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Vacation Homes in Brainard

Spacious 5-bedroom house in charming Lee with WiFi
5 bedrooms, iron/ironing board, WiFi, bed sheets

Spacious 5-bedroom house in charming Lee with WiFi

$640 nightly
The price is $715
Aug 12 - Aug 13
Total includes taxes and fees
Spacious 5-bedroom house in charming Lee with WiFi
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Experience the perfect blend of traditional and contemporary style in this inviting space, featuring a plush sofa, wooden coffee table, and modern kitchen.

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (45)
"We went as a family to get away from the city life for the weekend. We have no complaints except that it could’ve been a bit cleaner in the sense that there were many cobwebs. Nonetheless we rlly enjoyed our weekend in Great Barrington "
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Charming Berkshires Retreat – Minutes to Williamstown
Enjoy cooking and dining with a large dining table and modern kitchen amenities.

Charming Berkshires Retreat – Minutes to Williamstown

6.0 out of 10, (2)
"This was the perfect little spot for our family to stop and stay on our way to dropping our daughter at camp and enjoy Williamstown. Our hike at the Clark Institute was a highlight along with the proximity to downtown’s great restaurants.We were talking about how gorgeous it must be in the fall… when it must be even more scenic and amazing."
Charming Berkshires Retreat – Minutes to Williamstown
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Relax in serene lakeside tranquility with Adirondack chairs overlooking the calm water.

Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!

10.0 out of 10, Exceptional, (52)
"Great spot on the lake. Super quiet and relaxing."
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Charming 3-bedroom house in Troy, near RPI, Albany, & Saratoga
Enjoy meals in this dining area with a view of the lush garden, featuring a table for four and a radiator.

Charming 3-bedroom house in Troy, near RPI, Albany, & Saratoga

8.0 out of 10, Very Good, (1)
"The unit itself is very nice and has many modern touches. We loved the gaming setup and enjoyed all the modern touches. The kitchen and bathroom are really well done and made our stay enjoyable. The surrounding area/neighbors are not the best. The parking is in an adjacent medical center lot and you have to walk by neighbors who threw things at us and generally spent the entire time outside. This is also along a main road and the building shakes often from the trucks driving by,."
Charming 3-bedroom house in Troy, near RPI, Albany, & Saratoga
19th c. Barn in the Berkshires
Relax in this spacious living room with a high ceiling, leather sofa, and wooden coffee table.

19th c. Barn in the Berkshires

9.6 out of 10, Exceptional, (90)
"We planned to stay at this property in order to ski at Jiminy peak, and it was perfect, not a long drive at all. The barn stays very warm with the individual heaters as well as the wood stove in the middle of the main room. The kitchen was equipped with everything you need, they even had coffee and sugar! .. Communication with the hosts was seamless. We lost power due to a winter storm, the entire area did, and that wood stove worked its magic. The property owners made sure we were alright...
19th c. Barn in the Berkshires
Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!
Relax in a serene outdoor space with Adirondack chairs and a shaded gazebo.

Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!

10.0 out of 10, Exceptional, (9)
"Elise was an excellent host and super easy to work with. The property was even bigger, nicer, and cleaner than we expected. Plenty of room for a family getaway. "
Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!
Star Gazer Farm
Relax in this inviting living room with a comfortable sofa set, coffee table, and bookshelf.

Star Gazer Farm

10.0 out of 10, Exceptional, (15)
"Thank you for the lovely get away! The property was lovely. "
Star Gazer Farm
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Relax in this serene space with a comfortable chair and a staircase leading to an upper level.

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

9.4 out of 10, Exceptional, (44)
"The home is very nice and cozy. It really felt like a comfy home."
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Spacious Home w/ Yard & Patio, 2 Mi to Dtwn Troy
Staircase with ornate mirror and traditional fireplace.

Spacious Home w/ Yard & Patio, 2 Mi to Dtwn Troy

10.0 out of 10, Exceptional, (1)
"We had everything we needed to have a wonderful weekend celebrating my husband's graduation! Surprisingly, the single shower was able to accommodate the full house (never rand out of hot water) and there was plenty to do with the outdoor games and card/board games indoors! Thank you for sharing this beautiful home with us!"
Spacious Home w/ Yard & Patio, 2 Mi to Dtwn Troy
Secluded Family Home in Serene Stockbridge Woods
Enjoy meals with family and friends in this spacious dining area with a long table and comfortable seating for four.

