Brainard Holiday Rentals from €93: Search Short-Term Rentals

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Our top choices for Brainard holiday rentals

1. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Stephentown

includes taxes & fees

8 Sept - 9 Sept

2. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

Stephentown

Nancy H.

includes taxes & fees

30 Aug - 31 Aug

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

New Lebanon

Joanna P.

includes taxes & fees

30 Aug - 31 Aug

4. NEW RENO Historic Creamery in Berkshires w/hot tub

New Lebanon

Anonymous traveller

includes taxes & fees

14 Sept - 15 Sept

5. Berkshires farm, 30+ guests, 50 acres

New Lebanon

includes taxes & fees

29 Sept - 30 Sept

6. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

Canaan

Christine C.

includes taxes & fees

9 Sept - 10 Sept

7. A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!

Averill Park

KenD

includes taxes & fees

29 Sept - 30 Sept

8. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

Old Chatham

Terri E.

includes taxes & fees

31 Aug - 1 Sept

9. 5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

Stephentown

Sai Chakravarthy M.

includes taxes & fees

3 Sept - 4 Sept

10. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

includes taxes & fees

14 Sept - 15 Sept

11. Sugar Shack - 300 square feet of pure sweetness.

Chatham

Sue G.

includes taxes & fees

2 Sept - 3 Sept

12. BLUSH: Boutique TINY homeprivate spawalk to town

Chatham

scott B.

includes taxes & fees

1 Sept - 2 Sept

13. Taborton Harvest Timber Trails Unique cabin experience

Sand Lake

Chandra F.

includes taxes & fees

4 Sept - 5 Sept

14. Hancock Village Inn Near Jiminy Peak

Hancock

Price F.

includes taxes & fees

9 Sept - 10 Sept

15. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Chatham

Jen R.

includes taxes & fees

20 Sept - 21 Sept

16. Huttopia Berkshires

Williamstown

GEORGINA

includes taxes & fees

8 Sept - 9 Sept

17. A stunning, modern Lodge with rustic charm at June Farms!

West Sand Lake

LisaL

18. Luxury, modern AIRSTREAM at June Farms!

West Sand Lake

StephenS

19. Treat yourself at the stunning June Farms Wellness Huts!

West Sand Lake

SteveS

includes taxes & fees

31 Aug - 1 Sept

20. Private Family Cabin on 3.5 Acres • Hot Tub • Mini Golf • Water Access

Castleton-on-Hudson

"We had a great time staying here! Host responds to inquiries promptly and makes communication very easy throughout the stay. The place was very clean, spacious and ideal for large groups. We loved the peaceful atmosphere and the game room kept everyone entertained. We also really appreciated the host allowing us to stay a couple more hours for a very reasonable fee. Will definitely go back and highly recommend this place!"

Hersey Mae C.

includes taxes & fees

13 Sept - 14 Sept

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Top Brainard Hotel Reviews

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!"

Hampton Inn & Suites Albany-Downtown

10/10 Excellent

"We stayed one night. Quiet, clean and easy to get on and off highway. The property felt safe , the parking was easy but you do need to pay per night. Most hotels have a horrible shower head where you never feel clean and you need to stay in the shower longer just to get shampoo out of your hair. This shower head was complete opposite, quick shower and felt clean. Breakfast was great!! Will stay here again!!"

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"Nice, well-maintained property, everything was very clean. The breakfast nook was not overly crazy crowded, which is really good traveling with young children. The staff even apologized for not having the waffle maker as a new one was being delivered. The hot tub was also a plus!"

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good

"I am not a person who usually writes a review but I loved the place. Room was great. Staff was great. I had never been to an Indian restaurant but everywhere I went people raved about I so we went and it was wonderful. Only a few small issues. The fan in our bathroom room needs attention. Very loud. Something is failing. The wifi was very weak in my room. Kept cutting out. and just one other suggestion. The balcony on the upper level should have privacy screens on the sides. Other wise I would absolutely go back."

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, apart-hotels, 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 favorite 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 depends 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 €93 per night. Entering your travel dates in the search wizard you might find 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?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of Brainard is located near skiing, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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 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.

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Check prices for these dates

Our top choices for Brainard holiday rentals

1. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

2. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

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