Holiday Rentals in Brainard

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Holiday Rentals in Brainard

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1746)
"Property was beautiful, great staff "
The price is €186
includes taxes & fees
24 Nov - 25 Nov
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is €157
includes taxes & fees
24 Nov - 25 Nov
Jiminy Peak Mountain Resort

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (89)
"Great! Had everything you could need and a great view of you wanna sit outside! Very friendly and handsome kitty walking around!!! Thank you!"
The price is €119
includes taxes & fees
27 Nov - 28 Nov
Micosta Leisure Inn

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (225)
"One of the best properties i've ever stayed at "
The price is €218
includes taxes & fees
25 Nov - 26 Nov
Berkshire Village Carriage House - Super Private!!

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (41)
"We had expectations of a peaceful rustic cabin in the woods, and this rental checked almost all of the boxes! The quaint town of Great Barrington was just close enough for convenience, but the house was rural enough to help us all relax and enjoy the quiet. We loved the dock and the firepit, and the house was well-stocked with firewood, towels, and toiletries. "
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Beautiful One-of-a Kind Private Estate! Pool, Gym, Arcade, Trails, Pond, Library

9.6 out of 10, Exceptional, (84)
"This large home has many comfortable bedrooms, some very large suites. The kitchen is very well stocked. Our family had a wonderful stay. The pool was great, and a center of our enjoyment. Kids also enjoyed the game room."
Beautiful One-of-a Kind Private Estate! Pool, Gym, Arcade, Trails, Pond, Library

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

10.0 out of 10, Exceptional, (116)
"As with our previous several stays, we thoroughly enjoyed the comfort and location of the house. We had a great time and can’t wait to do it all over again next Summer. "
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

3 Bedroom Lakefront Home with Hot Tub & Fireplace

10.0 out of 10, Exceptional, (107)
"Very glad to have found Nana’s Place. It’s been perfect for us every time. Thank you!"
3 Bedroom Lakefront Home with Hot Tub & Fireplace

Home away from home

8.2 out of 10, Very good, (14)
"Property was in good shape, though I recommend the owner consider refinishing the tub, the current paint job is not so good. The location is too far from downtown Troy to easily walk but is an easy drive. The building has multiple units and finding the right one was a bit tricky, but the place was clean and well-kept overall and parking was easy, I would stay again."
Home away from home

The Kemble- Built by a US Secretary of State in Lenox

10.0 out of 10, Exceptional, (16)
"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

Stockbridge Home, Come Experience The Berkshires!

10.0 out of 10, Exceptional, (24)
"We enjoyed everything about this lovely house in the Berkshires--the latest appliances, thoughtful details (throws on all the beds and sofas), a great backyard. Would highly recommend! "
Stockbridge Home, Come Experience The Berkshires!

Chic Pittsfield Home With A View!

8.8 out of 10, Excellent, (8)
"Great view from the property, lovely house and yard. Coiuldn't have been a better stay. "
Chic Pittsfield Home With A View!

The Winthrop Estate - 12K SF 32 Acres

10.0 out of 10, Exceptional, (4)
"Everyone enjoyed the stay"
The Winthrop Estate - 12K SF 32 Acres

The Rizzy Apartment

8.0 out of 10, Very good, (4)
"Great time "
The price is €173
includes taxes & fees
24 Nov - 25 Nov
The Rizzy Apartment

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

9.4 out of 10, Exceptional, (59)
"Cute and comfy place, great location. We walked to dinner twice and enjoyed how convenient this place was to all of the Berkshires. "
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

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

9.8 out of 10, Exceptional, (17)
"Beautiful, spacious house in a great location!"
Amore Estate - beautiful room with many places to explore and relax in.

Wellspring by AvantStay | Indoor Pool + Views

10.0 out of 10, Exceptional, (8)
"The location is absolutely beautiful, the pool was great, and there was plenty of room for everyone. This was our second time staying at this house and we will be back."
Wellspring by AvantStay | Indoor Pool + Views

2 bedroom town house with game room

6.4 out of 10, (13)
"Comfortable and presentable. Location is great for going downtown or shopping in general. Restaurants are very close by. Property manager was easy to communicate with."
The price is €175
includes taxes & fees
1 Dec - 2 Dec
2 bedroom town house with game room

Find your Sanctuary at The Rectory at Stockbridge

10.0 out of 10, Exceptional, (6)
"Just a quick stay but a great catch-up. Conveniently located and perfectly clean"
The price is €1,051
includes taxes & fees
24 Nov - 25 Nov
Find your Sanctuary at The Rectory at Stockbridge

Near Tanglewood: Historic Summer Retreat

9.6 out of 10, Exceptional, (15)
"This was a beautiful, spacious, and peaceful place for us in our friends to get together. It was centrally located to everything we wanted to do. Amanda was wonderful in her communications and everything was clean and ready for us."
The price is €367
includes taxes & fees
24 Nov - 25 Nov
Near Tanglewood: Historic Summer Retreat
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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Other types of properties in Brainard you may be interested in

Hyatt Place Albany/Downtown

3.0 star property
8.8 out of 10, Excellent, (717)
"Great location. The hotel was clean and the room was cozy!! "
The price is €118
includes taxes & fees
1 Dec - 2 Dec
Hyatt Place Albany/Downtown

Comfort Inn Glenmont - Albany South

2.5 star property
7.8 out of 10, Good, (891)
"Great spot and just 8 minutes to downtown Albany. I had a good night sleep 😴 enjoy"
The price is €99
includes taxes & fees
8 Dec - 9 Dec
Comfort Inn Glenmont - Albany South

Hampton Inn & Suites Albany-Downtown

2.5 star property
8.6 out of 10, Excellent, (1012)
"Conveniently located in the downtown area. Nice continental breakfast. Access to Yono’s restaurant- recommend. Very clean and roomy king size suite - the shower is a bit tricky and the hot water is HOT!"
The price is €107
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn & Suites Albany-Downtown
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.

Frequently asked questions

Can I find holiday rentals in Brainard?

Yes, there are holiday rentals close to the most popular sights in Brainard, or you can select a more secluded option if you're looking for a relaxing stay.

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

Berkshire Village Carriage House - Super Private!!: This holiday home rental outside of Brainard is located in the mountains, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind.

What’s there to see and do in Brainard?

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

What’s a holiday rental in Brainard like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Brainard. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.