Brainard Vacation Rentals

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Aug 6 - Aug 7
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Aug 15 - Aug 17

Vacation Rentals in Brainard

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1933)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
$102 nightly
The price is $114
Aug 27 - Aug 28
Total includes taxes and fees
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (958)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
$159 nightly
The price is $178
Sep 1 - Sep 2
Total includes taxes and fees
Jiminy Peak Mountain Resort
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (111)
"Beautiful grounds with the most gracious of hosts. Lovely accommodations! Will stop there again!"
$139 nightly
The price is $150
Aug 10 - Aug 11
Total includes taxes and fees
Micosta Leisure Inn
Huttopia Berkshires
Deluxe Tent | 2 bedrooms

Huttopia Berkshires

1.0 star property
$90 nightly
The price is $101
Sep 3 - Sep 4
Total includes taxes and fees
Huttopia Berkshires
The Ponds at Foxhollow
Property grounds

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (124)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
The Ponds at Foxhollow
Taborton Harvest Boulder Pines Cabin in the woods
Exterior detail

Taborton Harvest Boulder Pines Cabin in the woods

10.0 out of 10, Exceptional, (12)
"Such a sweet spot in the woods! Can’t wait to come back."
$160 nightly
The price is $178
Aug 7 - Aug 8
Total includes taxes and fees
Taborton Harvest Boulder Pines Cabin in the woods
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 13 - Aug 14
Total includes taxes and fees
Spacious 5-bedroom house in charming Lee with WiFi
Taborton Harvest Timber Trails Unique cabin experience
Fridge, microwave, oven, stovetop

Taborton Harvest Timber Trails Unique cabin experience

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."
$160 nightly
The price is $178
Aug 7 - Aug 8
Total includes taxes and fees
Taborton Harvest Timber Trails Unique cabin experience
Heaven Can't Wait, On Beautiful Kinderhook Lake!!
Property grounds

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

9.8 out of 10, Exceptional, (84)
"Home our mother's 83rd birthday party cookout at the lake house with a few family members and it was a great day. Everyone loved the house. We enjoyed the stay"
Heaven Can't Wait, On Beautiful Kinderhook Lake!!
The Rizzy Apartment
Smart TV

The Rizzy Apartment

7.2 out of 10, Good, (5)
"Great time "
$207 nightly
The price is $224
Aug 19 - Aug 20
Total includes taxes and fees
The Rizzy Apartment
Hancock Village Inn at Jiminy Peak
Exterior

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Very kinda hosts, and wonderful house."
$1,025 nightly
The price is $1,110
Aug 18 - Aug 19
Total includes taxes and fees
Hancock Village Inn at Jiminy Peak
2 bedroom town house with game room
Fridge, microwave, oven, stovetop

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
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach
Terrace/patio

Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

10.0 out of 10, Exceptional, (165)
"We had a fabulous time staying at the property. The game room and karaoke setup was amazing. Enjoyed cooking pizza and the outdoor kitchen. Will definitely look to book again."
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach
The Kemble- Built by a US Secretary of State in Lenox
Exterior detail

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

10.0 out of 10, Exceptional, (17)
"Loved the property. Perfect for our gathering."
The Kemble- Built by a US Secretary of State in Lenox
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Outdoor dining

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
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS
Outdoor banquet area

BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS

9.6 out of 10, Exceptional, (88)
"Our group had a great time. The place is a bit dated but has room for plenty of people."
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS
Comfortable Berkshires retreat on mtn resort, SISO
A heated pool

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
$477 nightly
The price is $484
Aug 8 - Aug 9
Total includes taxes and fees
Comfortable Berkshires retreat on mtn resort, SISO
Charming 3-bedroom Cabin for nature lovers
Interior

Charming 3-bedroom Cabin for nature lovers

8.0 out of 10, Very Good, (1)
"Very nice place to stay for our 3 day hike on the AT. The view from the deck is amazing and the living room is huge with an old stone fireplace which we didn’t use because it was 90 degrees each day. The Mexican restaurant in town (Norte Azul) has an extensive menu and a good variety of beer on tap. Highly recommend visiting Mt Greylock in MA, about 30 mins away. It has an even better restaurant on top (you need reservations) and is right on the Appalachian Trail so you will meet all sorts on...
$341 nightly
The price is $379
Aug 29 - Aug 30
Total includes taxes and fees
Charming 3-bedroom Cabin for nature lovers
Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi
Outdoor pool, a heated pool

Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi

10.0 out of 10, Exceptional, (48)
"We had the most wonderful time! The views are unbelievable - sitting in the pool or hot tub or around the fire pit, watching the barges sail by was so special! We can’t wait to come back!"
Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi
Chic Madison Parkview
Smart TV, books

Chic Madison Parkview

9.8 out of 10, Exceptional, (23)
"the apartment was in a great location, easy check-in, very simple check-in"
$162 nightly
The price is $175
Aug 10 - Aug 11
Total includes taxes and fees
Chic Madison Parkview
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Very comfy, stylish and convenient!"
Linda 2-night trip
Posted 21 hours ago
Berkshires Untold

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?

Spacious 5-bedroom house in charming Lee with WiFi: Visitors like this Brainard vacation home rental. It offers a fireplace, a barbecue grill, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a dishwasher and a microwave can make your vacation run smoothly.

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 larger area, you’ll find Queechy Lake and Furnace Brook Winery at Hilltop Orchards.

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.