Lebanon Springs holiday rentals

We found 345 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Lebanon Springs to find one that's perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a fireplace. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Lebanon Springs

Showing deals for:18 Dec - 25 Dec

Workstation with a view!
view from the 2nd bedroom
View from the lawn by the water
Open plan dining area with water views and access to the sunroom
Exceptional
(65 reviews)

Lake Front Home in Heart of the Berkshires Near Jiminy Peak

Pittsfield

8% off
AU$7,957
for 7 nights, 1 home
AU$1,137 per night
includes taxes & fees
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
Outdoor dining
Living area
Exterior detail
Interior
Exceptional
(35 reviews)

Renovated Pittsfield Colonial by Evergreen Home

Pittsfield

11% off
AU$6,310
for 7 nights, 1 home
AU$901 per night
includes taxes & fees
Renovated Pittsfield Colonial by Evergreen Home
Dining Room w/ Doors to Screened Porch Dining Area
Fully screened porch!
Kitchen with stainless steel appliances
Front Staircase
Exceptional
(8 reviews)

Berkshires Colonial on 2 Acres by Evergreen Home

Richmond

12% off
AU$5,150
for 7 nights, 1 home
AU$736 per night
includes taxes & fees
Berkshires Colonial on 2 Acres by Evergreen Home
Exterior
Interior
Living area
Dining
Exceptional
(7 reviews)

Serene rustic cabin in the Berkshires!

West Stockbridge

8% off
AU$3,778
for 7 nights, 1 cabin
AU$540 per night
includes taxes & fees
Serene rustic cabin in the Berkshires!
Exterior
Interior
Living area
Room
Exceptional
(42 reviews)

A MAGIC SPOT: Booking all year. A perfect, private, quiet mountaintop location.

Stephentown

8% off
AU$2,388
for 7 nights, 1 home
AU$341 per night
includes taxes & fees
A MAGIC SPOT: Booking all year. A perfect, private, quiet mountaintop location.
Interior
Spring at Jiminy Peak 2019
Night skiing view from living room
View from ski room to trail thru woods to Grouse Run - fantastic location!!
Exceptional
(46 reviews)

Perfect family getaway spot! Free standing private 4 BR home on Jiminy Peak.

Hancock

13% off
AU$12,651
for 7 nights, 1 home
AU$1,807 per night
includes taxes & fees
Perfect family getaway spot! Free standing private 4 BR home on Jiminy Peak.
Views from the back of the 16 acres on the property
View from 2nd floor balcony (after leaves have fallen)
Entrance into house with wood burning stove to right and staircase
Large Smart HDTV with electric fireplace in living room, showing dining room
Exceptional
(73 reviews)

2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox

Williamstown

12% off
AU$3,395
for 7 nights, 1 home
AU$485 per night
includes taxes & fees
2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox
kitchen and laundry room area
new backyard table
another view of same bedroom as well as makeup table
Beaver Pond Pool/clubhouse
Exceptional
(17 reviews)

3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY

Lanesborough

23% off
AU$5,012
for 7 nights, 1 apartment
AU$716 per night
includes taxes & fees
3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY
Entry and living room
Dining
view into large bathroom
Living Room, wow!
Exceptional
(17 reviews)

New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.

Richmond

17% off
AU$3,487
for 7 nights, 1 apartment
AU$498 per night
includes taxes & fees
New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.
Property grounds
Interior
Bathroom
Room
Exceptional
(6 reviews)

Historic Stone Church in The Berkshires

Lanesborough

8% off
AU$3,809
for 7 nights, 1 home
AU$544 per night
includes taxes & fees
Historic Stone Church in The Berkshires
Gorgeous open concept living room
Private kitchen
Custom Chef's Kitchen with high end appliances from Bertazzoni and Fisher & Paykel
Dining
Exceptional
(11 reviews)

The Penthouse, Downtown Lenox by Evergreen Home

Lenox

11% off
AU$7,334
for 7 nights, 1 apartment
AU$1,048 per night
includes taxes & fees
The Penthouse, Downtown Lenox by Evergreen Home
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Lebanon Springs getaway

