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Sonoma Villas - Vacation Rentals in Pittsfield

Enjoy The hidden Gem Villa! New York's Vibrant & Colorful spring season Awaits! From US $966
         

9.4 (3 Reviews)
Villa
Enjoy The hidden Gem Villa! New York's Vibrant & Colorful spring season Awaits!
  • Air Conditioner
  • Parking
  • Pool

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Luxury Places to Stay in Pittsfield

Over 168+ Luxury Places to Stay in or Near Pittsfield
Vacation Like Gatsby on This Historic 500-Acre Fairy Tale Estate From US $1,947
         

9.2 (36 Reviews)
House
Vacation Like Gatsby on This Historic 500-Acre Fairy Tale Estate
  • Parking
  • Pool
  • TV

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The Oasis, baseball families perfect lodging, easy 8-10 minute drive. From US $1,506
         

10.0 (4 Reviews)
House
The Oasis, baseball families perfect lodging, easy 8-10 minute drive.
  • Air Conditioner
  • Parking
  • TV

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In ground Pool with unbeatable views, ASV From US $1,160
         

10.0 (11 Reviews)
House
In ground Pool with unbeatable views, ASV
  • Air Conditioner
  • Parking
  • Pool

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Phoenix Hill - Spacious, 7bdrm home, pool, game room and long distance views From US $1,131
         

10.0 (11 Reviews)
House
Phoenix Hill - Spacious, 7bdrm home, pool, game room and long distance views
  • Air Conditioner
  • Parking
  • Pool

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Knight's landing- Large home, long distance views, under 10 miles to ASV From US $1,041
         

10.0 (2 Reviews)
House
Knight's landing- Large home, long distance views, under 10 miles to ASV
  • Air Conditioner
  • Parking
  • TV

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Peterson Place - Large updated farmhouse, pool, fire pit, close to Oneonta From US $831
         

10.0 (10 Reviews)
House
Peterson Place - Large updated farmhouse, pool, fire pit, close to Oneonta
  • Air Conditioner
  • Parking
  • Pool

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Historic Farmhouse Retreat Near Cooperstown – Pond, Barns, 100+ Acres From US $813
         

10.0 (22 Reviews)
Other
Historic Farmhouse Retreat Near Cooperstown – Pond, Barns, 100+ Acres
  • Air Conditioner
  • Parking
  • TV

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Awesome Hills, Terrific views, spacious interior, large patio, minutes to ASV From US $714
         

10.0 (7 Reviews)
House
Awesome Hills, Terrific views, spacious interior, large patio, minutes to ASV
  • Air Conditioner
  • Parking
  • TV

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Top-Rated Vacation Rentals with a Pool in Pittsfield

Over 9+ Top-Rated Vacation Rentals with a Pool in or Near Pittsfield
1860s Renovated Farm House on 150 Acres with Beautiful Views near Coooperstown! From US $225
         

10.0 (105 Reviews)
Other
1860s Renovated Farm House on 150 Acres with Beautiful Views near Coooperstown!
  • Parking
  • Pool
  • TV

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Garden House - Close to All Star Village, beautiful gardens, game room From US $356
         

10.0 (31 Reviews)
House
Garden House - Close to All Star Village, beautiful gardens, game room
  • Air Conditioner
  • Parking
  • Pool

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Sleeps 7-10, Hot tub, High Speed Internet, Team Parties Welcome! From US $154
         

9.8 (319 Reviews)
Cabin
Sleeps 7-10, Hot tub, High Speed Internet, Team Parties Welcome!
  • Air Conditioner
  • Parking
  • Pool

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Lovely 4 bedroom 3 bath farmhouse with pool, located in Cooperstown, NY From US $529
         

9.8 (18 Reviews)
House
Lovely 4 bedroom 3 bath farmhouse with pool, located in Cooperstown, NY
  • Air Conditioner
  • Parking
  • Pool

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Upstate Hideaway-ON Butternut Creek-78 Acres! From US $933
         

10.0 (8 Reviews)
House
Upstate Hideaway-ON Butternut Creek-78 Acres!
  • Air Conditioner
  • Parking
  • Pool

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The Lodge At Fall Park With Heated Indoor Pool! From US $528
         

10.0 (1 Review)
Cabin
The Lodge At Fall Park With Heated Indoor Pool!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Black Moose - Pool, 9 bedrooms/6 baths, sleeps 24, near All Star Village From US $1,285
         

9.8 (8 Reviews)
House
Black Moose - Pool, 9 bedrooms/6 baths, sleeps 24, near All Star Village
  • Air Conditioner
  • Parking
  • Pool

