Brainard Vacation Rentals from $118: Search Short-Term Rentals

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Our top choices for Brainard vacation rentals

1. Berkshire Mountain Lodge

Pittsfield

Robert

$105 nightly

Oct 1 - Oct 2

Total with taxes and fees

2. Vacation Village in the Berkshires

Williamstown

Alex

$106 nightly

Sep 28 - Sep 29

Total with taxes and fees

3. Huttopia Berkshires

Williamstown

GEORGINA

$96 nightly

Sep 28 - Sep 29

Total with taxes and fees

4. Taborton Harvest Boulder Pines Cabin in the woods

Sand Lake

Linda R.

$166 nightly

Sep 1 - Sep 2

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

5. NEW RENO - Chalet-style farm loft near Tanglewood

New Lebanon

Varun M.

$206 nightly

Sep 2 - Sep 3

Total with taxes and fees

6. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Stephentown

$499 nightly

Sep 1 - Sep 2

Total with taxes and fees

7. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

$223 nightly

Sep 14 - Sep 15

Total with taxes and fees

Coffee/tea maker, fridge, microwave, stovetop

8. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

Stephentown

Diego G.

$512 nightly

Sep 1 - Sep 2

Total with taxes and fees

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Top Brainard Hotel Reviews

Berkshire Mountain Lodge

8/10 Good

"Best buy in the area during the high season. Spacious room and great location. Only negative is that property is a bit dated but recent renovations have been made."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"We had a fantastic stay at the Black Swan Inn in Lee, MA. Our room was incredibly clean, comfortable, and featured a beautiful view of the lake. Both check-in and check-out were completely hassle-free .A special shoutout goes to Carrie, the breakfast attendant! The breakfast area was exceptionally clean and well-stocked thanks to her hard work. Carrie was not only helpful, pleasant, and polite, but she also worked tirelessly to ensure all food items were fresh and fully available. Her excellent service truly made our mornings. We highly recommend this inn!"

Berkshires Untold

10/10 Excellent

"Although an excellent 2-night stay, our comments are intended to make future stays even better. Room temperature: virtually impossible to maintain a comfort level. Basically it was too cold in spite of raising the thermostat temp. At 80 when the heat came on, it was much too hot! Room lighting: too dark; only the bathroom was well lit. Bathroom moisture: in the absence of a ventilation or fan, the bathroom remained damp after a shower and keeping the door open resulted in everything in the bedroom becoming damp. But the positives far outweigh these few items."

The Red Lion Inn

10/10 Excellent

"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"

Find out more about Brainard

Everything you need to know about Brainard vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Brainard vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Brainard vacation 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 low season months. For more hustle and bustle, you may prefer to visit Brainard in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $118 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Brainard rentals

At Expedia, we put the best Brainard vacation 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 vacation.

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.

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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?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: Visitors like this Brainard vacation home rental. It is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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 Hancock Shaker Village.

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.

Brainard Vacation Rentals

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Check prices for these dates

Our top choices for Brainard vacation rentals

1. Berkshire Mountain Lodge

2. Vacation Village in the Berkshires

3. Huttopia Berkshires

4. Taborton Harvest Boulder Pines Cabin in the woods

5. NEW RENO - Chalet-style farm loft near Tanglewood

6. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

7. 1800s Carriage house in Berkshires / Hudson Valley

8. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

9. Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway

10. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

11. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

12. Micosta Leisure Inn

13. Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

14. Taborton Harvest Timber Trails Unique cabin experience

15. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

16. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

17. 1 bedroom apt close to hospitals off street parking in unit washer & dryer

18. Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

19. 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

20. Luxury, modern AIRSTREAM at June Farms!

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Top Brainard Hotel Reviews

Berkshire Mountain Lodge

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