Southfield Vacation Rentals

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Check prices for these dates

In two weeks
Sep 19 - Sep 21
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30
In four months
Dec 26 - Dec 28

Browse Select Southfield Vacation Homes

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Outdoor dining

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
The price is CA $223
CA $545 total
includes taxes & fees
Sep 4 - Sep 5
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Smart TV, books

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

9.6 out of 10, Exceptional, (8)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
The price is CA $245
CA $573 total
includes taxes & fees
Sep 22 - Sep 23
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Charming 3-bedroom Modern cottage with lakeside views
Property grounds

Charming 3-bedroom Modern cottage with lakeside views

2.0 star property
The price is CA $1,238
CA $2,044 total
includes taxes & fees
Sep 8 - Sep 9
Charming 3-bedroom Modern cottage with lakeside views
Home in Great Barrington
Fridge, microwave, oven, stovetop

Home in Great Barrington

9.8 out of 10, Exceptional, (23)
"Enjoyed our stay!!!"
The price is CA $230
CA $381 total
includes taxes & fees
Sep 10 - Sep 11
Home in Great Barrington
CT Gate House Goshen CT, Gate House Goshen CT
Exterior detail

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
10.0 out of 10, Exceptional, (5)
"Wonderful stay. It really is a gate house. The property is beautiful and the house is spacious. If I was eloquent,I could go on and on... "
The price is CA $284
CA $1,061 total
includes taxes & fees
Sep 7 - Sep 8
CT Gate House Goshen CT, Gate House Goshen CT
Big farmhouse in the foothills of the Berkshires
Property grounds

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (139)
"Lovely old farmhouse with authentic yet comfortable furnishings. Would recommend!"
The price is CA $275
CA $504 total
includes taxes & fees
Sep 4 - Sep 5
Big farmhouse in the foothills of the Berkshires
Charming Retreat at Stone Hill Estate – Nature Meets Luxury
Dining

Charming Retreat at Stone Hill Estate – Nature Meets Luxury

10.0 out of 10, Exceptional, (2)
"Beautiful property and great location. A true retreat. "
The price is CA $550
CA $972 total
includes taxes & fees
Sep 8 - Sep 9
Charming Retreat at Stone Hill Estate – Nature Meets Luxury
Sun Filled Lenox Retreat - Minutes to Tanglewood!
Fridge, microwave, oven, stovetop

Sun Filled Lenox Retreat - Minutes to Tanglewood!

10.0 out of 10, Exceptional, (1)
"Very charming, comfortable, and clean. It was in a great location and only minutes away from a lot of sightseeing locations. House management was very accommodating and friendly. I would stay here again."
The price is CA $314
CA $713 total
includes taxes & fees
Sep 18 - Sep 19
Sun Filled Lenox Retreat - Minutes to Tanglewood!
Bungalow in the Berkshires
Exterior

Bungalow in the Berkshires

10.0 out of 10, Exceptional, (2)
"Great location, very clean and well appointed with everyth"
The price is CA $516
CA $693 total
includes taxes & fees
Sep 7 - Sep 8
Bungalow in the Berkshires
Cheerful 3-bedroom cottage with woodstove
Property grounds

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (39)
"We thoroughly enjoyed our stay and would go again. The host was easy to communicate with and answered our questions quickly. Hope we get to take advantage of the pretty backyard next time. "
The price is CA $327
CA $682 total
includes taxes & fees
Sep 9 - Sep 10
Cheerful 3-bedroom cottage with woodstove
Cozy. Clean. Free bagel shop. 3 Fireplaces.
Private kitchen

Cozy. Clean. Free bagel shop. 3 Fireplaces.

The price is CA $495
CA $829 total
includes taxes & fees
Sep 4 - Sep 5
Cozy. Clean. Free bagel shop. 3 Fireplaces.
Cozy Carriage House room with a double bed and private balcony
1 bedroom, bed sheets

Cozy Carriage House room with a double bed and private balcony

The price is CA $329
CA $472 total
includes taxes & fees
Sep 14 - Sep 15
Cozy Carriage House room with a double bed and private balcony
Great Barrington Get Away
Fridge, microwave, oven, stovetop

Great Barrington Get Away

9.4 out of 10, Exceptional, (23)
"The host was very communicative and responsive during our arrival and check out. The listing and everything was as it said we were very pleased with both the location of the home and the actual home itself and the property walking distance to town truly cannot say enough. Thank you for Your hospitality. Our family is very grateful. "
The price is CA $414
CA $733 total
includes taxes & fees
Oct 1 - Oct 2
Great Barrington Get Away
Spacious 5-bedroom house in charming Lee with WiFi
5 bedrooms, iron/ironing board, WiFi, bed sheets

Spacious 5-bedroom house in charming Lee with WiFi

The price is CA $447
CA $922 total
includes taxes & fees
Sep 10 - Sep 11
Spacious 5-bedroom house in charming Lee with WiFi
Experience Timeless Elegance in The Edith Wharton Room!
1 bedroom, bed sheets, wheelchair access

Experience Timeless Elegance in The Edith Wharton Room!

The price is CA $285
CA $415 total
includes taxes & fees
Sep 14 - Sep 15
Experience Timeless Elegance in The Edith Wharton Room!
Elegant Carriage House room with a queen bed and private patio.
1 bedroom, WiFi, bed sheets

Elegant Carriage House room with a queen bed and private patio.

The price is CA $308
CA $447 total
includes taxes & fees
Sep 10 - Sep 11
Elegant Carriage House room with a queen bed and private patio.
Historic Susan B. Anthony Room - Cozy & Charming Stay
Terrace/patio

Historic Susan B. Anthony Room - Cozy & Charming Stay

The price is CA $351
CA $500 total
includes taxes & fees
Sep 14 - Sep 15
Historic Susan B. Anthony Room - Cozy & Charming Stay
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
1 bedroom, bed sheets

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

The price is CA $494
CA $686 total
includes taxes & fees
Sep 18 - Sep 19
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Fireplace

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

The price is CA $450
CA $629 total
includes taxes & fees
Sep 14 - Sep 15
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Fireplace

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

The price is CA $562
CA $770 total
includes taxes & fees
Sep 15 - Sep 16
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southfield Hotel Reviews

Find out more about Southfield

Find out more about Southfield

Southfield Vacation Homes information

Number of reviews
Accommodation
414 Vacation Homes
Lowest Price
CA $327
Highest Price
CA $327

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