Find Vacation Rentals in Pittsfield

Pittsfield
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Popular Pittsfield Vacation Rentals

Find the perfect Pittsfield vacation rental

House Pittsfield
e.g. 9/1 - 9/8 (Thu - Thu)
-62%
$1,212
$463 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (18 ratings)
Pittsfield, Rutland County, Vermont, United States
Free cancellation
Details
HomeToGo
Details
House Pittsfield
e.g. 7/4 - 7/11 (Mon - Mon)
-66%
$1,381
$471 per night
House ∙ 12 guests ∙ 3 bedrooms
4.7
"Outstanding" (62 ratings)
Pittsfield, Rutland County, Vermont, United States
Details
HomeToGo
Details
Apartment Pittsfield
e.g. 6/27 - 7/4 (Mon - Mon)
$207 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Pittsfield, Rutland County, Vermont, United States
Details
HomeToGo
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House Pittsfield
e.g. 6/26 - 7/3 (Sun - Sun)
-67%
$1,327
$438 per night
House ∙ 11 guests ∙ 4 bedrooms
4.9
"Excellent" (28 ratings)
Pittsfield, Rutland County, Vermont, United States
Details
HomeToGo
Details
House Pittsfield
e.g. 6/27 - 7/4 (Mon - Mon)
$439 per night
House ∙ 11 guests ∙ 4 bedrooms
3.5
"Good" (60 ratings)
Pittsfield, Rutland County, Vermont, United States
Details
HomeToGo
Details
House Pittsfield
e.g. 7/2 - 7/9 (Sat - Sat)
-21%
$349
$276 per night
House ∙ 11 guests ∙ 3 bedrooms
Pittsfield, Rutland County, Vermont, United States
Details
Vacasa
Details
Apartment Pittsfield
e.g. 7/2 - 7/9 (Sat - Sat)
$239 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Pittsfield, Rutland County, Vermont, United States
Details
HomeToGo
Details
House Pittsfield
e.g. 6/28 - 7/5 (Tue - Tue)
-16%
$277
$233 per night
House ∙ 8 guests ∙ 3 bedrooms
4.8
"Excellent" (11 ratings)
Pittsfield, Rutland County, Vermont, United States
Details
HomeToGo
Details
House Pittsfield
e.g. 10/18 - 10/25 (Tue - Tue)
$390 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (5 ratings)
Pittsfield, Rutland County, Vermont, United States
Details
HomeToGo
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Recommended Rentals With Pools

Condo Pool Pittsfield
e.g. 10/14 - 10/21 (Fri - Fri)
$281 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.5
"Outstanding" (14 ratings)
Pittsfield, Rutland County, Vermont, United States
Pool
Details
HomeToGo
Details
Condo Pool Pittsfield
e.g. 7/27 - 8/3 (Wed - Wed)
-81%
$1,175
$222 per night
Condo ∙ 6 guests ∙ 1 bedroom
5.0
"Excellent" (18 ratings)
Pittsfield, Rutland County, Vermont, United States
Free cancellation
Pool
Details
HomeToGo
Details
Apartment Pool Pittsfield
e.g. 6/27 - 7/4 (Mon - Mon)
$281 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.3
"Very good" (50 ratings)
Pittsfield, Rutland County, Vermont, United States
Pool
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Vacation homes and cottages with a garden

House Yard Pittsfield
e.g. 11/13 - 11/20 (Sun - Sun)
$359 per night
House ∙ 10 guests ∙ 3 bedrooms
Pittsfield, Rutland County, Vermont, United States
Yard
Details
HomeToGo
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House Yard Pittsfield
e.g. 7/6 - 7/13 (Wed - Wed)
$600 per night
House ∙ 20 guests ∙ 4 bedrooms
Pittsfield, Rutland County, Vermont, United States
Yard
Details
HomeToGo
Details
House Yard Pittsfield
e.g. 7/2 - 7/9 (Sat - Sat)
-84%
$2,116
$335 per night
House ∙ 8 guests ∙ 3 bedrooms
3.5
"Good" (2 ratings)
Pittsfield, Rutland County, Vermont, United States
Yard
Details
HomeToGo
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Accommodations With Saunas

House Sauna Pittsfield
e.g. 8/27 - 9/3 (Sat - Sat)
-61%
$1,011
$392 per night
House ∙ 10 guests ∙ 4 bedrooms
4.5
"Outstanding" (7 ratings)
Pittsfield, Rutland County, Vermont, United States
Free cancellation
Sauna
Details
HomeToGo
Details
Apartment Sauna Pittsfield
e.g. 9/17 - 9/24 (Sat - Sat)
$220 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Pittsfield, Rutland County, Vermont, United States
Sauna
Details
HomeToGo
Details
Condo Sauna Pittsfield
e.g. 6/26 - 7/3 (Sun - Sun)
-73%
$1,052
$282 per night
Condo ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (4 ratings)
Pittsfield, Rutland County, Vermont, United States
Sauna
Details
HomeToGo
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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 $114 per night.

Are there any vacation rentals available to book in Pittsfield?

There are 37 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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