Pet-Friendly Rentals in Shakespeare and Company, MA: Compare 10+ Sites & Save

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  3.  USA

  4.  Massachusetts

  5.  Lenox
  6.  Shakespeare and Company

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93 Best Pet-Friendly Rentals in Shakespeare and Company (Starting from $174)

Berkshire Retreat- A stone's throw to downtown Lenox
Berkshire Retreat- A stone's throw to downtown Lenox
House
Stockbridge, MA, USA
2.5k from Shakespeare and Company center

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

3 Bedrooms6 Guests
New to Booking
$478
Average price / night
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The Kemble- Built by a US Secretary of State in Lenox
The Kemble- Built by a US Secretary of State in Lenox
Villa
Lenox, MA, 01240, United States
0.4k from Shakespeare and Company center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

13 Bedrooms35 Guests
10.0

Exceptional

19 reviews

$2717
Average price / night
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Restored 1881 Farm House
Restored 1881 Farm House
House
Shakespeare and Company, Lenox, Massachusetts, USA
2.5k from Shakespeare and Company center

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

4 Bedrooms4 Guests
9.5

Superb

2 reviews

$399
Average price / night
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The Penthouse, Downtown Lenox by Evergreen Home
The Penthouse, Downtown Lenox by Evergreen Home
Apartment
Lenox, MA, 01240, United States
0.8k from Shakespeare and Company center

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

2 Bedrooms6 Guests
10.0

Exceptional

10 reviews

$604
Average price / night
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Trail Access Berkshires Gem with Rooftop Deck!
Trail Access Berkshires Gem with Rooftop Deck!
Apartment
Lee, MA, USA
5.2k from Shakespeare and Company center

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

2 Bedrooms4 Guests
New to Booking
$219
Average price / night
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Heart of Lenox Walk to Town Cozy Cottage!
Heart of Lenox Walk to Town Cozy Cottage!
House
Lenox, MA, 01240, United States
0.9k from Shakespeare and Company center

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

2 Bedrooms4 Guests
10.0

Exceptional

82 reviews

$357
Average price / night
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Lee Manor
Lee Manor
House
Lee, MA, USA
5.2k from Shakespeare and Company center

Wellness Facilities, Internet, Breakfast, View, Guest Services, Sports/Activities, Pet Friendly

1 Bedroom18 Guests
New to Booking
$450
Average price / night
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Hawthorne House
Hawthorne House
House
Lenox, MA, 01240, United States
1.3k from Shakespeare and Company center

Dryer, Heater, Internet, Laundry, Living Area, No Smoking, Washer

3 Bedrooms7 Guests
New to Booking
$391
Average price / night
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Cordelia by AvantStay Amazing Backyard 10mins from Stockbridge
Cordelia by AvantStay Amazing Backyard 10mins from Stockbridge
House
Lee, MA, USA
5.7k from Shakespeare and Company center

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

1 Bedroom12 Guests
8.3

Very Good

3 reviews

$502
Average price / night
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Sophisticated Lenox Retreat by Evergreen Home
Sophisticated Lenox Retreat by Evergreen Home
House
Lenox, MA, 01240, United States
1.3k from Shakespeare and Company center

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

4 Bedrooms8 Guests
9.8

Exceptional

9 reviews

$563
Average price / night
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The Cottage
The Cottage
Bed & Breakfast
Shakespeare and Company, Lenox, Massachusetts, USA
6.3k from Shakespeare and Company 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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Imagine Being Lakeside, Ice Fishing, EV Charger!
Imagine Being Lakeside, Ice Fishing, EV Charger!
House
Lenox, MA, 01240, United States
2.3k from Shakespeare and Company center