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Big Blue - 8 bedroom/8 baths, Recent renovation, 10 minute to Dreams Park From US $1,029
         

9.8 (7 Reviews)
House
Big Blue - 8 bedroom/8 baths, Recent renovation, 10 minute to Dreams Park
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Pittsfield

Over 40+ Pet-Friendly Vacation Rentals in or Near Pittsfield
secluded log home, minutes from all star village in Oneonta From US $338
         

10.0 (25 Reviews)
House
secluded log home, minutes from all star village in Oneonta
  • Air Conditioner
  • Parking
  • Pet Friendly

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Corner's Cabin - A-Frame - Catskills NY From US $248
         

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10.0 (2 Reviews)
House
Corner's Cabin - A-Frame - Catskills NY
  • Air Conditioner
  • Parking
  • Pet Friendly

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‘Cardinal Pines’ Cabin on 8 Acres - Dog Friendly! From US $253
         

10.0 (15 Reviews)
Cabin
‘Cardinal Pines’ Cabin on 8 Acres - Dog Friendly!
  • Air Conditioner
  • Parking
  • Pet Friendly

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*NEW*Hops House-Sleeps10-8Mi.toCDP&15Mi.toASV From US $374
         

10.0 (1 Review)
House
*NEW*Hops House-Sleeps10-8Mi.toCDP&15Mi.toASV
  • Air Conditioner
  • Parking
  • Pet Friendly

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Longview Cottage with views to compliment its name and close to cooperstown From US $154
         

9.8 (233 Reviews)
House
Longview Cottage with views to compliment its name and close to cooperstown
  • Air Conditioner
  • Parking
  • Pet Friendly

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Corner's Cabin - Catskill NY - A-Frame Cabin From US $144
         

9.4 (14 Reviews)
Cabin
Corner's Cabin - Catskill NY - A-Frame Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cooperstown Area Charming Carriage House From US $399
         

9.0 (21 Reviews)
House
Cooperstown Area Charming Carriage House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Welcome to the Forest Gem From US $282
         

New
House
Welcome to the Forest Gem
  • Pet Friendly
  • TV
  • Balcony/Terrace

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Large Vacation Homes & Villas in Pittsfield

Over 28+ Large Vacation Homes & Villas in or Near Pittsfield
Edgewood, Beautiful custom built 5 bdrm home w/fire pit, game room, scenic pond From US $637
         

10.0 (16 Reviews)
House
Edgewood, Beautiful custom built 5 bdrm home w/fire pit, game room, scenic pond
  • Air Conditioner
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Dutch Hill Manor I, Upscale, near All Star + Dreams Park, fire pit, 1 of 2 units From US $298
         

10.0 (10 Reviews)
House
Dutch Hill Manor I, Upscale, near All Star + Dreams Park, fire pit, 1 of 2 units
  • Air Conditioner
  • Parking
  • TV

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Silver Lake Cabin w/Own Lake near Cooperstown From US $260
         

10.0 (5 Reviews)
House
Silver Lake Cabin w/Own Lake near Cooperstown
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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perfect for baseball families, we follow the same schedule as tournament’s, From US $524
         

9.8 (27 Reviews)
Cabin
perfect for baseball families, we follow the same schedule as tournament’s,
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  • Parking
  • TV

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Cooperstown All Star Village, or Cooperstown Dreams Park or Oneonta area From US $304
         

10.0 (72 Reviews)
House
Cooperstown All Star Village, or Cooperstown Dreams Park or Oneonta area
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Just Minutes Away from Cooperstown All Star Village! From US $513
         

10.0 (28 Reviews)
House
Just Minutes Away from Cooperstown All Star Village!
  • Air Conditioner
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  • TV

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Adirondack Style Lake House, Wheelchair Accessible From US $640
         

10.0 (18 Reviews)
House
Adirondack Style Lake House, Wheelchair Accessible
  • Parking
  • TV
  • View

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Welcome All star baseball families! From US $349
         

10.0 (4 Reviews)
House
Welcome All star baseball families!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pittsfield Varoom and Airbnb Places to Stay Under $200

Over 36+ Pittsfield Varoom and Airbnb Places to Stay Under $200
Rustic and charming apartment above detached log garage. 10 mins from A.S.V. From US $171
         

10.0 (27 Reviews)
Apartment
Rustic and charming apartment above detached log garage. 10 mins from A.S.V.
  • Air Conditioner
  • Parking
  • TV

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Quiet Country Escape Fire Pit, Fish On-Site! From US $183
         

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10.0 (4 Reviews)
House
Quiet Country Escape Fire Pit, Fish On-Site!
  • Parking
  • Accessibility
  • Security/Safety

