Stockbridge Vacation Rentals

Compare 583 available properties from 16 providers
Stockbridge
Save up to 19%

Best Vacation Home Deals in Stockbridge

-19%
e.g. 9/22 - 9/29
House ∙ 7 guests ∙ 4 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $282 $347
VRBO
4.9
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-16%
e.g. 9/8 - 9/15
Apartment ∙ 4 guests ∙ 1 bedroom
Stockbridge, Berkshire County, Massachusetts, United States
from $172 $205
VRBO
5.0
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-16%
e.g. 9/1 - 9/8
House ∙ 4 guests ∙ 2 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $256 $306
VRBO
4.8
View deal

Compare and find a vacation rental meeting your needs among the 583 beautiful options from 16 providers in Stockbridge. Using HomeToGo you can directly compare the offers of each listed property to discover the best price and save up to 19%.

Recommended Vacation Rentals in Stockbridge

Rent a vacation accommodation in Stockbridge: from $48 per night

House ∙ 6 guests ∙ 3 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $500
VRBO
4.7
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House ∙ 4 guests ∙ 2 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $264
VRBO
4.5
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Apartment ∙ 2 guests ∙ 1 bedroom
Lee, Berkshire County, Massachusetts, United States
from $65
HomeAway
4.6
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House ∙ 6 guests ∙ 3 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $684
VRBO
5.0
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House ∙ 6 guests ∙ 3 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $329
VRBO
5.0
View deal
Apartment ∙ 4 guests ∙ 1 bedroom
Lee, Berkshire County, Massachusetts, United States
from $100
HomeAway
4.7
View deal
House ∙ 6 guests ∙ 2 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $272
VRBO
5.0
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House ∙ 5 guests ∙ 3 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $272
VRBO
4.9
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 6 guests ∙ 2 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $315
HomeAway
4.8
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Fishing
House ∙ 6 guests ∙ 3 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $270
HomeAway
5.0
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Fishing
House ∙ 7 guests ∙ 4 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $247
VRBO
4.9
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Fishing
House ∙ 8 guests ∙ 4 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $280
VRBO
4.7
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Vacation Rentals With a Fireplace

Fireplace
House ∙ 8 guests ∙ 4 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $312
HomeAway
4.3
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Fireplace
House ∙ 6 guests ∙ 3 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $311
VRBO
4.7
View deal
Fireplace
Apartment ∙ 6 guests ∙ 2 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $93
VRBO
4.7
View deal
Fireplace
House ∙ 4 guests ∙ 2 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $256
VRBO
4.8
View deal
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Apartments With a Balcony or Patio

Balcony/Patio
Apartment ∙ 4 guests ∙ 1 bedroom
Stockbridge, Berkshire County, Massachusetts, United States
from $172
VRBO
5.0
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Balcony/Patio
House ∙ 6 guests ∙ 2 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $150
VRBO
4.4
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Balcony/Patio
House ∙ 6 guests ∙ 2 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $25
Wimdu
4.0
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Balcony/Patio
House ∙ 6 guests ∙ 2 bedrooms
Stockbridge, Berkshire County, Massachusetts, United States
from $396
Booking.com
4.0
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Popular Rental Amenities in Stockbridge

  • Internet (479)
  • Parking (462)
  • No smoking (460)
  • TV (423)
  • AC (407)
  • Yard (343)
  • Kitchen (288)
  • Microwave (255)
  • Washer (232)
  • Fishing (224)
  • Dishwasher (222)
  • Grill (216)
Filters are available so you can tailor your search and find the ideal accommodation in Stockbridge. Most of the accommodations in Stockbridge offer "internet" or "TVs," which makes it a wonderful destination if you need internet access during your vacation or you never miss an episode of your favorite show. Not as many vacation rentals in Stockbridge are available if you are looking for a pet-friendly rental or if you want a rental with a jacuzzi as "Jacuzzis" and "Pets Allowed" are not often provided in this destination.

Price and Availability Index Stockbridge

Vacation Rental Price Information in Stockbridge

The price graph will give you the nightly price average for the upcoming months of the year. $391 is the highest price average in the next twelve months. Opt for a getaway in October (10/27 - 11/3) for optimal savings when heading to Stockbridge.

