Accommodations in Stockbridge, MA: Compare 10+ Sites & Save

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261 Best Accommodations in Stockbridge (Starting from $203)

Steps to Downtown Stockbridge Home with Patio!
Steps to Downtown Stockbridge Home with Patio!
House
Stockbridge, MA, USA
0.6k from Stockbridge center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms5 Guests
New to Booking
$260
Average price / night
Check Availability
Hearth House | Prime Location!
Hearth House | Prime Location!
House
Stockbridge, MA, 01262, United States
0.3k from Stockbridge center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, No Smoking

2 Bedrooms5 Guests
New to Booking
$442
Average price / night
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2 Mi to Norman Rockwell Museum Stockbridge Apt!
2 Mi to Norman Rockwell Museum Stockbridge Apt!
Apartment
Stockbridge, MA, USA
0.6k from Stockbridge center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$203
Average price / night
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InTown Victorian Front House 5 Bd 3.5 Ba Back House 6 Bd 4 Ba Both 11 Bd  7.5 Ba
InTown Victorian Front House 5 Bd 3.5 Ba Back House 6 Bd 4 Ba Both 11 Bd 7.5 Ba
House
Stockbridge, MA, 01263, United States
0.5k from Stockbridge center

AC, Barbecue, Breakfast Available, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet

12 Bedrooms24 Guests
9.8

Exceptional

59 reviews

$873
Average price / night
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Too Good AKA 2 Goodrich St
Too Good AKA 2 Goodrich St
House
Stockbridge, MA, USA
1.3k from Stockbridge center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

8 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$499
Average price / night
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The Cottage
The Cottage
Bed & Breakfast
Stockbridge, Massachusetts, USA
1.3k from Stockbridge center

Private Beach, Smoking, Oceanfront, Air Conditioner, Parking, Balcony/Terrace, Ocean View

2 Bedrooms6 Guests
5.4

Review score

63 reviews

$259
Average price / night
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A Grand property in Historic Stockbridge
A Grand property in Historic Stockbridge
House
Stockbridge, MA, 01262, United States
0.7k from Stockbridge center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms12 Guests
10.0

Exceptional

105 reviews

$1271
Average price / night
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Stockbridge Retreat with Pool and Hot Tub!
Stockbridge Retreat with Pool and Hot Tub!
House
Stockbridge, MA, USA
1.8k from Stockbridge center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

4 Bedrooms10 Guests
New to Booking
$1413
Average price / night
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Stockbridge Village in Summer
Stockbridge Village in Summer
House
Stockbridge, MA, 01262, United States
1.0k from Stockbridge center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.0

Fabulous

20 reviews

$282
Average price / night
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Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires
Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires
House
Stockbridge, MA, USA
1.9k from Stockbridge center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$351
Average price / night
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Stockbridge  pied-à-terre
Stockbridge pied-à-terre
House
Stockbridge, MA, 01262, United States
1.1k from Stockbridge center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom3 Guests
10.0

Exceptional

15 reviews

$265
Average price / night
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1 Mi to Dtwn Cottage with Large Yard in Stockbridge
1 Mi to Dtwn Cottage with Large Yard in Stockbridge
House
Stockbridge, MA, USA
2.0k from Stockbridge center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$354
Average price / night
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Historic Rectory Retreat in Stockbridge – Getaway for 8-12 Guests
Historic Rectory Retreat in Stockbridge – Getaway for 8-12 Guests
House
Stockbridge, MA, 01262, United States
1.1k from Stockbridge center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

5 Bedrooms12 Guests
10.0

Exceptional

11 reviews

$911
Average price / night
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Stockbridge Country Inn
Stockbridge Country Inn
Bed & Breakfast
Stockbridge, Massachusetts, USA
2.3k from Stockbridge center

B&bs, Accommodations, Pools, Parking, 4-star, Lodgings, Vacation rentals, Places to stay, Accessible hotels

