Brainard Vacation Rentals

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Vacation Rentals in Brainard

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, 859 reviews
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is ¥25,027
per night
Jun 16 - Jun 17
Jiminy Peak Mountain Resort
Micosta Leisure Inn
3.0 star property
9.0 out of 10, Wonderful, 74 reviews
"Only stayed one night, but would have loved to stay for one week! Beautiful grounds and our host, Steven, was super welcoming and greeted us once we arrived to check us in. Local cat also greeted us once we arrived (if you’re driving, check under your car before backing out!)"
The price is ¥19,738
per night
Jun 16 - Jun 17
Micosta Leisure Inn
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
7.2 out of 10, Good, 39 reviews
"This house was the perfect get away house for out family! The place was clean and the kitchen well stocked! We had wonderful large family dinners and enjoyed heading into town for meals and fun too. We had the best hikes with are wonderful dog that we got to include, it was a very special week. Great location and the most peaceful and amazing views from the deck and the dock. Would stay here again for sure! Thank you for sharing your home."
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
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Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, 205 reviews
"Had an absolutely amazing time! great location, quiet, close to everything! Plenty of things to do nearby, and host left plenty of brochures to find food or activities. Only minor downer was that the oven seemed touchy"
Berkshire Village Carriage House - Super Private!!
Beautiful 5 star Estate! ASK ABOUT REDUCED RATES for open Summer 2024 dates!
9.6 out of 10, Exceptional, 80 reviews
"We loved our stay over Memorial Day weekend. We were three families and fit well in the home with 6 adults, 8 teens and 1 child. Kids loved the pool (it's on the cool side with no heater). The landscaping on the property is so gorgeous. The home itself is very comfortable with many places to spend time together - our favorite is the screened in porch. The two master suites is neat with each having two bedroom spaces per suite. It would be great with a family who wants to have young children...
Beautiful 5 star Estate! ASK ABOUT REDUCED RATES for open Summer 2024 dates!
Fox Hollow Luxury Ranch Laurel Lake
9.4 out of 10, Exceptional, 12 reviews
"Generous facility, nicely located, accommodating host."
Fox Hollow Luxury Ranch Laurel Lake
★PRIVATE 1 BDRM Newly Renovated Apt W/D Patio★
9.2 out of 10, Wonderful, 5 reviews
"It was freshly renovated, so clean, and absolutely perfect. Great location too! Thanks Linda!"
The price is ¥18,101
per night
Jun 16 - Jun 17
★PRIVATE 1 BDRM Newly Renovated Apt W/D Patio★
Chic Pittsfield Home With A View!
9.0 out of 10, Wonderful, 4 reviews
"Nicely decorated and clean. It had everything we needed, including kitchen supplies and detergent for the washer/dryer. Great rental for our family getaway."
Chic Pittsfield Home With A View!
3 Bedroom Lakefront Home with Hot Tub & Fireplace
10.0 out of 10, Exceptional, 97 reviews
"Lovely chalet by the lake, we had such a relaxing stay. The place is just like on the pictures, very quiet but not far from amenities. The host are very friendly super responsive. Thanks for having us!"
3 Bedroom Lakefront Home with Hot Tub & Fireplace
Rockspring by AvantStay | Huge Berkshires Estate
8.8 out of 10, Excellent, 10 reviews
"We stayed with friends and family and had plenty of room. The separate game room is great! The house was as pictured and described. It is close to a few ski mountains and Great Barrington. We would happily stay at RockSpring or a different AvantStay again!"
Rockspring by AvantStay | Huge Berkshires Estate
Stockbridge Home, Come Experience The Berkshires!
10.0 out of 10, Exceptional, 12 reviews
"we all loved it, especially the screened in porch...& my dog cooper also gives 5 stars"
Stockbridge Home, Come Experience The Berkshires!
Home away from home
10.0 out of 10, Exceptional, 5 reviews
"nice and quiet location. Close to alot of good food places. Great location for the things we came to do."
Home away from home
The Kemble- Built by a US Secretary of State in Lenox
10.0 out of 10, Exceptional, 15 reviews
"We were a big group..16 adults and 7 children. The families with children were well situated with nearby or adjacent rooms. Everyone had comfortable rooms which afforded privacy and quiet times. Each room had its own beautiful newly renovated bathrooms ( with great water pressure). The living and dining rooms were large and comfortable. The dining table was a loooong table with benches all around which easily sat our crowd. The backyard was gorgeous with beautiful views of the distant mountains....
The Kemble- Built by a US Secretary of State in Lenox
Amore Estate - sleeps 12 in beds
9.6 out of 10, Exceptional, 8 reviews
"Great space for a group of friends! House has a lot of character. Beautiful property and great location! Easy access to downtown Lenox and surrounding area. We really enjoyed our stay!"
Amore Estate - sleeps 12 in beds
The Winthrop Estate - 12K SF 32 Acres
10.0 out of 10, Exceptional, 2 reviews
"Absolutely stunning property - truly incredible stay. Recommend to anyone looking for a large group getaway. Fast WiFi, commercial grade kitchen and plentiful supplies make it easy for large groups. beautiful property and room for activities on a huge lawn. Highly recommend."
The Winthrop Estate - 12K SF 32 Acres
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, 67 reviews
"This rental was perfect for us (family gathering, 4 adults, 1 child). The place was very clean, and beautifully decorated, with all modern appliances. The kithen had everything we needed for meal prep. The beds were comfortable, and the tranquil location made for a very good night's sleep. Everything is on one floor which made it safe for young children. There were several nearby parks, playgrounds and ice cream shops for entertainment. The field and short trails behind the house meant we saw...
Hearts Desire is a furnished whole house in a small, colorful garden center.
Private country home minutes from the Berkshires
5.4 out of 10, 11 reviews
"Do not stay here! I am an international traveler, backpacker, and am used to some rough accommodations, but this stay was truly awful. My friend and I booked the space for a weekend, despite reading the previous reviews, thinking it could not be that bad. The house was overwhelmingly musty, there was mold up into the windowsills, the carpeting felt damp to walk on, and least of all the beds were hard and uncomfortable. We left after one night. It felt like a health hazard to be there. Neither...
The price is ¥17,314
per night
Jun 17 - Jun 18
Private country home minutes from the Berkshires
Conveniently located by HVCC. No cleaning or pet fee
9.6 out of 10, Exceptional, 17 reviews
"We arrived and didnt know what to expect. Everyone proceeded to choose the room that seemed to just fit. We enjoyed the opportunity to sit fireside and plan our days and even had a cook out. Nobody had any complaint about the house. If it were my property i would suggest a no shoes policy. I cant think of any other place i would prefer to stay . It was safe, the neighbors were very nice and our host was the best. Thank you for everything."
Conveniently located by HVCC. No cleaning or pet fee
Wellspring by AvantStay | Indoor Pool + Views
10.0 out of 10, Exceptional, 2 reviews
"We had the whole family come together to stay for the weekend and celebrated two birthdays while relaxing at the peaceful property. The pool was the main focus of our stay!!"
Wellspring by AvantStay | Indoor Pool + Views
4 Bdrm Modern Victorian with Tree House and playground
9.8 out of 10, Exceptional, 97 reviews
"Great house for our family to stay for my son’s graduation. Galina was wonderful to work with! I highly recommend!"
4 Bdrm Modern Victorian with Tree House and playground
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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 types of properties in Brainard you may be interested in

