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

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49 Best Accommodations in Southfield (Starting from $196)

The Mill River Cabin with Fireplace and River View!
The Mill River Cabin with Fireplace and River View!
House
Mill River, MA, USA
4.4k from Southfield center

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

2 Bedrooms5 Guests
10.0

Exceptional

6 reviews

$259
Average price / night
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Converted Berkshire schoolhouse on a quiet river
Converted Berkshire schoolhouse on a quiet river
House
New Marlborough, MA, 01259, United States
2.9k from Southfield center

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

3 Bedrooms5 Guests
10.0

Exceptional

39 reviews

$289
Average price / night
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Summer and Fall in Sheffield with Monthly Special Pricing Available
Summer and Fall in Sheffield with Monthly Special Pricing Available
House
Sheffield, MA, USA
6.8k from Southfield center

Barbecue/Outdoor Cooking, Security/Safety, Sports/Activities, Pool, Pet Friendly, Internet, Skiing

6 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$299
Average price / night
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 Beautiful Berkshire Home  -  in the heart of Southfield, Ma. -The Berkshires
Beautiful Berkshire Home - in the heart of Southfield, Ma. -The Berkshires
House
New Marlborough, MA, 01259, United States
3.0k from Southfield center

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

3 Bedrooms6 Guests
New to Booking
$375
Average price / night
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Ashley Falls Home with Fire Pit Hike and Ski!
Ashley Falls Home with Fire Pit Hike and Ski!
House
MA, USA
8.2k from Southfield center

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

5 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$231
Average price / night
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Romantic and Secluded Berkshire's Gem
Romantic and Secluded Berkshire's Gem
Cabin
New Marlborough, MA, 01259, United States
3.3k from Southfield center

AC, Balcony, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms12 Guests
9.8

Exceptional

18 reviews

$641
Average price / night
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Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9
Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9
House
New Marlborough, MA, USA
9.2k from Southfield center

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

1 Bedroom9 Guests
New to Booking
$196
Average price / night
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Sunset Falls: A Berkshire Mountain Luxury Retreat
Sunset Falls: A Berkshire Mountain Luxury Retreat
House
New Marlborough, MA, 01230, United States
3.3k from Southfield center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Heater

6 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$4944
Average price / night
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Manor House Inn
Manor House Inn
Bed & Breakfast
Norfolk, CT, USA
9.9k from Southfield center

B&bs, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
9.3

Superb

15 reviews

$292
Average price / night
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Cozy escape in the trees of the Berkshires
Cozy escape in the trees of the Berkshires
House
Great Barrington, MA, 01230, United States
3.5k from Southfield center

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

5 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$662
Average price / night
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Picturesque cottage house with nearby lake and cafe
Picturesque cottage house with nearby lake and cafe
House
New Marlborough, MA, 01230, United States
3.6k from Southfield center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$294
Average price / night
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 Konkapot Cottage, Pastoral Bliss With Wide Views
Konkapot Cottage, Pastoral Bliss With Wide Views
House
New Marlborough, MA, 01259, United States
3.9k from Southfield center

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

3 Bedrooms6 Guests
10.0

Exceptional

21 reviews

$331
Average price / night
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Restful pastoral, kids-friendly house w/ gardens, views, swimming pool, sauna
Restful pastoral, kids-friendly house w/ gardens, views, swimming pool, sauna
House
Southfield, MA, 01259, United States
4.0k from Southfield center

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

4 Bedrooms8 Guests
10.0

Exceptional

21 reviews

$463
Average price / night
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Canaan Valley Home, A Berkshires Getaway
Canaan Valley Home, A Berkshires Getaway
House
Canaan, CT, 06018, United States
4.1k from Southfield center

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

4 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$380
Average price / night
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Berkshire Riverfront Ski Cabin: Close to Hiking!
Berkshire Riverfront Ski Cabin: Close to Hiking!
Cabin
Southfield, MA, 01244, United States
4.4k from Southfield center

AC, Barbecue, Free Parking, Heater, Kitchen, Living Area, No Smoking, Outdoor Grill, Outdoor Space

