Book Holiday Homes in Brainard

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Featured Holiday Homes in Brainard

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough
The price is AU$368 per night from 4 Apr to 5 Apr
AU$368
includes taxes & fees
4 Apr - 5 Apr
Located in Lanesborough, this vacation home is in the mountains, within a 15-minute drive of Crane Museum of Papermaking and Berkshire Athenaeum.
Berkshire Village Carriage House - Super Private!!
Hancock Village Inn at Jiminy Peak

Hancock Village Inn at Jiminy Peak

Hancock
The price is AU$1,675 per night from 4 Apr to 5 Apr
AU$1,675
includes taxes & fees
4 Apr - 5 Apr
With a stay at this vacation home in Pittsfield, you'll be on the waterfront, within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.
Hancock Village Inn at Jiminy Peak
Romantic Villa

Romantic Villa

Troy
Located in Troy, this vacation home is within a 15-minute drive of Rensselaer Polytechnic Institute and MVP Arena.
Romantic Villa
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Lakeside Retreat Just You, The Lake & The View!

Lakeside Retreat Just You, The Lake & The View!

Great Barrington
Located in Great Barrington, this vacation home is on the waterfront, within a 10-minute drive of Art et Industrie and Housatonic River.
Lakeside Retreat Just You, The Lake & The View!
Secluded Lux Mansion Pool Home with Amazing Views

Secluded Lux Mansion Pool Home with Amazing Views

Nassau
Located in Nassau, this vacation home is on a lake, within a 10-minute drive of Brookview Station Winery and Berkshire Retreat Center.
Secluded Lux Mansion Pool Home with Amazing Views
Heart of Lenox Walk to Town Cozy Cottage!

Heart of Lenox Walk to Town Cozy Cottage!

Lenox
With a stay at this vacation home in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and The Bookstore.
Heart of Lenox Walk to Town Cozy Cottage!
Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi

Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi

Coxsackie
When you a stay at this vacation home in Athens, you'll be on the beach, just steps from Hudson River and Hudson River Islands State Park.
Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna

Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna

Ghent
Located in Ghent, this vacation home is in the mountains, a 4-minute drive from Hudson Chatham Winery and 10 minutes from High Falls Trail.
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!

Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!

Richmond
With a stay at this vacation home in Richmond, you'll be within a 10-minute drive of Tanglewood Music Center and Fairfield Brook WMA.
Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!
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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.

Brainard Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Brainard vacation homes are the perfect way for you to wing it.

Holiday houses in Brainard let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Brainard in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Brainard adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Brainard with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Brainard vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Brainard Holiday Homes essential information

Accommodation
290 Holiday Homes
Lowest Price
AU$157
Highest Price
AU$1,675
Popular accommodation
Berkshire Village Carriage House - Super Private!!, Hancock Village Inn at Jiminy Peak, Romantic Villa, Lakeside Retreat Just You, The Lake & The View!, Secluded Lux Mansion Pool Home with Amazing Views, Heart of Lenox Walk to Town Cozy Cottage!, Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi, Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna, Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!

Top trending hotels in Brainard

Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
82 MONTGOMERY STREET, Albany, NY
Fully refundableReserve now, pay when you stay
The price is AU$218 per night from 17 Apr to 18 Apr
AU$218
includes taxes & fees
17 Apr - 18 Apr
With a stay at Hyatt Place Albany/Downtown in Albany (Downtown Albany), you'll be within a 5-minute drive of MVP Arena and Albany Medical Center.
Hyatt Place Albany/Downtown
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$173 per night from 16 Apr to 17 Apr
AU$173
includes taxes & fees
16 Apr - 17 Apr
With a stay at Life House Berkshires in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Kennedy Park.
Life House Berkshires
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

2.5 out of 5
37 Route 9W, Glenmont, NY
Fully refundable
The price is AU$176 per night from 4 May to 5 May
AU$176
includes taxes & fees
4 May - 5 May
A stay at Comfort Inn Glenmont - Albany South places you in the heart of Glenmont, within a 10-minute drive of MVP Arena and Albany Capital Center.
Comfort Inn Glenmont - Albany South
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The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 10 Apr to 11 Apr
AU$157
includes taxes & fees
10 Apr - 11 Apr
Located in Lenox, The Yankee, Trademark Collection by Wyndham is on the Strip, a 4-minute drive from Bousquet Ski Area and 7 minutes from Shakespeare and ...
The Yankee, Trademark Collection by Wyndham
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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.

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^Subject to availability and chosen travel dates.