Hyatt Place Albany
3.0 star property
8.8 out of 10, Excellent, 446 reviews
"NO PARKING!"
The price is ¥18,942
per night
Jun 16 - Jun 17
Hyatt Place Albany
Comfort Inn Glenmont - Albany South
2.5 star property
7.8 out of 10, Good, 764 reviews
"The hotel was an absolute bargain for the price. Less than 10 min drive to downtown Albany. Room was clean and the decore was great. Front Staff was helpful. Slept in after a rock show so dudn't attend breakfast. Will stay at the hotel again in future trips "
The price is ¥17,125
per night
Jun 17 - Jun 18
Comfort Inn Glenmont - Albany South
Hilton Albany
3.5 star property
7.0 out of 10, Good, 1,010 reviews
"Loved it"
The price is ¥21,273
per night
Jun 23 - Jun 24
Hilton Albany
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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Frequently asked questions

Can I find vacation rentals in Brainard?

Yes, we have vacation rentals close to top sights in Brainard, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals that Brainard has to offer?

Chic Pittsfield Home With A View!: You might want to consider this vacation rental near Brainard, which is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

What’s there to see and do in Brainard?

Explore the area and family-friendly sights such as Funplex Fun Park, or get out into nature at a spot like Kinderhook Lake. In the larger area, you’ll find Pittsfield State Forest and Hancock Shaker Village.

What’s a vacation rental in Brainard like?

Vacation rentals are private properties you can book for a couple of days or more in Brainard. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.

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