Pet-Friendly Rentals in West Stockbridge, MA: Compare 10+ Sites & Save

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90 Best Pet-Friendly Rentals in West Stockbridge (Starting from $203)

Shaker Mill Inn
Shaker Mill Inn
Bed & Breakfast
West Stockbridge, MA, USA
3.0k from West Stockbridge center

B&bs, Luxury, Accommodations, Parking, Pet-friendly, 5-star, Lodgings, Vacation rentals, Places to stay

17 Bedrooms26 Guests
9.2

Superb

88 reviews

$260
Average price / night
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Cozy Home on 17 acres in W Stockbridge. Close to the Pike, Slopes, Tanglewood
Cozy Home on 17 acres in W Stockbridge. Close to the Pike, Slopes, Tanglewood
House
West Stockbridge, MA, 01236, United States
1.3k from West Stockbridge center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms10 Guests
New to Booking
$330
Average price / night
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Tranquil 3 BR Stockbridge House with Private Deck!
Tranquil 3 BR Stockbridge House with Private Deck!
House
Stockbridge, MA, USA
3.2k from West Stockbridge center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$265
Average price / night
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Modern Log Cabin with Saltwater Pool & Mountain Views By Evergreen Home
Modern Log Cabin with Saltwater Pool & Mountain Views By Evergreen Home
House
West Stockbridge, MA, 01266, United States
2.6k from West Stockbridge center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms9 Guests
New to Booking
$852
Average price / night
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Classic Stockbridge Cottage
Classic Stockbridge Cottage
House
Stockbridge, MA, USA
4.1k from West Stockbridge center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$308
Average price / night
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Pixley Forest | 15 Mins To Tanglewood • Fireplace
Pixley Forest | 15 Mins To Tanglewood • Fireplace
House
West Stockbridge, MA, 01236, United States
2.8k from West Stockbridge center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$512
Average price / night
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Berkshire Vacation Rentals: Spacious & Serene Berkshires Retreat In The Woods
Berkshire Vacation Rentals: Spacious & Serene Berkshires Retreat In The Woods
House
West Stockbridge, MA, USA
4.9k from West Stockbridge center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

6 Bedrooms14 Guests
New to Booking
$474
Average price / night
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Sunny West Stockbridge, Main floor Primary!
Sunny West Stockbridge, Main floor Primary!
House
West Stockbridge, MA, 01266, United States
3.0k from West Stockbridge center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, No Smoking, TV, Washer

3 Bedrooms6 Guests
New to Booking
$621
Average price / night
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8 Mi to Tanglewood and Butternut Ski Spacious Home!
8 Mi to Tanglewood and Butternut Ski Spacious Home!
House
Housatonic, MA, USA
4.9k from West Stockbridge center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

6 Bedrooms14 Guests
8.0

Good

1 reviews

$406
Average price / night
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Tranquil 3 BR Stockbridge House w/ Private Deck!
Tranquil 3 BR Stockbridge House w/ Private Deck!
House
Stockbridge, MA, 01262, United States
3.2k from West Stockbridge center

AC, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

95 reviews

$307
Average price / night
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The Cottage
The Cottage
Bed & Breakfast
West Stockbridge, Massachusetts, USA
5.5k from West Stockbridge center

Private Beach, Smoking, Oceanfront, Air Conditioner, Parking, Balcony/Terrace, Ocean View

2 Bedrooms6 Guests
5.4

Review score

63 reviews

$259
Average price / night
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Secluded Family Home in Serene Stockbridge Woods
Secluded Family Home in Serene Stockbridge Woods
House
Stockbridge, MA, 01262, United States
3.4k from West Stockbridge center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

23 reviews

$454
Average price / night
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Steps to Downtown Stockbridge Home with Patio!
Steps to Downtown Stockbridge Home with Patio!
House
Stockbridge, MA, USA
6.1k from West Stockbridge center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms5 Guests
New to Booking
$260
Average price / night
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Peaceful Woodland Home in the Heart of the Berkshires
Peaceful Woodland Home in the Heart of the Berkshires
House
Glendale, MA, 01229, United States
3.7k from West Stockbridge center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms8 Guests
9.8

