Brainard Holiday Rentals

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Holiday Rentals in Brainard

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 AU$167
includes taxes & fees
7 Dec - 8 Dec
Vacation Village in the 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 AU$288
includes taxes & fees
16 Dec - 17 Dec
Huttopia Berkshires

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 AU$310
includes taxes & fees
9 Dec - 10 Dec
Jiminy Peak Mountain Resort

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

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 AU$220
includes taxes & fees
7 Dec - 8 Dec
Micosta Leisure Inn

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 AU$282
includes taxes & fees
10 Dec - 11 Dec
Taborton Harvest Boulder Pines Cabin in the woods

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 AU$327
includes taxes & fees
10 Dec - 11 Dec
NEW Cozy Apt Bright + Modern W/D

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 AU$186
includes taxes & fees
10 Dec - 11 Dec
The Bluebirds Nest

Apartment in Washington Square

7.2 out of 10, Good, (10)
"Great time "
United States
Patrick
The price is AU$304
includes taxes & fees
4 Jan - 5 Jan 2026
The Rizzy Apartment

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 AU$1,138
includes taxes & fees
11 Dec - 12 Dec
Spacious 5-bedroom house in charming Lee with WiFi

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

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

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

Apartment in Albany

9.6 out of 10, Exceptional, (32)
"Location close to restaurants and parks."
United States
Alex B.
The price is AU$268
includes taxes & fees
13 Dec - 14 Dec
Chic Madison Parkview

Holiday Home in Hancock

9.0 out of 10, Wonderful, (7)
"Kind and responsive host."
United States
Javier
The price is AU$1,122
includes taxes & fees
13 Dec - 14 Dec
Comfortable Berkshires retreat on mtn resort, SISO

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

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 AU$280
includes taxes & fees
10 Dec - 11 Dec
Taborton Harvest Timber Trails Unique cabin experience

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.

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

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

Find out more about Brainard

Everything you need to know about Brainard holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Brainard holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Brainard holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Brainard holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Brainard. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Brainard holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Brainard holiday rentals we have selected for you start as low as AU$167 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Brainard rentals

At Expedia, we put the best Brainard holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Brainard rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Brainard holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Brainard. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.