Choose from 34 vacation rentals located in West Stockbridge, Massachusetts. Top filters in West Stockbridge include Internet / Wifi, TV, and Kitchen / Kitchenette. Prices range from $70 to $950 per night. Our most popular vacation rental types near West Stockbridge are Condo and Hotel.

Top vacation rentals in West Stockbridge

Exterior
5.0
Outstanding(74 Reviews)
House
 in Stockbridge
Tranquil 3BR Stockbridge House w/ Private Deck!
6 guests · 3 bedrooms · 2 baths
Pets allowed · Kitchen / Kitchenette · Air conditioner

Indulge in a peaceful retreat at Tranquil 3BR Stockbridge House w/ Private Deck!, our elegant House in West Stockbridge. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Property grounds
4.8
Outstanding(83 Reviews)
Farm Stay
 in West Stockbridge
Vacation in a Berkshire Farmhouse
8 guests · 5 bedrooms · 2 baths
Ski in / Ski out · Garden · Pool

Looking for the perfect place to call home during your trip to West Stockbridge? This Farm Stay offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Property grounds
4.9
Outstanding(67 Reviews)
House
 in West Stockbridge
4 BR home w/ beautiful gardens on pond in Berkshires. Walking distance to town.
10 guests · 4 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

Looking for a House in West Stockbridge, this House for $345 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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Property view
4.7
Outstanding(15 Reviews)
Bed and Breakfast
 in Stockbridge
Stockbridge Country Inn
Garden · Pool · Kitchen / Kitchenette

This Bed and Breakfast in West Stockbridge, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Search by amenity

Explore vacation rentals with the most popular amenities in West Stockbridge

Vacation rentals with internet & wifi in West Stockbridge

Interior
5.0
Outstanding(43 Reviews)
House
 in West Stockbridge
Perfect setting for Family Vacations Short and Long Term Stays Welcomed.
10 guests · 5 bedrooms · 5 baths
Garden · Kitchen / Kitchenette · Air conditioner

Experience the best of West Stockbridge with this House available for $950. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Exterior
4.9
Outstanding(37 Reviews)
House
 in Stockbridge
Renovated Colonial on the River! Fantastic Views
5 guests · 3 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to West Stockbridge? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Exterior
4.8
Outstanding(45 Reviews)
House
 in Glendale
Peaceful Woodland Home in the Heart of the Berkshires
8 guests · 3 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

This attractive House in West Stockbridge, $264 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Fridge, microwave, oven, stovetop
5.0
Outstanding(15 Reviews)
House
 in Stockbridge
Tranquil Getaway in the Stockbridge Woods - Warm, Colorful, Open and Inspiring!
8 guests · 3 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

This House in West Stockbridge, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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city photo
West Stockbridge

West Stockbridge travel guide

Let us help you plan your perfect West Stockbridge vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in West Stockbridge, and more.

Frequently asked questions

What is the price range for rentals in West Stockbridge?

Vacation rentals in West Stockbridge have a price range between $70-$950. The average price for rentals in West Stockbridge is $297 per night.

What are the top things to do in West Stockbridge, MA?

West Stockbridge, MA is a great destination for anyone looking to explore the outdoors. Here are some of the top things to do:

  • Visit the Berkshire Botanical Garden
  • Go on a kayak tour of the Housatonic River
  • Explore the trails of the Monument Mountain
  • Take a stroll through the historic West Stockbridge village

From exploring nature to learning about the history of the region, West Stockbridge is a great place to spend a weekend getaway.

What are the most popular vacation rental amenities in West Stockbridge, MA?

The most popular vacation rental amenities in West Stockbridge, MA are:

  • Fully equipped kitchen
  • Air conditioning
  • WiFi
  • Cable TV
  • Laundry facilities

These amenities allow for a comfortable and convenient stay. Many vacation rentals also feature amenities such as:

  • Outdoor pool
  • Hot tub or spa
  • Game room
  • BBQ grill
  • Fireplace

These amenities provide a more luxurious and enjoyable stay. Whether you are looking for a simple and comfortable stay or a luxurious and enjoyable stay, West Stockbridge, MA has the perfect vacation rental for you!

Where is West Stockbridge, MA?

West Stockbridge, MA is a small town located in the Berkshires region of Western Massachusetts. It is approximately two hours away from both Boston and Albany, and is known for its rural charm, historic homes, and outdoor activities.

What are the best neighborhoods to visit in West Stockbridge, MA?

The best neighborhoods to visit in West Stockbridge, MA are:

  • Downtown
  • West Center
  • Old Mill

Downtown is the heart of the city, with its many shops and restaurants. West Center is a great place to explore the area’s history and culture. Old Mill is a picturesque neighborhood with plenty of outdoor activities to enjoy.

What are the popular shopping destinations in West Stockbridge, MA?

The popular shopping destinations in West Stockbridge, MA include:

  • The Berkshire Emporium & Antiques
  • Berkshire Country Store
  • The Store

Is West Stockbridge, MA safe to travel to?

West Stockbridge, MA is a safe place to travel to. Here are a few reasons why:

  • Low crime rate
  • Friendly locals
  • Plenty of attractions to explore

What is the culture like in West Stockbridge, MA?

West Stockbridge, MA is a small town located in the Berkshires region of Massachusetts. It has a population of just over 1,000 people and is known for its quaint, rural atmosphere and strong community spirit. Here are 5 key elements of the culture in West Stockbridge, MA:

  • A strong emphasis on community and neighborly support
  • A rich history and appreciation of the arts
  • A focus on outdoor activities such as hiking, biking, and skiing
  • An emphasis on local businesses and local products
  • A commitment to sustainability and environmental stewardship

Where can I find affordable accommodation in West Stockbridge, MA?

Affordable accommodation in West Stockbridge, MA can be found at the following locations:

  • The Inn at Stockbridge: Located conveniently close to the town center, The Inn at Stockbridge offers cozy rooms at an affordable price.
  • The Stockbridge Motel: Just a short drive away from the center of town, The Stockbridge Motel offers clean and comfortable rooms at a great price.
  • The West Stockbridge Inn: Nestled in the heart of West Stockbridge, The West Stockbridge Inn provides comfortable rooms at an affordable rate.
  • The West Stockbridge Bed and Breakfast: Located in a peaceful setting, The West Stockbridge Bed and Breakfast offers a unique and comfortable stay at a reasonable rate.

How can I get around in West Stockbridge, MA?

You can get around in West Stockbridge, MA by:

  • Driving
  • Biking
  • Walking

What are the must-visit tourist attractions in West Stockbridge, MA?

West Stockbridge, MA is home to many tourist attractions that are worth visiting. Here are some of the must-visit places in the area:

  • Berkshire Botanical Garden
  • Naumkeag
  • The Mount
  • Crab Apple Whitewater Rafting

These attractions are great for exploring the natural beauty of the area, as well as learning about the history and culture of West Stockbridge, MA.

What do I need to know before visiting West Stockbridge, MA?

Before visiting West Stockbridge, MA, there are a few things to consider. Here are some important points to keep in mind:

  • West Stockbridge is located in the western part of Berkshire County.
  • The town is home to a variety of outdoor activities, including hiking, biking, fishing, and kayaking.
  • West Stockbridge is also known for its unique architecture, art galleries, and antique stores.

When visiting West Stockbridge, it is important to bring the necessary supplies to enjoy the outdoors and to dress appropriately for the weather. Additionally, make sure to check the local news for any updates or restrictions that may be in place.

What are the most popular vacation rental amenities in West Stockbridge?

  • Internet / Wifi
  • TV
  • Kitchen / Kitchenette

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