Lanesborough Vacation Rentals from $121: Search Short-Term Rentals

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Our top choices for Lanesborough vacation rentals

1. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Lenox

$307 nightly

Sep 14 - Sep 15

Total with taxes and fees

2. Berkshire Mountain Lodge

Pittsfield

Robert

$125 nightly

Aug 31 - Sep 1

Total with taxes and fees

3. Vacation Village in the Berkshires

Williamstown

Nyra

$108 nightly

Aug 26 - Aug 27

Total with taxes and fees

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

Hancock

Jen B.

$220 nightly

Aug 24 - Aug 25

Total with taxes and fees

5. Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

Hancock

John F.

$220 nightly

Aug 24 - Aug 25

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

6. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

Dalton

Megan A.

$293 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

Hancock

patricia f.

$220 nightly

Aug 24 - Aug 25

Total with taxes and fees

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

Hancock

Alicia S.

$220 nightly

Aug 25 - Aug 26

Total with taxes and fees

9. 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

Hancock

Alyne K.

$220 nightly

Aug 25 - Aug 26

Total with taxes and fees

10. 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Hancock

Jim H.

$326 nightly

Sep 9 - Sep 10

Total with taxes and fees

11. Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

Hancock

Tom C.

$213 nightly

Aug 24 - Aug 25

Total with taxes and fees

12. Comfortable Berkshires retreat on mtn resort, SISO

Hancock

Maura L.

$567 nightly

Sep 22 - Sep 23

Total with taxes and fees

13. Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Hancock

Todd A.

$305 nightly

Aug 23 - Aug 24

Total with taxes and fees

14. Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views

Hancock

"I chose this place at the very last minute. It was all that I expected and wanted and more: two bedrooms with three beds, a comfortable living space, two full bathrooms, kitchen with all the basic necessities, TV in each bedroom and in the living room, a dining table and chairs, an outside porch with table, a big open space, and grill, easy parking and access, quiet, .and access to two pools. The place was well tended: clean, with towels and extras blankets ready. Howard, the owner, checked on...

Cecilia S.

$305 nightly

Aug 31 - Sep 1

Total with taxes and fees

15. 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

Hancock

J S.

$328 nightly

Sep 15 - Sep 16

Total with taxes and fees

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

New Lebanon

Joanna P.

$200 nightly

Aug 23 - Aug 24

Total with taxes and fees

17. Penthouse Apartment on Park Street

Adams

Margaret C.

$252 nightly

Aug 23 - Aug 24

Total with taxes and fees

18. Berkshires Apartment at the Stephentown Hotel

Stephentown

Nicole O.

$257 nightly

Aug 23 - Aug 24

Total with taxes and fees

19. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Pittsfield

Ann C.

$496 nightly

Aug 24 - Aug 25

Total with taxes and fees

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

Hancock

Eileen O.

$220 nightly

Aug 24 - Aug 25

Total with taxes and fees

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Top Lanesborough Hotel Reviews

FairBridge Inn Express

10/10 Excellent

"It was very nice and everyone was extremely helpful"

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good

"I had 2 rooms. 1 room (414) did not have a phone, the microwave didn't have power. The other room was fine. We didn't like that there was only 1 elevator working as we had to wait quite a while sometimes to go up or down. We understand that the hotel is undergoing renovations. Overall, we enjoyed our stay."

Vacation Village in the Berkshires

10/10 Excellent

"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."

Berkshire Village Carriage House - Super Private!!

10/10 Excellent

"Loved the window seats looking out into the trees! The property is actually not far from commerce— basically right next to a Target, but from the property it does not feel like it— the space is surrounded by trees. The bed is kind of in an alcove so might be hard to get in/out if you have mobility concerns, but I found it super cozy/comfortable. Enjoyed our time here after seeing a show at Tanglewood."

Find out more about Lanesborough

Everything you need to know about Lanesborough 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 Lanesborough 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 Lanesborough vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lanesborough vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lanesborough. 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 Lanesborough 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 $121 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 Lanesborough rentals

At Expedia, we put the best Lanesborough 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 Lanesborough 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 Lanesborough 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 Lanesborough. 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 Lanesborough?

Yes, we have vacation rentals close to the most popular sights in Lanesborough, or you can go with a more secluded option if you'd like a relaxing place to stay. Lanesborough is known for its ski areas and forests. Make sure you have time to check out the sporting events while you're in the area.

What are some of the best vacation rentals in Lanesborough?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This vacation home rental outside of Lanesborough 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.

How many vacation rentals are there in Lanesborough?

Choose from 11 Expedia vacation rentals in Lanesborough for a memorable vacation.

What can I see and do in Lanesborough?

Pontoosuc Lake and Mount Greylock State Reservation Visitor Center are a couple of lovely local spots to get outside and enjoy nature. While here, Mount Greylock State Reservation and Cheshire Reservoir are other places worth a visit.

What are vacation rentals like in Lanesborough?

Vacation rentals are private properties you can book for a couple days or more in Lanesborough. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.

Lanesborough Vacation Rentals

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Check prices for these dates

Our top choices for Lanesborough vacation rentals

1. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

2. Berkshire Mountain Lodge

3. Vacation Village in the Berkshires

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

5. Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

6. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

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

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

9. 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

10. 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

11. Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

12. Comfortable Berkshires retreat on mtn resort, SISO

13. Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

14. Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views

15. 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

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

17. Penthouse Apartment on Park Street

18. Berkshires Apartment at the Stephentown Hotel

19. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

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

Find vacation rentals that suit your style

Top Lanesborough Hotel Reviews

FairBridge Inn Express

Find out more about Lanesborough

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