Brainard Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Brainard

Lobby
Vacation Village in the Berkshires

Condo in Williamstown

3.0 star property
8.8 out of 10, Excellent, (2163)
"We booked 2 rooms. Staff was friendly, rooms clean. "
United States
Jutta
The price is HK$693
HK$859 total
includes taxes & fees
7 Dec - 8 Dec
Vacation Village in the Berkshires
Exterior
Huttopia Berkshires

Camping in Williamstown

1.0 star property
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is HK$1,297
HK$1,449 total
includes taxes & fees
18 Dec - 19 Dec
Huttopia Berkshires
Exterior
Jiminy Peak Mountain Resort

Condo resort in Hancock

3.0 star property
8.2 out of 10, Very good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is HK$1,427
HK$1,595 total
includes taxes & fees
6 Dec - 7 Dec
Jiminy Peak Mountain Resort
Indoor pool, outdoor pool, pool umbrellas, pool loungers
The Ponds at Foxhollow

Condo resort in Lenox

3.0 star property
8.6 out of 10, Excellent, (135)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
United States
Cyril
The Ponds at Foxhollow
Balcony
Micosta Leisure Inn

Aparthotel in Hudson

3.0 star property
9.2 out of 10, Wonderful, (131)
"Clean, pet friendly , just an overall super nice place to stay "
United States
Gail
The price is HK$1,011
HK$1,133 total
includes taxes & fees
9 Dec - 10 Dec
Micosta Leisure Inn
Exterior detail
Taborton Harvest Boulder Pines Cabin in the woods

Cabin in Sand Lake

10.0 out of 10, Exceptional, (13)
"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "
United States
Joanna R.
The price is HK$973
HK$1,434 total
includes taxes & fees
6 Dec - 7 Dec
Taborton Harvest Boulder Pines Cabin in the woods
1 bedroom, iron/ironing board, WiFi, bed sheets
NEW Cozy Apt Bright + Modern W/D

Apartment in Hudson Park

8.8 out of 10, Excellent, (27)
"This is a newly renovated apartment. Very clean, perfect for a two night stay. "
United States
Kathleen D.
The price is HK$840
HK$1,689 total
includes taxes & fees
6 Dec - 7 Dec
NEW Cozy Apt Bright + Modern W/D
Fridge, microwave, oven, stovetop
The Bluebirds Nest

Apartment in Washington Square

7.4 out of 10, Good, (8)
"Close to downtown and local colleges. Host was quick to answer when we had a couple of questions. "
United States
Laura C.
The price is HK$441
HK$939 total
includes taxes & fees
7 Dec - 8 Dec
The Bluebirds Nest
Smart TV
The Rizzy Apartment

Apartment in Washington Square

7.2 out of 10, Good, (10)
"Great time "
United States
Patrick
The price is HK$1,121
HK$1,546 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Rizzy Apartment
Terrace/patio
Spacious 5-bedroom house in charming Lee with WiFi

Holiday Home in Lee

8.0 out of 10, Very good, (1)
"House was large, clean, and comfortable. "
United States
John Z.
The price is HK$2,977
HK$5,786 total
includes taxes & fees
11 Dec - 12 Dec
Spacious 5-bedroom house in charming Lee with WiFi
Terrace/patio
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

Holiday Home in Coxsackie

10.0 out of 10, Exceptional, (168)
"Had an absolutely amazing time here! Jody was very prompt with responding to any questions we had during the duration of our stay. The house was so perfect. 5 Stars!!"
United States
Steve B.
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach
Exterior detail
The Kemble- Built by a US Secretary of State in Lenox

Villa in Lenox

10.0 out of 10, Exceptional, (17)
"Perfect house for our family reunion. Everything was perfect."
United States
Michael C.
The Kemble- Built by a US Secretary of State in Lenox
Exterior
Beautiful 5-star Estate! Pool, Pond, Game Room, Gym, Library, Party Barn, Trails

Holiday Home in Old Chatham

9.6 out of 10, Exceptional, (93)
"What a lovely property. Laurie was so kind and helpful checking us in, and the house was so fun. Would absolutely stay here again. "
United States
Daniel R.
Beautiful 5-star Estate! Pool, Pond, Game Room, Gym, Library, Party Barn, Trails
Smart TV, books
Chic Madison Parkview

Apartment in Albany

9.6 out of 10, Exceptional, (32)
"Location close to restaurants and parks."
United States
Alex B.
The price is HK$693
HK$1,362 total
includes taxes & fees
6 Dec - 7 Dec
Chic Madison Parkview
A heated pool
Comfortable Berkshires retreat on mtn resort, SISO

Holiday Home in Hancock

9.0 out of 10, Wonderful, (7)
"Kind and responsive host."
United States
Javier
The price is HK$2,506
HK$5,701 total
includes taxes & fees
7 Dec - 8 Dec
Comfortable Berkshires retreat on mtn resort, SISO
Outdoor dining
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Holiday Home in Pittsfield

9.8 out of 10, Exceptional, (150)
"We had a fabulous stay at this lovely home in the Berkshires! The house was well equipped with everything needed to make our stay with our family so enjoyable. Great communication with the host in helping to resolve a small issue with loss of power on 2nd floor but was easily resolved."
United States
Sarah A.
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Fridge, microwave, oven, stovetop
Taborton Harvest Timber Trails Unique cabin experience

Cabin in Sand Lake

10.0 out of 10, Exceptional, (1)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
United States
Georgia M.
The price is HK$973
HK$1,425 total
includes taxes & fees
7 Dec - 8 Dec
Taborton Harvest Timber Trails Unique cabin experience
Fridge, microwave, oven, stovetop
Amore Estate - beautiful room with many places to explore and relax in.

Holiday Home in Lenox

9.2 out of 10, Wonderful, (33)
"Beautiful property. The house and grounds, including a beautiful pool were amazing. Loved sitting on the porch and watching the birds.So much to do in the Berkshires, would definitely like to come back."
United States
Jacquie S.
Amore Estate - beautiful room with many places to explore and relax in.
Dining
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Holiday Home in Stockbridge

10.0 out of 10, Exceptional, (135)
"Clean house, well appointed, great location, responsive owner"
United States
sara m.
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Terrace/patio
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

Apartment in Lee

9.4 out of 10, Exceptional, (71)
"Wonderful time !! Location was perfect and we really enjoyed our time here "
United States
Sue P.
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"so quiet"
robert 7-night trip
Posted 3 days ago
Vacation Village in the Berkshires

Find out more about Brainard

Search for holiday rentals in Brainard on Expedia! You can easily find your home rentals, villas, holiday apartments in Brainard using one of the methods below:

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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?

Wildlife Lakeside Cottage beautiful views, amazing wildlife, great location: This holiday home rental outside Brainard is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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 Queechy Lake 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.