Find Vacation Rentals in Pittsfield

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Pittsfield
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Popular Pittsfield Vacation Rentals

Find the perfect Pittsfield vacation rental

House Pittsfield
$422 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
"Excellent" (33 ratings)
Pittsfield, Rutland County, Vermont, United States
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Vrbo
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House Pittsfield
$245 per night
House ∙ 15 guests ∙ 3 bedrooms
4.8
"Excellent" (80 ratings)
Pittsfield, Rutland County, Vermont, United States
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Vrbo
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House Pittsfield
$430 per night
House ∙ 4 guests ∙ 3 bedrooms
Pittsfield, Rutland County, Vermont, United States
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Vrbo
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House Pittsfield
$331 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (5 ratings)
Pittsfield, Rutland County, Vermont, United States
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Expedia
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House Pittsfield
$549 per night
House ∙ 12 guests ∙ 3 bedrooms
Pittsfield, Rutland County, Vermont, United States
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HomeToGo
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House Pittsfield
$279 per night
House ∙ 4 guests ∙ 1 bedroom
Pittsfield, Rutland County, Vermont, United States
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Expedia
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House Pittsfield
$606 per night
House ∙ 4 guests ∙ 1 bedroom
Pittsfield, Rutland County, Vermont, United States
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Expedia
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Apartment Pittsfield
$442 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Pittsfield, Rutland County, Vermont, United States
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Expedia
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House Pittsfield
$416 per night
House ∙ 8 guests ∙ 3 bedrooms
Pittsfield, Rutland County, Vermont, United States
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HomeToGo
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Recommended Rentals With Pools

Condo Pool Pittsfield
$131 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (151 ratings)
Pittsfield, Rutland County, Vermont, United States
Pool
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Vrbo
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Condo Pool Pittsfield
$106 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.6
"Outstanding" (56 ratings)
Pittsfield, Rutland County, Vermont, United States
Pool
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Vrbo
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Condo Pool Pittsfield
$236 per night
Condo ∙ 6 guests ∙ 1 bedroom
4.9
"Excellent" (61 ratings)
Pittsfield, Rutland County, Vermont, United States
Pool
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Vrbo
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Vacation homes and rentals with a yard

Farmhouse Yard Pittsfield
$133 per night
Farmhouse ∙ 4 guests ∙ 3 bedrooms
5.0
"Excellent" (66 ratings)
Pittsfield, Rutland County, Vermont, United States
Yard
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Vrbo
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Chalet Yard Pittsfield
$385 per night
Chalet ∙ 16 guests ∙ 8 bedrooms
5.0
"Excellent" (113 ratings)
Pittsfield, Rutland County, Vermont, United States
Yard
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Vrbo
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House Yard Pittsfield
$333 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (14 ratings)
Pittsfield, Rutland County, Vermont, United States
Yard
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Vrbo
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Vacation Properties for Fishing

House Fishing Pittsfield
$472 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (10 ratings)
Pittsfield, Rutland County, Vermont, United States
Fishing
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Vrbo
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Condo Fishing Pittsfield
$108 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (65 ratings)
Pittsfield, Rutland County, Vermont, United States
Fishing
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Vrbo
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House Fishing Pittsfield
$443 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (6 ratings)
Pittsfield, Rutland County, Vermont, United States
Fishing
Details
Vrbo
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Frequently Asked Questions

How much does a night in a vacation rental cost in Pittsfield on average?

Prices for a stay in Pittsfield begin at $106 per night.

Are there any vacation rentals available to book in Pittsfield?

There are 67 vacation rental offers in Pittsfield available to book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Pittsfield

Find the best Pittsfield vacation rentals on Tripping.com. With over 41 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Pittsfield range from $65 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 37 homes in Pittsfield offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 0 rentals with pool or jacuzzi, or relax with the family in one of the 39 homes with cable TV. For all those pet owners with dogs or cats, Pittsfield offers 14 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 6 vacation rental sites in Pittsfield where the top providers in that area are HomeAway, Expedia, and RedAwning. There are 23 HomeAway rentals, 6 Expedia short term rentals and 4 RedAwning vacation rentals.

Popular Day Trips Near Pittsfield

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