2 Bedrooms5 Guests
9.6

Exceptional

44 reviews

$271
Average price / night
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Cosmo Cabin: Your Cozy Escape
Cosmo Cabin: Your Cozy Escape
Cabin
New Marlborough, MA, 01230, United States
4.9k from Southfield center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

2 Bedrooms3 Guests
New to Booking
$307
Average price / night
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Fickle Fox Farm.  It’s snow season! Lifts are open. Fireplace is crackling!
Fickle Fox Farm. It’s snow season! Lifts are open. Fireplace is crackling!
House
Canaan, CT, 06018, United States
4.9k from Southfield center

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

3 Bedrooms11 Guests
10.0

Exceptional

21 reviews

$530
Average price / night
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Meadow Top Cottage: Countryside Cottage on 72 Acres
Meadow Top Cottage: Countryside Cottage on 72 Acres
House
New Marlborough, MA, 01230, United States
5.0k from Southfield center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$358
Average price / night
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Hilltop Escape with Views & Hot Tub
Hilltop Escape with Views & Hot Tub
House
New Marlborough, MA, 01230, United States
5.2k from Southfield center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$569
Average price / night
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Luxurious Mountain Retreat - Private 40-Acre Family Haven
Luxurious Mountain Retreat - Private 40-Acre Family Haven
House
Sheffield, MA, 01257, United States
5.4k from Southfield center

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

4 Bedrooms9 Guests
9.6

Exceptional

9 reviews

$843
Average price / night
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1850 3-bedroom+private office Mill House updated w historic charm Berkshires, MA
1850 3-bedroom+private office Mill House updated w historic charm Berkshires, MA
House
New Marlborough, MA, 01230, United States
5.8k from Southfield center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms4 Guests
New to Booking
$203
Average price / night
Check Availability
Come to the Berkshires for outdoor enthusiast, or a relaxing couple retreat
Come to the Berkshires for outdoor enthusiast, or a relaxing couple retreat
Cabin
Sandisfield, MA, 01255, United States
5.9k from Southfield center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

2 Bedrooms6 Guests
9.4

Superb

24 reviews

$197
Average price / night
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Log Cabin w/ fire pit, close to Ski Catamount, Butternut Ski, Great Barrington
Log Cabin w/ fire pit, close to Ski Catamount, Butternut Ski, Great Barrington
House
Sheffield, MA, 01222, United States
6.0k from Southfield center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$487
Average price / night
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New England Family Home with Hot Tub and Pool
New England Family Home with Hot Tub and Pool
House
New Marlborough, MA, 01230, United States
6.0k from Southfield center

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

5 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$558
Average price / night
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Steepletop: Nature Lover’s Paradise w/Rec Room
Steepletop: Nature Lover’s Paradise w/Rec Room
House
New Marlborough, MA, 01230, United States
7.4k from Southfield center

Balcony, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.6

Exceptional

4 reviews

$467
Average price / night
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Hot tub, Sauna, Game Room, Fireplaces + Heated Pool in Summer!
Hot tub, Sauna, Game Room, Fireplaces + Heated Pool in Summer!
House
New Marlborough, MA, 01230, United States
7.4k from Southfield center

AC, Arcade, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms14 Guests
New to Booking
$1274
Average price / night
Check Availability
Beautiful Berkshire Home - Enjoy summer, fall & winter attractions
Beautiful Berkshire Home - Enjoy summer, fall & winter attractions
House
Sheffield, MA, 01257, United States
7.5k from Southfield center

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

3 Bedrooms7 Guests
10.0

Exceptional

15 reviews

$560
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 Southfield.

Southfield Accommodations on the Map

Frequently Asked Questions

You can explore 49 verified accommodations in Southfield, 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 Southfield vary based on property type, location, and travel dates. Rates typically start from around $196 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 Southfield.

Yes, Southfield offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 20 listings in Southfield 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 Southfield, booking several months ahead can help secure your preferred property.

Accommodations in Southfield commonly include amenities such as Fireplace/Heating, Wellness Facilities, and Bedding/Linens. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Southfield 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 Southfield.