Lebanon Springs Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Lebanon Springs vacation rentals

1. Berkshire Mountain Lodge

Pittsfield

Charline

$105 nightly

Dec 8 - Dec 9

Total with taxes and fees

2. Vacation Village in the Berkshires

Williamstown

Marcos

$122 nightly

Dec 8 - Dec 9

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

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

New Lebanon

Joanna P.

$189 nightly

Nov 8 - Nov 9

Total with taxes and fees

A spacious living room with a dining area, a kitchen, and a large window.

4. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

$205 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern living room with a grey sofa, a bed with grey bedding, and a wooden wall with a mounted TV.

5. Berkshires Apartment at the Stephentown Hotel

Stephentown

Nicole O.

$192 nightly

Nov 8 - Nov 9

Total with taxes and fees

A cozy living room with a large window, wooden walls, and a television.

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

Hancock

Maura D.

$185 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bedroom with a large bed, two bedside tables, a painting, and a clock on the wall.

7. Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Hancock

Neil J.

$185 nightly

Nov 8 - Nov 9

Total with taxes and fees

A cozy living room with a fireplace, leather sofa, and a television.

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

Hancock

Ann

$185 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bedroom with a wooden bed frame, a large window, and a painting of mountains on the wall.

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

Hancock

patricia f.

$185 nightly

Nov 8 - Nov 9

Total with taxes and fees

A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

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

Hancock

David

$185 nightly

Nov 8 - Nov 9

Total with taxes and fees

A white two-story house with a porch, surrounded by trees and a hill.

11. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

Canaan

Christine C.

$391 nightly

Nov 9 - Nov 10

Total with taxes and fees

A row of multi-story buildings with a uniform architectural style, likely a hotel or resort, set against a backdrop of green hills and trees.

12. Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

Hancock

Dana

$185 nightly

Nov 8 - Nov 9

Total with taxes and fees

A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

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

Hancock

Eileen O.

$185 nightly

Nov 8 - Nov 9

Total with taxes and fees

14. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

Stephentown

Christine P.

$219 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

15. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Stephentown

$529 nightly

Nov 8 - Nov 9

Total with taxes and fees

16. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

Stephentown

Robbie S.

$497 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bedroom with a Minecraft-themed bedspread, pillows, and wall decor.

17. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Hancock

Wendy D.

$185 nightly

Nov 8 - Nov 9

Total with taxes and fees

18. Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

Hancock

shannon m.

$185 nightly

Nov 8 - Nov 9

Total with taxes and fees

Super Comfortable Mountain Decor with a King Bed

19. Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Hancock

Kristina L.

$185 nightly

Nov 8 - Nov 9

Total with taxes and fees

A ski resort with multiple buildings and a crowd of people skiing.

20. 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

Hancock

Thomas S.

$185 nightly

Nov 8 - Nov 9

Total with taxes and fees

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Find vacation rentals that suit your style

Top Lebanon Springs Hotel Reviews

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

10/10 Excellent

Gregory

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

Hotel On North

Pittsfield

10/10 Excellent

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

Two Adirondack chairs facing a river with a forested hill in the background.

The Yankee Inn

Lenox

10/10 Excellent

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

Inn at Silver Maple Farm

East Chatham

10/10 Excellent

Michelle

A hotel patio with outdoor seating and a fire pit.

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Excellent

Berkshire Mountain Lodge

Pittsfield

10/10 Excellent

Elliott

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Excellent

Alyssa

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

Berkshires Untold

Lenox

10/10 Excellent

High end feel at a budget friendly price. The room was boho fun but needs a few tweaks. I still give it 5 stars but wish that they had a variety of pillows on the bed, they were very nice but too thick for a stomach or back sleeper. There is a full mini bar with prices only available by QR reader, there is a free bottle of still water but since it was not marked i wasn’t sure what it was or if it was free. There is a fun wardrobe with robes but no place but the floor to put your suit case. Oh...

Jill

Shaker Mill Inn

West Stockbridge

10/10 Excellent

This was the most comfortable B&B I have every heard of let alone stayed at. It does not have the awkwardness of eating breakfast in a community room of strangers. All the breakfast amenities are in you room, including the food that is stock daily by the inn keepers, so you get to enjoy in the comforts of your room (which is a cozy as home). The room was so spacious and well kept. Every detail is thought of by the innkeepers and if they forgot something they are accessible and gracious to...

Joe

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

The Central Downtown Inn & Suites

Pittsfield

10/10 Excellent

Beautiful room, very conveniently located right next to a main strip of little shops, theaters and restaurants. We brought all of our own food and were able to store it safely, roomy refrigerator provided- and all cooking utensils, pots, pans, plates... Everything provided. There was a dvd player, and we were able to have movie nights, and a back balcony to enjoy coffee on the porch or read a book in a heavily wooded area which provided a nice shady view to block the parking lot. The front desk...

Anonymous traveler

Vacation Village in the Berkshires

Williamstown

10/10 Excellent

Anonymous traveler

A large indoor swimming pool with multiple levels of balconies, surrounded by tables and chairs.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

10/10 Excellent

Gipsy

A lodge with a large building and a dock by a lake, surrounded by forest.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Excellent

Sheila

A snow-covered outdoor area with a patio, seating, and a covered dining area.

The Cornell Inn, Lenox & The Berkshires

Lenox

10/10 Excellent

Lawrence

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

Howard Johnson by Wyndham Lenox

Lenox

10/10 Excellent

Anonymous traveler

Find out more about Lebanon Springs

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

Lebanon Springs vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lebanon Springs. 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 Lebanon Springs 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 $117 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 Lebanon Springs rentals

At Expedia, we put the best Lebanon Springs 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 Lebanon Springs 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 Lebanon Springs 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 Lebanon Springs. 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 a vacation rental in Lebanon Springs?

Yes, we give you a choice of vacation rentals near top attractions in Lebanon Springs, or you can select a more remote option if you're looking for relaxation.

What are some of the best vacation rentals in Lebanon Springs?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: You might want to consider this vacation home rental near Lebanon Springs, which 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 will I find in Lebanon Springs?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Lebanon Springs stay.

What can I see and do in Lebanon Springs?

Explore the area and family-friendly sights such as Bousquet Ski Area, or get out into nature at a spot like Lenox Mountain. In the larger area, you’ll find New Lebanon Town Hall and Hancock Shaker Village.

What are vacation rentals like in Lebanon Springs?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Lebanon Springs. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.

Lebanon Springs Vacation Rentals

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Upfront pricing

Check prices for these dates

Our top choices for Lebanon Springs vacation rentals

1. Berkshire Mountain Lodge

2. Vacation Village in the Berkshires

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

4. 1800s Carriage house in Berkshires / Hudson Valley

5. Berkshires Apartment at the Stephentown Hotel

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

7. Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

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

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

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

11. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

12. Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

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

14. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

15. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

16. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

17. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

18. Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

19. Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

20. 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

Find vacation rentals that suit your style

Top Lebanon Springs Hotel Reviews

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent

Find out more about Lebanon Springs

Everything you need to know about Lebanon Springs vacation rentals

Lebanon Springs vacation rentals: An excellent choice for every season

How to find incredible deals on Lebanon Springs rentals

Frequently Asked Questions

Can I find a vacation rental in Lebanon Springs?

What are some of the best vacation rentals in Lebanon Springs?

How many vacation rentals will I find in Lebanon Springs?

What can I see and do in Lebanon Springs?

What are vacation rentals like in Lebanon Springs?