Exceptional

52 reviews

$355
Average price / night
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2 Mi to Norman Rockwell Museum Stockbridge Apt!
2 Mi to Norman Rockwell Museum Stockbridge Apt!
Apartment
Stockbridge, MA, USA
6.1k from West Stockbridge center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$203
Average price / night
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Stockbridge house 17 minutes from Tanglewood.  Four bedroom, three bathroom.
Stockbridge house 17 minutes from Tanglewood. Four bedroom, three bathroom.
House
Stockbridge, MA, 01229, United States
4.1k from West Stockbridge center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms8 Guests
New to Booking
$398
Average price / night
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Beautiful House in the Woods, Huge Yard, Hot Tub
Beautiful House in the Woods, Huge Yard, Hot Tub
House
Great Barrington, MA, USA
6.1k from West Stockbridge center

Security/Safety, Balcony/Terrace, Barbecue/Outdoor Cooking, Air Conditioner, Pet Friendly, Parking, View

1 Bedroom8 Guests
New to Booking
$360
Average price / night
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Elegant & private light-filled privacy
Elegant & private light-filled privacy
House
stockbridge, MA, 01262, United States
4.1k from West Stockbridge center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms5 Guests
2.0

Review score

1 reviews

$667
Average price / night
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1 Mi to Dtwn Cottage with Large Yard in Stockbridge
1 Mi to Dtwn Cottage with Large Yard in Stockbridge
House
Stockbridge, MA, USA
6.2k from West Stockbridge center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$354
Average price / night
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Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires
Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires
House
Stockbridge, MA, USA
6.4k from West Stockbridge center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$351
Average price / night
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Quiet 2BR/1BA Forest-View Barn Apartment – Newly Renovated, Peaceful Escape
Quiet 2BR/1BA Forest-View Barn Apartment – Newly Renovated, Peaceful Escape
House
West Stockbridge, MA, 01266, United States
4.5k from West Stockbridge center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

2 Bedrooms4 Guests
7.4

Good

3 reviews

$223
Average price / night
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Lakefront Berkshires Retreat with Deck, Dock and Boat!
Lakefront Berkshires Retreat with Deck, Dock and Boat!
House
Great Barrington, MA, USA
6.5k from West Stockbridge center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms10 Guests
7.4

Good

6 reviews

$310
Average price / night
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Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
House
Stockbridge, MA, 01262, United States
4.5k from West Stockbridge center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms8 Guests
10.0

Exceptional

141 reviews

$513
Average price / night
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Stylish 5 bed/5 bath Hilltop Manor + Cottage - EV charger - Amazing location!!
Stylish 5 bed/5 bath Hilltop Manor + Cottage - EV charger - Amazing location!!
House
Stockbridge, MA, 01262, United States
4.6k from West Stockbridge center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

5 Bedrooms11 Guests
9.8

Exceptional

9 reviews

$902
Average price / night
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Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
Condo
West Stockbridge, MA, 01266, United States
4.6k from West Stockbridge center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.2

Superb

36 reviews

$302
Average price / night
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Cozy Modern Berkshires Rental (Mins from Lenox, Kripalu & Tanglewood)
Cozy Modern Berkshires Rental (Mins from Lenox, Kripalu & Tanglewood)
Condo
West Stockbridge, MA, 01266, United States
4.6k from West Stockbridge center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.2

Superb

61 reviews

$280
Average price / night
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Brand New Barn House w/ EV charger
Brand New Barn House w/ EV charger
House
Stockbridge, MA, 01262, United States
4.7k from West Stockbridge center

AC, Arcade, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$532
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Pet-Friendly Rentals in West Stockbridge.

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West Stockbridge Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 90 verified pet-friendly rentals in West Stockbridge. These include a range of homes, cabins, and condos that welcome pets, making it easier to plan a trip with your companion.

Pet fees in West Stockbridge vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $203 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in West Stockbridge may have weight or breed restrictions, while others are more flexible. It’s recommended to review the property’s house rules or contact the host to confirm whether your pet is allowed.

Some pet-friendly rentals in West Stockbridge include fenced or partially enclosed outdoor spaces, which can be helpful for pets. Checking the listing details can help you find properties that offer secure outdoor areas.

Pet-friendly properties can be in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. Availability may be more flexible during off-peak periods.

Pet-friendly rentals in West Stockbridge may include amenities such as Pet Friendly, Fireplace/Heating, and Internet. These features help make stays more comfortable for both pets and their owners.

You can use map-based search features to find rentals located near dog parks, walking trails, or pet-friendly outdoor areas. This can help you choose a location that is convenient for daily walks and outdoor activities with your pet.