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Stockbridge Vacation Rentals

Find 187 available offers from 6 partners
Stockbridge
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Bed & Breakfast
Apartment
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

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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Save up to 78%

Best Vacation Home Deals in Stockbridge

House Stockbridge
Apr 8 - Apr 15
-78%
$1,053
$229 per night
House ∙ 14 guests ∙ 6 bedrooms
House in Stockbridge with Botanical Garden
5.0
"Excellent" (1 rating)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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House Stockbridge
Feb 17 - Feb 24
-15%
$675
$572 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Stockbridge with Botanical Garden
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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Apartment Stockbridge
Apr 1 - Apr 8
-66%
$383
$132 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Rental Apartment in Stockbridge with Botanical Garden
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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Compare and find a vacation rental meeting your needs among the 187 beautiful options from 6 providers in Stockbridge. Using HomeToGo you can directly compare the offers of each listed property to discover the best price and save up to 78%.

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Top-Rated Rentals and Accommodations in Stockbridge

House Stockbridge
Feb 17 - Feb 24
$600 per night
House ∙ 24 guests ∙ 12 bedrooms
House in Stockbridge with Botanical Garden
4.9
"Excellent" (55 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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House Stockbridge
Sep 23 - Sep 30
-58%
$695
$295 per night
House ∙ 6 guests ∙ 2 bedrooms
Beautiful House in Stockbridge with Botanical Garden
4.9
"Excellent" (15 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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House Stockbridge
Apr 22 - Apr 29
-39%
$305
$185 per night
House ∙ 6 guests ∙ 3 bedrooms
Rental House in Stockbridge with Decorative Fireplace
5.0
"Excellent" (1 rating)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Evolve
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Recommended Vacation Rentals in Stockbridge

Find your perfect vacation rental in Stockbridge: from $147 per night

House Stockbridge
Dec 16 - Dec 23
$999 per night
House ∙ 12 guests ∙ 6 bedrooms
Vacation Home in Stockbridge with Botanical Garden
5.0
"Excellent" (74 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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House Stockbridge
May 13 - May 20
-60%
$943
$212 per night
House ∙ 14 guests ∙ 6 bedrooms
House in Stockbridge with Botanical Garden
5.0
"Excellent" (1 rating)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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House Stockbridge
Oct 14 - Oct 21
$234 per night
House ∙ 7 guests ∙ 4 bedrooms
Entire Vacation Home in Stockbridge with Botanical Garden
5.0
"Excellent" (43 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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House Stockbridge
May 5 - May 12
-43%
$626
$410 per night
House ∙ 7 guests ∙ 3 bedrooms
Rental House in Stockbridge with Botanical Garden
5.0
"Excellent" (10 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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House Stockbridge
Dec 16 - Dec 23
$300 per night
House ∙ 4 guests ∙ 4 bedrooms
Wonderful Vacation Home in Stockbridge with Botanical Garden
5.0
"Excellent" (30 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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House Stockbridge
Dec 16 - Dec 23
$825 per night
House ∙ 10 guests ∙ 4 bedrooms
Pleasant Vacation Home in Stockbridge with Botanical Garden
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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Condo Stockbridge
Dec 2 - Dec 9
-42%
$239
$139 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Stockbridge with Botanical Garden
4.6
"Outstanding" (39 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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Apartment Stockbridge
May 13 - May 20
-35%
$594
$282 per night
Apartment ∙ 7 guests ∙ 3 bedrooms
Apartment in Stockbridge with Botanical Garden
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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Condo Stockbridge
Dec 1 - Dec 8
-39%
$239
$161 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Stockbridge with Botanical Garden
4.6
"Outstanding" (35 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Stockbridge

Condo Stockbridge
Dec 2 - Dec 9
-42%
$240
$140 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Stockbridge with Botanical Garden
4.6
"Outstanding" (39 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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Apartment Stockbridge
Apr 1 - Apr 8
-65%
$598
$211 per night
Apartment ∙ 7 guests ∙ 3 bedrooms
Apartment in Stockbridge with Botanical Garden
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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House Stockbridge
Feb 17 - Feb 24
$600 per night
House ∙ 24 guests ∙ 12 bedrooms
House in Stockbridge with Botanical Garden
4.9
"Excellent" (55 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
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Vacation Houses With Pools

Make a splash on your next vacation! Over 49% of in Stockbridge vacation rentals have a swimming pool.

House Pool Stockbridge
Feb 17 - Feb 24
$613 per night
House ∙ 23 guests ∙ 11 bedrooms
Vacation Home in Stockbridge with Botanical Garden
5.0
"Excellent" (6 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Pool
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Vrbo
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Bed & Breakfast Pool Stockbridge
Dec 2 - Dec 9
-47%
$485
$259 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
B&B in Stockbridge with Pool, Yard & Patio
4.8
"Excellent" (50 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Pool
Details
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Bed & Breakfast Pool Stockbridge
Dec 2 - Dec 9
-37%
$502
$317 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Bed And Breakfast in Stockbridge with Patio, Yard & Pool
4.8
"Excellent" (50 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Pool
Details
HomeToGo
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Dog-Friendly Vacation Rentals

Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Stockbridge!