Rental Availability Information in Stockbridge

Find out the percentage of available rentals in Stockbridge with the graph above. More people travel to Stockbridge a week in August (8/4 - 8/11). So far, 75% of the rentals are occupied this week. Conversely, 86% of the rentals are still available during a week in December (12/29 - 1/5).

The Weather in Stockbridge

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41°
23°
55°
34°
68°
46°
73°
54°
81°
59°
77°
55°
72°
48°
59°
39°
46°
28°
37°
25°
Jan.
Feb.
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Apr.
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June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Find the Stockbridge climate diagram. July is the warmest month of the year in Stockbridge with temperatures reaching a maximum average of 80°. On the contrary, the coolest month is January. The wettest month is December with 20 rainy days on average. On the contrary, there is an average of only 11 rainy days in August, which is the driest month.

Nearly half of the offers (46.62%) in Stockbridge are house rentals. They are the most typical accommodations in this destination. Additionally, the median size of house rentals in Stockbridge is 2,750 ft² and they cost, on average, $430 per night. Furthermore, this type of accommodation is an excellent option for large groups, as most of the house rentals can host 8 people. You can also consider other accommodation types in Stockbridge. Bed & Breakfast rentals are, for example, another common accommodation type in this destination, with 114 listed accommodations. Our data reveals that the standard price of bed & breakfast rentals is $311 per night for an area of 430 ft².

Explore an ancient Eden with a Stockbridge vacation rental

Opting for a vacation home in Stockbridge, Massachusetts, will place you strategically at the westernmost edge of the state, just south of Green Mountain National Forest. This Eden-like woodland stretches for miles, encompassing waterfalls, cliffs, and extensive trails through peaceful backcountry – all yours to discover.

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Art & Culture

Walk in the footprints of dinosaurs

Don't miss the dinosaur footprints on the west bank of the Connecticut River. These 134 footprints belonging to carnivorous two-legged dinosaurs date back to 190 million years ago. In nearby Amherst, you can visit the museum dedicated to one of America's greatest and most reclusive poets, Emily Dickinson. Tours of the house where she lived and worked, largely in secret, let you peep through the keyhole into the world of this pivotal poet.

Family Activities

Delve into the wonky world of Dr. Seuss

Dr. Seuss is beloved among children around the world. What could be more exciting than a trip to the Dr. Seuss National Memorial Sculpture Garden? Dedicated to the wacky creations of the famous children's book writer, this park is full of life-size sculptures of the Cat in the Hat and other Seuss favorites – make sure to bring your camera! The museum dedicated to the author is also worth a look. Also, at the George Walter Vincent Smith Art Museum in Springfield, kids can engage with costumes and armor in the exciting Hasbro Games Art Discovery Center.

Local Attractions

Discovering Northampton and surroundings

Pioneer Valley is less than an hour from your comfortable vacation home in Stockbridge. Amid its softly undulating countryside and picturesque farmland, you’ll find the attractive city of Northampton, with its high-class cuisine and exceptional museums. Wander through its winding streets past red brick college buildings and independent bookstores. Cafés and club culture are prevalent in this charming and offbeat town.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Stockbridge VRBO Vacation Rentals in Stockbridge HomeAway Vacation Rentals in Stockbridge TripAdvisor Vacation Rentals in Stockbridge VacationRentals.com Vacation Rentals in Stockbridge HouseTrip Vacation Rentals in Stockbridge FlipKey Vacation Rentals in Stockbridge Wimdu Vacation Rentals in Stockbridge 9flats.com Vacation Rentals in Stockbridge VaycayHero Vacation Rentals in Stockbridge PerfectPlaces.com Vacation Rentals in Stockbridge Homestay.com Vacation Rentals in Stockbridge only-apartments Vacation Rentals in Stockbridge Interhome Vacation Rentals in Stockbridge Bedycasa Vacation Rentals in Stockbridge Novasol Vacation Rentals in Stockbridge HomeEscape Vacation Rentals in Stockbridge

Vacation Destinations Near Stockbridge