Old Mansions - Vacation Rentals in Shakespeare and Company

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From US $560

         

10.0 (60 Reviews)

House

Modern And Spacious Berkshires Retreat 5 bdrm 3 bath

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lee

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From US $585

         

|

10.0 (1 Review)

Apartment

Urban Peak Escape

• Air Conditioner
• Parking
• Security/Safety

• Massachusetts
• Lenox

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From US $503

         

|

10.0 (74 Reviews)

Bed & Breakfast

33 Main

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lenox

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From US $707

         

10.0 (76 Reviews)

House

Enjoy comfortable elegance in this secluded grand home located in town

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lenox

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From US $300

         

9.5 (9 Reviews)

Bed & Breakfast

Eastgate Inn B&B

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lenox

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From US $199

         

|

9.6 (289 Reviews)

Bed & Breakfast

Lakehouse Inn

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lenox Dale

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From US $559

         

9.8 (73 Reviews)

Apartment

Heart of Lenox! - renovated downtown apartment

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Massachusetts
• Lenox

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From US $399

         

|

9.5 (2 Reviews)

House

Restored 1881 Farm House

• Air Conditioner
• Pet Friendly
• Balcony/Terrace

• Massachusetts
• Lenox

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From US $184

         

|

9.4 (163 Reviews)

Bed & Breakfast

Brook Farm Inn

• Air Conditioner
• Parking
• Pool

• Massachusetts
• Lenox

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From US $592

         

9.4 (62 Reviews)

House

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

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Lenox Dale

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From US $344

         

10.0 (77 Reviews)

House

Heart of Lenox Walk to Town Cozy Cottage!

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Lenox

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From US $323

         

9.4 (32 Reviews)

House

Walk to Dining: Downtown Lenox Guest House!

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lenox

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From US $259

         

10.0 (24 Reviews)

Apartment

Renovated Downtown 1bedroom

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lenox

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From US $680

         

10.0 (127 Reviews)

House

An Elegant Time Capsule in Downtown Lenox

• Parking
• TV
• Balcony/Terrace

• Massachusetts
• Lenox

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From US $949

         

10.0 (96 Reviews)

House

Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lee

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From US $202

         

10.0 (96 Reviews)

House

Elegant 19th Century New England 2BR vacation rental at Garfield House

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Lee

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From US $252

         

10.0 (35 Reviews)

Apartment

51 Church Street, Lenox MA - One Bedroom Unit

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lenox

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From US $571

         

10.0 (26 Reviews)

House

Stunning Lake Views & Privacy Only Mins. to Downtown Lenox, Stockbridge, Lee.

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lenox Dale

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From US $278

         

10.0 (26 Reviews)

Apartment

Main Street Delight 1bedroom

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lenox

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From US $256

         

10.0 (18 Reviews)

House

Stockbridge Home: Walk to Town Beach!

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lenox Dale

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From US $3,804

         

10.0 (17 Reviews)

Villa

The Kemble- Built by a US Secretary of State in Lenox

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Lenox

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From US $576

         

10.0 (17 Reviews)

Apartment

Farmhouse-Loft -48 Main Street, Lenox, MA

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lenox

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From US $606

         

10.0 (10 Reviews)

Apartment

The Penthouse, Downtown Lenox by Evergreen Home

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Lenox

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From US $589

         

10.0 (2 Reviews)

House

Perfect location in the heart of downtown Lenox

• Air Conditioner
• Parking
• TV

• Massachusetts
• Lenox

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★ Pro Tip: Old Mansions makes it easy to compare the best listings on Old Mansions homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Old Mansions homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Shakespeare and Company.