House Pet-friendly Stockbridge
Sep 9 - Sep 16
$238 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Stockbridge with Botanical Garden
4.9
"Excellent" (30 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Pet-friendly
Details
Vrbo
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House Pet-friendly Stockbridge
Dec 1 - Dec 8
-29%
$389
$278 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Stockbridge with Botanical Garden
4.9
"Excellent" (99 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Pet-friendly
Details
Vrbo
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House Pet-friendly Stockbridge
Apr 15 - Apr 22
-53%
$526
$248 per night
House ∙ 6 guests ∙ 3 bedrooms
Pleasant Vacation Home in Stockbridge with -The Fireplace
5.0
"Excellent" (2 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Pet-friendly
Details
Vrbo
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Stockbridge with their own private patios and balconies.

House Balcony/Patio Stockbridge
May 5 - May 12
$273 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Stockbridge with Grill
4.9
"Excellent" (24 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Balcony/Patio
Details
Vrbo
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House Balcony/Patio Stockbridge
Apr 8 - Apr 15
$266 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Stockbridge with Botanical Garden
5.0
"Excellent" (20 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Balcony/Patio
Details
Vrbo
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House Balcony/Patio Stockbridge
May 5 - May 12
$395 per night
House ∙ 7 guests ∙ 4 bedrooms
House in Stockbridge with Botanical Garden
5.0
"Excellent" (17 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Balcony/Patio
Details
Vrbo
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Popular Rental Amenities in Stockbridge

  • Internet (179)
  • TV (168)
  • Air conditioning (146)
  • No smoking (124)
  • Yard (118)
  • Fireplace (115)
  • No pets (101)
  • Pool (89)
  • Kitchen (82)
  • Microwave (76)
  • Grill (75)
  • Dishwasher (68)

The Weather in Stockbridge

max.
Min.
32°
16°
17 days 17
max.
Min.
34°
16°
18 days 18
max.
Min.
41°
23°
16 days 16
max.
Min.
55°
34°
15 days 15
max.
Min.
68°
46°
14 days 14
max.
Min.
73°
54°
15 days 15
max.
Min.
81°
59°
14 days 14
max.
Min.
77°
55°
11 days 11
max.
Min.
72°
48°
11 days 11
max.
Min.
59°
39°
16 days 16
max.
Min.
46°
28°
14 days 14
max.
Min.
37°
25°
20 days 20
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram in Stockbridge. The highest average temperatures are in the month of July. On the contrary, the coolest month is January. The rainiest month is December while the driest month is August.

7-Day Weather Forecast in Stockbridge

Sat, 1 Apr
62°
48°

15%

2 h

13 mi/h

Sun, 2 Apr
37°
21°

10%

10 h

12 mi/h

Mon, 3 Apr
55°
33°

15%

2 h

11 mi/h

Tue, 4 Apr
51°
41°

15%

1 h

6 mi/h

Wed, 5 Apr
53°
44°

15%

0 h

7 mi/h

Thu, 6 Apr
60°
42°

15%

0 h

12 mi/h

Fri, 7 Apr
48°
32°

5%

4 h

5 mi/h

Accommodations for your vacation in Stockbridge

More than half of the offers (50.49%) in Stockbridge are house rental. They are the most typical accommodations in this destination. Additionally, the median size of house rental in Stockbridge is 234 m² and they cost, on average, $646 per night. Furthermore, this type of accommodation is an excellent option for large groups, as most of the house rental can host 8 people. You can also consider other accommodation types in Stockbridge. Bed & Breakfast are, for example, another common accommodation type in this destination, with 29 listed accommodations. Our data reveals that the standard price of bed & breakfast is $448 per night for an area of 77 m².
What are the best places to discover the arts and culture of Stockbridge?

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.

What are the best activities for families in Stockbridge?

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.

Where are the unique attractions in Stockbridge?

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.

Information about vacation rentals in Stockbridge

🏡 Vacation rentals 187 properties
💳 Possible discounts up to 51%
🌙 Nightly prices starting at $147
⭐ Popular amenities Internet, TV and Air conditioning
🐾 Pet friendly accommodations 31 properties
🏊 Vacation rentals with pools 95 properties

Frequently Asked Questions

What is the price per night for a vacation rental in Stockbridge?

The price of a night's stay in Stockbridge starts at $147. If you’re interested in a house rental, the average price is $649 per night. A bed & breakfast Stockbridge will cost on average $439 per night.

How many vacation rentals are available for booking in Stockbridge?

Currently there are 187 vacation homes from 6 providers in Stockbridge.

What amenities are most popular for vacation homes in Stockbridge?

The most popular amenities for home rentals in Stockbridge include accommodations that have: Internet, TV, and Air conditioning.

Are dogs allowed in vacation rentals in Stockbridge?

If traveling with a pet in Stockbridge, 16% of rentals are pet-friendly.

What's the best time to travel to Stockbridge?

July and August are typically the warmest months in Stockbridge with temperatures around 81 °F. January and February in Stockbridge are the coldest, with 16 °F on average.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Stockbridge TripAdvisor Vacation Rentals in Stockbridge Vrbo Vacation Rentals in Stockbridge VacationRentals.com Vacation Rentals in Stockbridge HouseTrip Vacation Rentals in Stockbridge FlipKey Vacation Rentals in Stockbridge Homestay.com Vacation Rentals in Stockbridge Only-apartments Vacation Rentals in Stockbridge Interhome Vacation Rentals in Stockbridge Novasol Vacation Rentals in Stockbridge HomeEscape Vacation Rentals in Stockbridge

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