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Brookside Inn At Laurens From US $90
         

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9.4 (182 Reviews)
Bed & Breakfast
Brookside Inn At Laurens
  • Air Conditioner
  • Parking
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Highland Haven Under 5 minutes to All Star, 2nd floor studio, private entrance From US $196
         

10.0 (12 Reviews)
Apartment
Highland Haven Under 5 minutes to All Star, 2nd floor studio, private entrance
  • Air Conditioner
  • Parking
  • TV

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Secluded Cabin Nestled In The Trees Overlooking Fishing & Canoe Pond From US $139
         

10.0 (1 Review)
Cabin
Secluded Cabin Nestled In The Trees Overlooking Fishing & Canoe Pond
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Enjoyable RV with AC in Edmeston From US $137
         

10.0 (1 Review)
House
Enjoyable RV with AC in Edmeston
  • Child Friendly

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Quiet Country Escape: Fire Pit, Fish On-Site! From US $149
         

9.8 (15 Reviews)
Cabin
Quiet Country Escape: Fire Pit, Fish On-Site!
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Welcome to The Bull-Pen From US $127
         

9.8 (6 Reviews)
Apartment
Welcome to The Bull-Pen
  • Air Conditioner
  • Parking
  • TV

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Instantly Bookable Vacation Homes in Pittsfield

Over 68+ Instantly Bookable Vacation Homes in or Near Pittsfield
Cooperstown Dreams Park, All Star Village & Hall of Fame cottage rental. From US $399
         

10.0 (56 Reviews)
Cottage
Cooperstown Dreams Park, All Star Village & Hall of Fame cottage rental.
  • Air Conditioner
  • Parking
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Knotty Pine - Private cabin nestled in the woods, fire pit, near CDP/ASV From US $357
         

10.0 (45 Reviews)
House
Knotty Pine - Private cabin nestled in the woods, fire pit, near CDP/ASV
  • Air Conditioner
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  • TV

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Beautiful Stone House From US $558
         

10.0 (38 Reviews)
House
Beautiful Stone House
  • Balcony/Terrace
  • Security/Safety
  • Barbecue/Outdoor Cooking

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Stay in an1890 farm home- 3 night minimum stay From US $205
         

10.0 (33 Reviews)
House
Stay in an1890 farm home- 3 night minimum stay
  • Air Conditioner
  • Parking
  • TV

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Skyview Acres - Stunning 360° views, a short drive to Cooperstown From US $449
         

10.0 (27 Reviews)
House
Skyview Acres - Stunning 360° views, a short drive to Cooperstown
  • Air Conditioner
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  • TV

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Cone's Cottage New Construction, apt convenient to All Star Village, fire pit From US $220
         

10.0 (21 Reviews)
Apartment
Cone's Cottage New Construction, apt convenient to All Star Village, fire pit
  • Air Conditioner
  • Parking
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Dutch Hill Manor II, NEW construction, upscale, near ASV and CDP, 2 of 2 units From US $344
         

10.0 (14 Reviews)
House
Dutch Hill Manor II, NEW construction, upscale, near ASV and CDP, 2 of 2 units
  • Air Conditioner
  • Parking
  • TV

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Charming Village Cottage From US $444
         

10.0 (13 Reviews)
Cottage
Charming Village Cottage
  • Air Conditioner
  • Parking
  • TV

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About Pittsfield Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Sonomavillas Pittsfield, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Pittsfield. Places to stay near Pittsfield are 5500 ft² on average, with prices averaging $966 a night.

Sonomavillas makes it easy and safe to find and compare vacation rentals in Pittsfield with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Pittsfield

Type Count
Villas 1

Use these Quick Filters to Find a Vacation Rental in Pittsfield

★ Pro Tip: Sonomavillas makes it easy to compare the best listings on Sonomavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sonomavillas 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 Pittsfield.

Weather in Pittsfield

View the weather forecast for Pittsfield before booking your Pittsfield Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Pittsfield, NY

Sonomavillas offers a large selection of top attractions around Pittsfield. Research things to do on your vacation before you visit Pittsfield.


National Baseball Hall of Fame Cooperstown All Star Village Fields Cooperstown Dreams Park Colgate University State University of New York-Oneonta Otsego Lake Brewery Ommegang Hartwick College Interskate 88 Farmers' Museum Clark Sports Center Doubleday Field Foothills Performing Arts Center Cooperstown Brewing Company Wolf Mountain Nature Center Blue Stone Golf Club Fenimore Art Museum Cooperstown Fun Park Northeast Classic Car Museum Joseph L. Popp

Other Places to Stay Near Pittsfield, NY


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