Learn about the unique charm of Lebanon Springs with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Lebanon Springs

Do you want to discover top things to see and do in the area? Venture out of your holiday home and check out everything that Lebanon Springs has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Bousquet Ski Area (6.6 mi / 10.6 km)
  • Jiminy Peak Mountain Resort (7.1 mi / 11.4 km)
  • Wyndhurst Golf & Club (10.8 mi / 17.4 km)
  • Waubeeka Golf Links (14.4 mi / 23.2 km)
  • Furnace Brook Winery at Hilltop Orchards (5.6 mi / 9 km)
  • Kennedy Park (8.4 mi / 13.5 km)

Exploring the natural landscape of Lebanon Springs

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Lebanon Springs is a great place to get outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Mount Greylock State Reservation Visitor Center (10 mi / 16.2 km)
  • Stockbridge Bowl (10.2 mi / 16.4 km)
  • The Mount (10.8 mi / 17.4 km)
  • Berkshire Botanical Garden (12.3 mi / 19.7 km)
  • Naumkeag Museum (13.2 mi / 21.3 km)
  • Kinderhook Lake (14.1 mi / 22.7 km)

Transport to and around Lebanon Springs

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 5.7 mi (9.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Hudson, NY (HCC-Columbia County), which is 21.1 mi (34 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Lebanon Springs?
Farmhouses are the most popular type of holiday home in Lebanon Springs, according to our data. Even if you have a different vision in mind, Stayz has holiday homes in loads of sizes and shapes. Browse our many options to find your perfect match.
How much does it cost to rent a holiday home in Lebanon Springs?
Season, length of stay and property type are some of the things that can influence the price of a holiday home. Simply click on your dates of travel to find your perfect fit. From cosy cabins to expansive villas, all Stayz holiday homes provide incredible value.
How much does it cost to rent a beach house in Lebanon Springs?
When you travel and the size and style of the property will influence the cost of your beachside holiday home. Enter your Lebanon Springs travel dates to view your available options on Stayz. Can't live without a private pool? Use our filters to choose the features and amenities you want in your home.
Are there pet-friendly holiday homes in Lebanon Springs?
Happily, yes. Pick from two holiday homes that allow pets in Lebanon Springs on Stayz. Our furry best friends need a getaway too, so simply use our search function for pet-friendly holiday homes to book a property where your puppy dog can be near his favourite humans.
What are popular home amenities in Lebanon Springs?
A nearby river, a garden and tennis are rated the most popular home amenities in Lebanon Springs. Whether you plan to travel by yourself, with your spouse or a group of best friends, Stayz will help you find a holiday home that suits your tastes with all the extras you're looking for.
Are there holiday homes in Lebanon Springs that welcome kids?
Gather your entire family for a fun-packed adventure in Lebanon Springs at one of our two family-friendly holiday properties. Lots of these stays feature conveniences that are ideally suited to trips with youngsters, like dining rooms, bunk beds and private pools. Simply click on the "Properties good for families" filter and book your favourite.
What are the top attractions for families in Lebanon Springs?
Give the kiddos a good time at these exciting family-friendly attractions in Lebanon Springs:
  • Mount Lebanon Shaker Village
  • New Lebanon Library
How can I find holiday homes with air conditioning in Lebanon Springs?
Pick your dates and then use the filter tool to locate holiday homes with ac in Lebanon Springs on Stayz. With two air-conditioned properties available here, you can enjoy a comfy and cool stay.
How old do you have to be to rent a holiday home in Lebanon Springs?
The minimum required age is usually 16, 18 or 21. It can change from property to property on Stayz, so check the rules of your preferred Lebanon Springs stay before making a booking.
How long can I rent a holiday home in Lebanon Springs for?
The length of time you can rent a holiday home in Lebanon Springs depends on the property. Just enter your chosen dates to view a list of options offering extended stays. With plenty of features such as kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to discover a terrific place to call your home away from home in Lebanon Springs.