacy yet perfect for a gathering. A spectacular view of the mountain from its large deck and comfortable outdoor furniture encourage an outdoor evening wind down. The host are everything you could ask for; available to contact as needed, but never intrusive, genuinely concern that you have a perfect stay. Great find! "
Mountain View Getaway

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

10.0 out of 10, Exceptional, (20)
"The property was close to town and very cozy, clean & comfortable. Would highly recommend attention to the details was impressive."
Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (44)
"The property was great overall. I was not impressed with finding cobwebs around furniture, or with the hair in the shower and the toothpaste on the sink, mirror mirrorandbehind behind"
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Stay Lakeside This Summer!

9.8 out of 10, Exceptional, (72)
"Perfect location for a peaceful, scenic vacation."
Stay Lakeside This Summer!

Berkshire Lake at the Pillow, and EV!

9.4 out of 10, Exceptional, (15)
"Comfortable and relaxing spot. Really pretty lake. Fun stuff for paddling around the lake."
Berkshire Lake at the Pillow, and EV!

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

10.0 out of 10, Exceptional, (12)
"Host was extremely accommodating and house was as-advertised. Great spot to explore great Barrington and surrounding towns! Wood burning stove and fireplaces are a real highlight! Fire pit is not advertised on listing but there is one. Would recommend highly"
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!

10.0 out of 10, Exceptional, (11)
"Very comfortable, clean home with all the amenities. We really enjoyed our stay in the beautiful area. Big yard for outdoor fun. Close to many attractions."
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!

4 Mi to Great Barrington: Berkshires Retreat!

4 Mi to Great Barrington: Berkshires Retreat!

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (35)
"Lovely home in a beautiful setting. Had everything we needed to attend my nephew’s weekend wedding. Especially appreciated the oh-so-comfy beds and the peaceful surroundings when we returned from a whirlwind of activities!"
The Goshen Glass Chalet

Family House On Highland Lake with Dock

10.0 out of 10, Exceptional, (25)
"Awesome location, plenty of space in the house, clean, and the host was very responsive. Will definitely stay here again when in Connecticut. "
Family House On Highland Lake with Dock

4Br/3bath Lakefront House in Berkshires. June week now available. Hi speed wifi

10.0 out of 10, Exceptional, (152)
"Hi,The views are spectacular, house is spacious and close to skiing. We had a great time staying in this house. We even talked about coming back in warmer weather. "
4Br/3bath Lakefront House in Berkshires. June week now available. Hi speed wifi

NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE

10.0 out of 10, Exceptional, (34)
"Our family had a wonderful stay at this beautiful home. It's well-equipped, clean and cozy and feels like you are out in the country but also a 10 minute drive from great restaurants, shops and skiing. We definitely plan to return."
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE

Cozy home close to Catamount, State Parks and the Harlem Valley Rail Trail.

10.0 out of 10, Exceptional, (19)
"We stayed here for skiing over a holiday weekend. The place was *very* clean and Tara was very responsive to helping with the only issue we had (which was weather related and not related to the house). The house is well outfitted and they also left a few basics for us in the kitchen which was a nice touch."
Cozy home close to Catamount, State Parks and the Harlem Valley Rail Trail.

Garfield Townhouse in the Berkshires on Main St

10.0 out of 10, Exceptional, (10)
"Great location and comfortable."
Garfield Townhouse in the Berkshires on Main St

Charming Home with Fireplace and Indoor Pool in Sharon, CT

10.0 out of 10, Exceptional, (1)
"Our family had a wonderful stay at the beautiful, clean, peaceful Hoyt House. There was plenty of space to gather together as well as spread out. The daffodils were beginning to bloom and there is the sight and sound of a running stream behind the home. We were close to fun things to explore like the Audubon, covered bridge, and Kent waterfalls. Great bakery, restaurants, grocery a short drive away. The heated indoor swimming pool was the biggest hit. We hope to have the opportunity to...
Charming Home with Fireplace and Indoor Pool in Sharon, CT

Secluded Family Home in Serene Stockbridge Woods

10.0 out of 10, Exceptional, (21)
"Couldn't ask for anything better. A big living room to hang out together, open-plan with the kitchen. Perfectly comfortable!"
Secluded Family Home in Serene Stockbridge Woods
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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