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Compare 262 Vacation Homes in Weatogue with updated reviews, rates, and availability.

Waterview Home in the Berkshires: Near Hiking
9.2 out of 10, Wonderful, (14)
"Lovely house and kind owner. We had a great time. The view is amazing."
Waterview Home in the Berkshires: Near Hiking
Cozy Retreat on Copake Lake in our Charming Home
9.6 out of 10, Exceptional, (32)
"Great stay. A short walk to everything the lake has to offer."
Cozy Retreat on Copake Lake in our Charming Home
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.8 out of 10, Exceptional, (7)
"We had a great stay while skiing for 2 days at nearby Catamount ski resort. The kitchen and house were fully stocked with all essentials. Netflix access enabled us to enjoy a family movie after a long day of skiing. Cozy house and quiet area.......nice to wake up to hear birds chirping!!"
The price is AED 584
AED 1,225 total
includes taxes & fees
15 Jul - 16 Jul
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
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Peaceful Retreat Compound 10 Minutes to Great Barrington!
10.0 out of 10, Exceptional, (11)
"The property was fabulous and had lots of activities on site(basketball hoops,pickleball court and pool). Excellent location close to Great Barrington downtown which has an amazing selection of restaurants. Overall,fantastic stay!"
The price is AED 4,407
AED 6,736 total
includes taxes & fees
26 Jun - 27 Jun
Peaceful Retreat Compound 10 Minutes to Great Barrington!
Spectacular views and close to Great Barrington.
Spectacular views and close to Great Barrington.
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
10.0 out of 10, Exceptional, (25)
"Beautiful property- well maintained and excellent location."
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
Charming Sharon Dwelling w/ Deck & Fire Pit!
9.6 out of 10, Exceptional, (4)
"This is a beautiful older home and I loved its charm. The wrap around porch is so quaint. However, the listing mentioned steep staircase but not to the extent that it was actually unsafe for my elderly parents. You can literally step out of the bedroom and bathroom on the 2nd floor and tumble down the stairs as the stairs don’t match up to the doorways. There is a bedroom on the 1st floor but the bed is pushed against the all so again my mother couldn’t get out. Also there are only 2 claw foot...
Charming Sharon Dwelling w/ Deck & Fire Pit!
Beautiful retreat to the woods to enjoy the winter season.
10.0 out of 10, Exceptional, (31)
"Very nice, well stocked and away from the hustle and bustle of city life. We had a great time."
Beautiful retreat to the woods to enjoy the winter season.
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
8.8 out of 10, Excellent, (3)
"My family and I stayed and so enjoyed our time. The kitchen had everything we could have needed and the location was amazing to explore all neighboring towns. The beds were so comfortable and we even got out to enjoy the fire pit! Would absolutely come back again!"
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
10.0 out of 10, Exceptional, (2)
"The barn was amazing and just perfect for our weekend away. Ricky was really great to communicate with and very responsive. We can’t wait to go again soon!"
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Cottage at Copake Lake
9.8 out of 10, Exceptional, (56)
"What an amazing property this was to stay in. Plenty of space but felt cosy. It was cold and snowy when we stayed so couldn’t take advantage of the proximity of the lake, but did get to use the fireplace. Cottage is isolated enough to feel like we were well away from the city but close enough to where we wanted to visit. Close to Bash Bish falls, Rodger’s Book Barn, Coopers Daughter and, of course, the supermarket and Stewart’s. Will definitely book again for our next trip"
Cottage at Copake Lake
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
10.0 out of 10, Exceptional, (107)
"Our party of four adults found ample space to spread out and relax at this property. There are quite a few stairs to access all three stories, including the main living space on the second story and the four bedrooms on the third story. The kitchen is well equipped and there is a charcoal grill (bring your own charcoal). There is a very nice deck overlooking the lovely and sprawling grounds below the house. A fire pit was situated behind the house. There is a balcony and patio also off the...
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
10.0 out of 10, Exceptional, (85)
"We had a wonderful time. The house has everything you need, and the view is very beautiful. We enjoyed our stay, and will definitely be back again."
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Ranch on 5+ acres & 0.7 mi to GB Main St. Sleeps 10 + Wi-Fi + HOT TUB
10.0 out of 10, Exceptional, (12)
"This was a great house! They thought of all the details, had everything you could need. Hot tub was clean and entire house was spotless. Beds were comfortable. Great location, so close to downtown Great Barrington, cute shops and restaurants. And also super close to lots of hikes and ski mountain etc. We had a really fantastic stay and would stay again and recommend!"
Ranch on 5+ acres & 0.7 mi to GB Main St. Sleeps 10 + Wi-Fi + HOT TUB
Pet-Friendly Millerton Home, Walk to Downtown
10.0 out of 10, Exceptional, (9)
"40 years on with a pack of friends, 4 of us in this house. Loved the kitchen …so well equipped!…and spacious living space. great towels and linens. Bike trail entrance v close. Hiking nearby."
Pet-Friendly Millerton Home, Walk to Downtown
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee
Lakefront Designer House in Pine Plains, NY.
Lakefront Designer House in Pine Plains, NY.
Relax or be active! The choice is yours in this pet-friendly family home.
10.0 out of 10, Exceptional, (1)
"We were impressed with the kindness of the owners and loved the home. We were visitng due to a terrible situation, however we were able to book last minute and enjoyed the location and beauty od the home."
Relax or be active! The choice is yours in this pet-friendly family home.
Private Estate, Heated YEARROUND Outdoor Pool
10.0 out of 10, Exceptional, (8)
"The pictures simply do not do this place justice, it’s an incredible home. Our friend group was cozy all weekend! We loved the hot tub/pool, the really interesting artwork, the driving range mat and basketball hoop. Plenty of towels and kitchen supplies. The in law apartment (which we didn’t use as sadly part of our group was unable to join us) is attached to the main home and is so cute. We had a small issue upon arrival and the hosts were immediately responsive with us troubleshooting and...
Private Estate, Heated YEARROUND Outdoor Pool
The Meadows House @ Otis Ridge w/ 7-person hot tub
9.8 out of 10, Exceptional, (21)
"The rental property was just as described online. We had a very relaxing time. We also enjoyed playing all the games provided. This is a beautiful location and very quiet area. We loved sitting out in the hot tub at night looking up at the stars. Really special experience."
The Meadows House @ Otis Ridge w/ 7-person hot tub
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See all available properties in Weatogue
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.

Other property types in Weatogue

Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Waterview Home in the Berkshires: Near Hiking
9.2 out of 10, Wonderful, (14)
"Lovely house and kind owner. We had a great time. The view is amazing."
Waterview Home in the Berkshires: Near Hiking
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.8 out of 10, Exceptional, (7)
"We had a great stay while skiing for 2 days at nearby Catamount ski resort. The kitchen and house were fully stocked with all essentials. Netflix access enabled us to enjoy a family movie after a long day of skiing. Cozy house and quiet area.......nice to wake up to hear birds chirping!!"
The price is AED 584
AED 1,225 total
includes taxes & fees
15 Jul - 16 Jul
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
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.

Recent reviews of Weatogue hotels
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