Secluded Family Home in Serene Stockbridge Woods

10.0 out of 10, Exceptional, (21)
"We spent a short weekend here in Stockbridge to attend the Naumkeag Pumpkin Show. The kids (2 + 4) were in amazement the entire time. The house was a fantastically creative environment with books, games, toys, and a massive yard with swings. A+ would stay again."
Secluded Family Home in Serene Stockbridge Woods
Charming 3-bedroom farmhouse in Lenox
Relax on the outdoor deck with Adirondack chairs, perfect for a quiet moment or al fresco dining.

Charming 3-bedroom farmhouse in Lenox

10.0 out of 10, Exceptional, (1)
"House is comfortable and spacious, with a well-supplied kitchen. Hosts had thought of everything we might need. A/C was very helpful in the heat! Perfect location for exploring the Berkshires, and a fairly easy walk into town."
Charming 3-bedroom farmhouse in Lenox
Country Living just minutes from Everything!
Enjoy cooking in this well-lit kitchen with a stainless steel refrigerator, oven, and coffee maker.

Country Living just minutes from Everything!

10.0 out of 10, Exceptional, (28)
"Jandie's was the absolute best rental house we have ever stayed at. The house was clean and well kept, everything felt brand new. The set up was great, open kitchen, dining room and living room and made entertaining very easy. The kids had their own room and enjoyed spending time together in their own space. Julie was a pleasure to work with and accommodated us in anyway she could, from beginning to end. She even made us homemade delicious treats. We would highly recommend Jandie's and we...
Country Living just minutes from Everything!
Sophisticated Lenox Retreat by Evergreen Home
Enjoy the serene view from the front deck, surrounded by lush trees and a beautifully manicured lawn.

Sophisticated Lenox Retreat by Evergreen Home

9.8 out of 10, Exceptional, (9)
"Very quaint location, clean property, and great place to stay"
Sophisticated Lenox Retreat by Evergreen Home
2 bedroom town house with game room
Enjoy cooking in this well-equipped kitchen with an oven, coffee maker, and toaster.

2 bedroom town house with game room

5.8 out of 10, (16)
"Property was easy to get to. Located right off the thruway. House was clean and located close to plenty of shopping options. There was also fast food restaurants located within walking distance. "
2 bedroom town house with game room
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Relax in the backyard patio area with a table, chairs, and cushioned benches under a pergola.

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (146)
"Plenty of space to stay with friends but have your own space. Lots of outdoors activities in the area which was perfect. Clean, comfortable and pool table and hot tub were a plus! "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Amore Estate - beautiful room with many places to explore and relax in.
Enjoy cooking in this well-equipped kitchen with a central island, white cabinetry, and a stainless steel range hood.

Amore Estate - beautiful room with many places to explore and relax in.

9.0 out of 10, Wonderful, (25)
"Beautiful, spacious house in a great location!"
Amore Estate - beautiful room with many places to explore and relax in.
Charming 3-bedroom house with pool table
3 bedrooms, WiFi, bed sheets

Charming 3-bedroom house with pool table

$297 nightly
The price is $321
Aug 9 - Aug 10
Total includes taxes and fees
Charming 3-bedroom house with pool table
Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay
Cozy living area with a stone fireplace, dining table, and large windows offering views of the surrounding landscape.

Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay

8.8 out of 10, Excellent, (3)
"We had a large family group, 10 people, for graduation weekend. This property was an easy drive from Albany—we had plenty of space in a nice, secluded area. We will definitely keep this property in mind for future events. "
Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
Enjoy meals in this charming dining area with a wooden table, white chairs, and a vase with sunflowers.

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

9.4 out of 10, Exceptional, (12)
"We loved staying here! Great location!"
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
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 Brainard Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Very friendly staff. Restaurant/bar on sight very convenient."
Eithne 5-night trip
Posted 21 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG