Vacation Rental Pittsfield

Guesthouse Sleeps 6 with Kitchen Washer Dryer Dishwasher is located in Pittsfield, Shawano County. It sleeps 6 with 1 bathroom. Guesthouse Sleeps 6 with Kitchen Washer Dryer Dishwasher is a pet free property.

Upgraded farmhouse between Springfield Illinois and St.Lous Missouri is located in Pittsfield, Shawano County. It sleeps 1 with 1 bathroom. Upgraded farmhouse between Springfield Illinois and St.Lous Missouri is a pet free property.

Cabin with Beautiful Hilltop Views is located in Pittsfield, Shawano County. It sleeps 2 with 1 bathroom. Cabin with Beautiful Hilltop Views is a pet free property.

Charming Farmhouse on a working farm. is located in Pittsfield, Shawano County. It sleeps 1 with 1 bathroom. Charming Farmhouse on a working farm. is a pet free property.

Berkshires Colonial on 2 Acres by Evergreen Home is located in Pittsfield, Shawano County. It sleeps 10 with 1 bathroom. Berkshires Colonial on 2 Acres by Evergreen Home is a pet free property.

Modern 4 bedroom lakefront house in The Berkshires. is located in Pittsfield, Shawano County. It sleeps 8 with 1 bathroom. Modern 4 bedroom lakefront house in The Berkshires. is a pet free property.

Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b is located in Pittsfield, Shawano County. It sleeps 7 with 2 bathrooms. Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b is a pet free property.

Country Living just minutes from Everything! is located in Pittsfield, Shawano County. It sleeps 8 with 2 bathrooms. Country Living just minutes from Everything! is a pet free property.

Beautiful Waterfront home with deep water dock on Onota Lake is located in Pittsfield, Shawano County. It sleeps 10 with 2 bathrooms. Beautiful Waterfront home with deep water dock on Onota Lake is a pet free property.

A Private 1940s Elegant Estate, renovated to Modern-Day Luxury - Tanglewood is located in Pittsfield, Shawano County. It sleeps 7 with 1 bathroom. A Private 1940s Elegant Estate, renovated to Modern-Day Luxury - Tanglewood is a pet free property.

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table is located in Pittsfield, Shawano County. It sleeps 25 with 3 bathrooms. Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table is a pet free property.

Stylish cottage located by Pontoosuc Lake with lake views! is located in Pittsfield, Shawano County. It sleeps 4 with 2 bathrooms. Stylish cottage located by Pontoosuc Lake with lake views! is a pet free property.

Large, comfortable house and yard located on a beautiful lake. is located in Pittsfield, Shawano County. It sleeps 16 with 3 bathrooms. Large, comfortable house and yard located on a beautiful lake. is a pet free property.

Lake View, Kayaks, Elec Bikes, Hot Tub, Large Open Great Room, Lrg Kitchen is located in Pittsfield, Shawano County. It sleeps 10 with 2 bathrooms. Lake View, Kayaks, Elec Bikes, Hot Tub, Large Open Great Room, Lrg Kitchen is a pet free property.

Lake Front Home in Heart of the Berkshires Near Jiminy Peak is located in Pittsfield, Shawano County. It sleeps 10 with 4 bathrooms. Lake Front Home in Heart of the Berkshires Near Jiminy Peak is a pet free property.

Lakeside Home With Pool-Completely Renovated is located in Pittsfield, Shawano County. It sleeps 16 with 1 bathroom. Lakeside Home With Pool-Completely Renovated is a pet free property.

Ray of Sunshine Berkshire Home on Pontoosuc Lake is located in Pittsfield, Shawano County. It sleeps 14 with 1 bathroom. Ray of Sunshine Berkshire Home on Pontoosuc Lake is a pet free property.

Cape Home In the Beautiful Berkshires - Near Lenox & Bousquet is located in Pittsfield, Shawano County. It sleeps 10 with 2 bathrooms. Cape Home In the Beautiful Berkshires - Near Lenox & Bousquet is a pet free property.

Great mountain getaway is located in Pittsfield, Shawano County. It sleeps 8 with 1 bathroom. Great mountain getaway is a pet free property.

Dancing Horse Lodge is located in Pittsfield, Shawano County. It sleeps 6 with 1 bathroom. You can bring 1 pet to stay at Dancing Horse Lodge.

Chic Pittsfield Home With A View! is located in Pittsfield, Shawano County. It sleeps 6 with 1 bathroom. Chic Pittsfield Home With A View! is a pet free property.

Berkshire Mountainside Condo is located in Pittsfield, Shawano County. It sleeps 8 with 1 bathroom. You can bring 1 pet to stay at Berkshire Mountainside Condo.

Beautiful Killington VT Ski & Mountain Bike 5 Season House is located in Pittsfield, Shawano County. It sleeps 12 with 2 bathrooms. Beautiful Killington VT Ski & Mountain Bike 5 Season House is a pet free property.

Lovely home close to hiking & skiing w/WiFi, firepit, balcony, wood stove, & W/D is located in Pittsfield, Shawano County. It sleeps 10 with 1 bathroom. Lovely home close to hiking & skiing w/WiFi, firepit, balcony, wood stove, & W/D is a pet free property.

Stylish Berkshire Apartment conveniently located in the center of town is located in Pittsfield, Shawano County. It sleeps 3 with 1 bathroom. Stylish Berkshire Apartment conveniently located in the center of town is a pet free property.

Cozy Berkshire cottage with fireplace. is located in Pittsfield, Shawano County. It sleeps 5 with 1 bathroom. Cozy Berkshire cottage with fireplace. is a pet free property.

Cozy Renovated with 1 parking space is located in Pittsfield, Shawano County. It sleeps 2 with 1 bathroom. Cozy Renovated with 1 parking space is a pet free property.

Spacious Historic Home in the Berkshires! is located in Pittsfield, Shawano County. It sleeps 9 with 2 bathrooms. You can bring 1 pet to stay at Spacious Historic Home in the Berkshires!.

Apartment Newly Remodeled Super Location is located in Pittsfield, Shawano County. It sleeps 4 with 1 bathroom. Apartment Newly Remodeled Super Location is a pet free property.

Charming Apartment In Berkshire Victorian Home is located in Pittsfield, Shawano County. It sleeps 8 with 1 bathroom. Charming Apartment In Berkshire Victorian Home is a pet free property.

Hidden Oasis in the Mountains by Evergreen Home is located in Pittsfield, Shawano County. It sleeps 10 with 3 bathrooms. You can bring 1 pet to stay at Hidden Oasis in the Mountains by Evergreen Home.

Tranquil dog-friendly retreat with generous deck, fitness area, & amazing views is located in Pittsfield, Shawano County. It sleeps 7 with 2 bathrooms. You can bring 1 pet to stay at Tranquil dog-friendly retreat with generous deck, fitness area, & amazing views.

Fully Equipped Spacious Family Home in The Berkshires is located in Pittsfield, Shawano County. It sleeps 7 with 3 bathrooms. Fully Equipped Spacious Family Home in The Berkshires is a pet free property.

Pittsfield Chalet Beautiful home in charming Pittsfield Vermont only a few miles from Killington. is located in Pittsfield, Shawano County. It sleeps 8 with 2 bathrooms. You can bring 1 pet to stay at Pittsfield Chalet Beautiful home in charming Pittsfield Vermont only a few miles from Killington..

Spacious 4BR / 5 Bath Home - Hot Tub / Pool Table / Ample Private Outdoor Space! is located in Pittsfield, Shawano County. It sleeps 10 with 1 bathroom. You can bring 1 pet to stay at Spacious 4BR / 5 Bath Home - Hot Tub / Pool Table / Ample Private Outdoor Space!.

Large house with fireplace, hot tub is located in Pittsfield, Shawano County. It sleeps 16 with 3 bathrooms. Large house with fireplace, hot tub is a pet free property.

Killington Vermont Ski and Snowmobiling House is located in Pittsfield, Shawano County. It sleeps 14 with 3 bathrooms. Killington Vermont Ski and Snowmobiling House is a pet free property.

Private Killington Area Inn all to Yourself! is located in Pittsfield, Shawano County. It sleeps 23 with 1 bathroom. Private Killington Area Inn all to Yourself! is a pet free property.

Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield! is located in Pittsfield, Shawano County. It sleeps 5 with 1 bathroom. Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield! is a pet free property.

Killington area home - 4-seasons & hot tub. Sleeps 12+ is located in Pittsfield, Shawano County. It sleeps 15 with 1 bathroom. You can bring 1 pet to stay at Killington area home - 4-seasons & hot tub. Sleeps 12+.

New Listing - Luxury log home with stunning views is located in Pittsfield, Shawano County. It sleeps 14 with 1 bathroom. New Listing - Luxury log home with stunning views is a pet free property.

Spectacular Mountain Views, 6 Bedroom, 4 Bath with Fireplace, Hot Tub & Elevator is located in Pittsfield, Shawano County. It sleeps 12 with 4 bathrooms. Spectacular Mountain Views, 6 Bedroom, 4 Bath with Fireplace, Hot Tub & Elevator is a pet free property.

Family-Centric Berkshire Getaway by Evergreen Home is located in Pittsfield, Shawano County. It sleeps 7 with 2 bathrooms. Family-Centric Berkshire Getaway by Evergreen Home is a pet free property.

Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak! is located in Pittsfield, Shawano County. It sleeps 10 with 1 bathroom. Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak! is a pet free property.

Beautiful Home away from Home is located in Pittsfield, Shawano County. It sleeps 10 with 1 bathroom. You can bring 1 pet to stay at Beautiful Home away from Home.

Vasha is a cozy pet-friendly lake house for relaxing in a secluded location. is located in Pittsfield, Shawano County. It sleeps 6 with 1 bathroom. You can bring 1 pet to stay at Vasha is a cozy pet-friendly lake house for relaxing in a secluded location. .

Lakefront cottage on serene NH lake! Swim, kayak, fish, and enjoy nature. is located in Pittsfield, Shawano County. It sleeps 10 with 2 bathrooms. Lakefront cottage on serene NH lake! Swim, kayak, fish, and enjoy nature. is a pet free property.

Contemporary Family Lodge, 1/2 mile to Lake! is located in Pittsfield, Shawano County. It sleeps 10 with 2 bathrooms. Contemporary Family Lodge, 1/2 mile to Lake! is a pet free property.