Vacation Homes in West Stockbridge, MA

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Vacation Homes in West Stockbridge

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Get rates
A hot tub is featured at this vacation home, along with free WiFi in public areas and a garden. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Stockbridge Village in Summer

Stockbridge Village in Summer

Get rates
This vacation home includes a garden and laundry facilities.
Kitchen
Washer
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE

NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE

Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Spacious 5-bedroom house in charming Lee with WiFi

Spacious 5-bedroom house in charming Lee with WiFi

$735 nightly
The price is $821 total per night
$821 total
Oct 21 - Oct 22
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
Washer
Dryer
Amore Estate - beautiful room with many places to explore and relax in.

Amore Estate - beautiful room with many places to explore and relax in.

Get rates
An outdoor pool is featured at this vacation home, along with laundry facilities and barbecue grills.
Pool
Kitchen
Wildlife Lakeside Cottage beautiful views, amazing wildlife, great location

Wildlife Lakeside Cottage beautiful views, amazing wildlife, great location

Get rates
This vacation home features a gym and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Hot Tub
Kitchen
General Williams Estate House Lenox/Stockbridge

General Williams Estate House Lenox/Stockbridge

4 out of 5
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove

$454 nightly
The price is $507 total per night
$507 total
Oct 13 - Oct 14
Total with taxes and fees
A gym is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Hearts Desire is a furnished whole house in a small, colorful garden center.

Hearts Desire is a furnished whole house in a small, colorful garden center.

Get rates
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Falls Reach In The Heart of Copake

Falls Reach In The Heart of Copake

Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Washer
Dryer
Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++

Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++

Get rates
This vacation home features an indoor pool and a hot tub. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A garden and barbecue grills are also provided.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in West Stockbridge
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top hotels in West Stockbridge

Shaker Mill Inn

Shaker Mill Inn

2 Oak Street, West Stockbridge, MA
$165 nightly
The price is $182 total per night from Oct 1 to Oct 2
$182 total
Oct 1 - Oct 2
Total with taxes and fees
9.6/10 Exceptional! (398 reviews)

Find the Best Vacation Homes in West Stockbridge

Why book a vacation home in West Stockbridge?

Vacation homes in West Stockbridge make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in West Stockbridge?

Private West Stockbridge rental homes range between $74 - $821 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in West Stockbridge vacation home rentals. You might look for West Stockbridge rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in West Stockbridge offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in West Stockbridge?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in West Stockbridge. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding West Stockbridge hotels and vacation homes that best suit your stay. We also have deals for flights, and West Stockbridge car rentals. You’ll save even more when you bundle your items into a West Stockbridge vacation package!

How many vacation homes are available to book in West Stockbridge?

There are 543 rental homes in West Stockbridge. Enter your travel dates to check availability.

How do I find the best price for a vacation home in West Stockbridge?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

West Stockbridge Vacation Homes essential information

Accommodation
543 Vacation Homes
Lowest Price
$74
Highest Price
$821
Popular accommodation
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table, Stockbridge Village in Summer, NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE, Spacious 5-bedroom house in charming Lee with WiFi, Amore Estate - beautiful room with many places to explore and relax in., Wildlife Lakeside Cottage beautiful views, amazing wildlife, great location, General Williams Estate House Lenox/Stockbridge, Cheerful 3-bedroom cottage with woodstove, Walk into town, soak up sun on enclosed porch & steps away from nature trails!, Hearts Desire is a furnished whole house in a small, colorful garden center., Falls Reach In The Heart of Copake, Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++

Explore more Vacation Homes

More places to stay in West Stockbridge

Book on Expedia