8 Bedrooms16 Guests
9.3

Superb

9 reviews

$314
Average price / night
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Beautifully Restored 1860's Stockbridge Farmhouse- short walk to downtown!
Beautifully Restored 1860's Stockbridge Farmhouse- short walk to downtown!
House
Stockbridge, MA, 01262, United States
1.2k from Stockbridge center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$479
Average price / night
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Classic Stockbridge Cottage
Classic Stockbridge Cottage
House
Stockbridge, MA, USA
2.4k from Stockbridge center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$308
Average price / night
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Two Blocks from the Red Lion Inn & next to Berkshire Theater
Two Blocks from the Red Lion Inn & next to Berkshire Theater
House
Stockbridge, MA, 01262, United States
1.2k from Stockbridge center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$387
Average price / night
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Tranquil 3 BR Stockbridge House with Private Deck!
Tranquil 3 BR Stockbridge House with Private Deck!
House
Stockbridge, MA, USA
2.7k from Stockbridge center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$265
Average price / night
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Just a min from Downtown Stockbridge  on 11 Acres
Just a min from Downtown Stockbridge on 11 Acres
House
Stockbridge, MA, 01262, United States
1.3k from Stockbridge center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

78 reviews

$581
Average price / night
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Private Berkshire Escape Special April Pricing select your dates for discount Monthly Pricing
Private Berkshire Escape Special April Pricing select your dates for discount Monthly Pricing
House
Lee, MA, USA
3.0k from Stockbridge center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

10 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$649
Average price / night
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Clean & Modern space with a mix of original warmth and charming renovation.
Clean & Modern space with a mix of original warmth and charming renovation.
Apartment
Stockbridge, MA, 01262, United States
1.4k from Stockbridge center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

24 reviews

$308
Average price / night
Check Availability
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
House
Stockbridge, MA, 01262, United States
1.4k from Stockbridge center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

35 reviews

$726
Average price / night
Check Availability
Special Spring Rate!\nClassic Berkshire Retreat
Special Spring Rate!\nClassic Berkshire Retreat
House
Stockbridge, MA, 01262, United States
1.5k from Stockbridge center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms10 Guests
9.6

Exceptional

10 reviews

$360
Average price / night
Check Availability
Stylish 5 bed/5 bath Hilltop Manor + Cottage - EV charger - Amazing location!!
Stylish 5 bed/5 bath Hilltop Manor + Cottage - EV charger - Amazing location!!
House
Stockbridge, MA, 01262, United States
1.5k from Stockbridge center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

5 Bedrooms11 Guests
9.8

Exceptional

9 reviews

$902
Average price / night
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Serene and Refined Berkshires Retreat, Close to Kripalu, Gardens & 3 Ski Resorts
Serene and Refined Berkshires Retreat, Close to Kripalu, Gardens & 3 Ski Resorts
House
Stockbridge, MA, 01262, United States
1.6k from Stockbridge center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$630
Average price / night
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Stockbridge Village Cottage With Mountain View’s and walk to town
Stockbridge Village Cottage With Mountain View’s and walk to town
House
Stockbridge, MA, 01262, United States
1.6k from Stockbridge center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms6 Guests
9.8

Exceptional

63 reviews

$458
Average price / night
Check Availability
Brand New Barn House w/ EV charger
Brand New Barn House w/ EV charger
House
Stockbridge, MA, 01262, United States
1.7k from Stockbridge center

AC, Arcade, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$532
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Accommodations in Stockbridge.

Stay Near Stockbridge's Top Attractions

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Stockbridge Accommodations on the Map

Frequently Asked Questions

You can explore 261 verified accommodations in Stockbridge, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Stockbridge vary based on property type, location, and travel dates. Rates typically start from around $203 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Stockbridge.

Yes, Stockbridge offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 49 listings in Stockbridge are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Stockbridge, booking several months ahead can help secure your preferred property.

Accommodations in Stockbridge commonly include amenities such as Fireplace/Heating, Laundry, and Internet. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Stockbridge focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Stockbridge.