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

4 Bedrooms10 Guests
9.6

Exceptional

20 reviews

$590
Average price / night
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Shaker Mill Inn
Shaker Mill Inn
Bed & Breakfast
West Stockbridge, MA, USA
7.5k from Shakespeare and Company 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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Steps to Downtown Stockbridge Home with Patio!
Steps to Downtown Stockbridge Home with Patio!
House
Stockbridge, MA, USA
8.1k from Shakespeare and Company 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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Luxury Cabin Winter Views & Deck besides Kennedy Park, Walk to Lenox.
Luxury Cabin Winter Views & Deck besides Kennedy Park, Walk to Lenox.
Ski Chalet
Lenox, MA, 01240, United States
2.7k from Shakespeare and Company center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
8.6

Fabulous

4 reviews

$423
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
8.1k from Shakespeare and Company center

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

1 Bedroom2 Guests
New to Booking
$203
Average price / night
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Chic Modern Farmhouse 1 Mile to Downtown Lenox
Chic Modern Farmhouse 1 Mile to Downtown Lenox
House
lenox, MA, 01240, United States
2.7k from Shakespeare and Company center

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

4 Bedrooms8 Guests
10.0

Exceptional

43 reviews

$1366
Average price / night
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Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
Cabin
Shakespeare and Company, Lenox, Massachusetts, USA
8.1k from Shakespeare and Company center

Accommodations, Parking, Lodges, Cabins, Pet-friendly, Lodgings, Places to stay

28 Bedrooms12 Guests
5.8

Review score

255 reviews

$174
Average price / night
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Laurel Lake Luxury 4BR, 4.5 Bath, Ranch on Fox Hollow Estate
Laurel Lake Luxury 4BR, 4.5 Bath, Ranch on Fox Hollow Estate
House
Lee, MA, 01238, United States
2.9k from Shakespeare and Company center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms10 Guests
7.8

Good

6 reviews

$565
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
8.2k from Shakespeare and Company 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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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++
House
Lenox, MA, 01240, United States
3.2k from Shakespeare and Company center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

5 Bedrooms14 Guests
9.4

Superb

63 reviews

$547
Average price / night
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Sun Filled Lenox Retreat - Minutes to Tanglewood!
Sun Filled Lenox Retreat - Minutes to Tanglewood!
House
Lee, MA, 01238, United States
3.4k from Shakespeare and Company center

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

3 Bedrooms10 Guests
9.8

Exceptional

6 reviews

$466
Average price / night
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Stockbridge Landings | 3 Mins To Tanglewood
Stockbridge Landings | 3 Mins To Tanglewood
House
Stockbridge, MA, 01262, United States
3.6k from Shakespeare and Company center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$377
Average price / night
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Cozy, welcoming Berkshires cottage – perfect home base & place to unplug!
Cozy, welcoming Berkshires cottage – perfect home base & place to unplug!
House
Stockbridge, MA, 01262, United States
4.0k from Shakespeare and Company center

Internet, No Smoking

3 Bedrooms5 Guests
New to Booking
$318
Average price / night
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Spacious & Family-Ready Home w/ Fenced Yard in Lee
Spacious & Family-Ready Home w/ Fenced Yard in Lee
House
Lee, MA, 01238, United States
4.3k from Shakespeare and Company center

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

3 Bedrooms8 Guests
New to Booking
$405
Average price / night
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Beachwood Cottage
Beachwood Cottage
Cottage
Stockbridge, MA, 01262, United States
4.4k from Shakespeare and Company center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$336
Average price / night
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Grandparent’s Cottage 250 steps to the lake
Grandparent’s Cottage 250 steps to the lake
Cottage
Stockbridge, MA, 01262, United States
4.5k from Shakespeare and Company center

Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms7 Guests
8.0

Good

1 reviews

$454
Average price / night
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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 Shakespeare and Company.

Shakespeare and Company Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 93 verified pet-friendly rentals in Shakespeare and Company. 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 Shakespeare and Company vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $174 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Shakespeare and Company 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 Shakespeare and Company 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 Shakespeare and Company may include amenities such as Pet Friendly, Fireplace/Heating, and Child Friendly. 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.