Southfield Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Southfield vacation rentals

Property grounds

Apartment in Granby

Peaceful Meadow Retreat
10.0 out of 10, Exceptional, (18 reviews)
"We stayed here as a quick overnight trip for events in the area. We really enjoyed the property, reading through the guestbook, and the local pizza place La Figata. "
United States
Kaleigh L.
The price is ￥13,513
￥27,919 total
includes taxes & fees
Mar 24 - Mar 25
Peaceful Meadow Retreat
Exterior

Apartment in Torrington

Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
9.2 out of 10, Wonderful, (5 reviews)
"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."
United States
Rhonda H.
The price is ￥14,424
￥55,288 total
includes taxes & fees
Mar 16 - Mar 17
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
Exterior detail

Vacation Home in Goshen

CT Gate House Goshen CT, Gate House Goshen CT
9.4 out of 10, Exceptional, (9 reviews)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is ￥16,963
￥102,727 total
includes taxes & fees
Mar 16 - Mar 17
CT Gate House Goshen CT, Gate House Goshen CT
Living area

Apartment in Torrington

Art House 3 Beds Close to Warner Theater
The price is ￥21,415
￥65,665 total
includes taxes & fees
Mar 16 - Mar 17
Art House 3 Beds Close to Warner Theater
Property grounds

Vacation Home in Russell

Big farmhouse in the foothills of the Berkshires
10.0 out of 10, Exceptional, (143 reviews)
"Perfect spot for a family celebration!"
United States
Kerry P.
The price is ￥31,946
￥58,586 total
includes taxes & fees
Mar 24 - Mar 25
Big farmhouse in the foothills of the Berkshires
Private kitchen

Vacation Home in Torrington

Litchfield Retreat, Wineries, Foliage & Skiing
The price is ￥41,690
￥63,996 total
includes taxes & fees
Mar 16 - Mar 17
Litchfield Retreat, Wineries, Foliage & Skiing
Exterior

Apartment in Torrington

Cozy Modern Farmhouse Private Apt - 3 Beds
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
United Kingdom
Louisa A.
The price is ￥19,455
￥62,967 total
includes taxes & fees
Mar 16 - Mar 17
Cozy Modern Farmhouse Private Apt - 3 Beds
Desk, iron/ironing board, WiFi, bed sheets

Apartment in Hillsdale

The Brooks Motel: Exceptional Suite
7.0 out of 10, Good, (4 reviews)
"Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor."
United States
John P.
The price is ￥23,960
￥30,413 total
includes taxes & fees
Mar 16 - Mar 17
The Brooks Motel: Exceptional Suite
Dining

Vacation Home in Goshen

Whispering Estate Guest House - Countryside Getaway
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful property and great location. A true retreat. "
United States
Andrea B.
The price is ￥86,254
￥140,482 total
includes taxes & fees
Mar 16 - Mar 17
Whispering Estate Guest House - Countryside Getaway
Exterior

Apartment in Salisbury

Dugway Hideaway Walking Distance to Lime Rock Park
9.2 out of 10, Wonderful, (15 reviews)
"Super clean, great communication and Super location if you are going to the track. Love my stay there, will definitely do it again and definitely recommend."
United States
Brig
The price is ￥31,946
￥49,357 total
includes taxes & fees
Mar 16 - Mar 17
Dugway Hideaway Walking Distance to Lime Rock Park
Smart TV, books

Vacation Home in Sherwood Forest

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
9.8 out of 10, Exceptional, (14 reviews)
"Nicole was very attentive and very quick to respond to any question we had. Her cottage was perfect for a quiet getaway, just what everybody needs!"
United States
Matthew F.
The price is ￥25,589
￥63,017 total
includes taxes & fees
Mar 16 - Mar 17
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Interior

Apartment in Torrington

Pristine, Walkable downtown, Entire 2 Bedroom apartment
10.0 out of 10, Exceptional, (17 reviews)
"Everything about our stay was great - Corin and Jen were wonderful hosts. The place is spotless, cozy, comfy. Love that they were right next to the Green Way Trail along the river. Will absolutely stay there again! "
United States
Kate B.
The price is ￥26,355
￥45,483 total
includes taxes & fees
Mar 16 - Mar 17
Pristine, Walkable downtown, Entire 2 Bedroom apartment
1 bedroom, desk, iron/ironing board, WiFi

Apartment in Torrington

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
The price is ￥20,629
￥64,552 total
includes taxes & fees
Mar 16 - Mar 17
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Interior

Vacation Home in Great Barrington

Cozy Riverside Berkshires Retreat
9.0 out of 10, Wonderful, (12 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is ￥32,345
￥50,581 total
includes taxes & fees
Mar 16 - Mar 17
Cozy Riverside Berkshires Retreat
Exterior

Vacation Home in Stockbridge

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
10.0 out of 10, Exceptional, (35 reviews)
"Julie was an excellent host. She responded quickly to my questions and provided us with a long list of local restaurants and activities.The house is lovely! It was very clean and had everything that we would need for our stay. We appreciated the big kitchen and the open living room- dining room space. "
United States
Kathleen E.
The price is ￥57,343
￥112,225 total
includes taxes & fees
Mar 17 - Mar 18
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Dining

Apartment in Torrington

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
10.0 out of 10, Exceptional, (1 review)
"Good communication. Clean place in good location. Would stay again. "
United States
Jaimie S.
The price is ￥32,906
￥81,571 total
includes taxes & fees
Mar 16 - Mar 17
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Interior

Cabin in Sheffield

Guesthouse Cabin vacation rentals in Berkshire County
10.0 out of 10, Exceptional, (10 reviews)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
The price is ￥63,892
￥109,905 total
includes taxes & fees
Mar 17 - Mar 18
Guesthouse Cabin vacation rentals in Berkshire County
Exterior

Vacation Home in Goshen

Sequoia House Charming Goshen Getaway – Quiet Retreat in Litchfield Hills
10.0 out of 10, Exceptional, (1 review)
"Without a doubt, we will be back! Your home was so beautiful, warm and comfortable. Our host was so helpful and friendly. We can't thank you enough for providing such a wonderful experience to our trip. "
United States
Linda D.
The price is ￥42,328
￥94,680 total
includes taxes & fees
Mar 16 - Mar 17
Sequoia House Charming Goshen Getaway – Quiet Retreat in Litchfield Hills
TV

Vacation Home in Monterey

Treetop Hideaway in Tyringham
9.0 out of 10, Wonderful, (10 reviews)
"This was the perfect location for our mom and daughters weekend! Spacious comfortable. Our only regret was that we didn’t stay longer!"
United States
Sarah B.
The price is ￥42,169
￥89,146 total
includes taxes & fees
Mar 16 - Mar 17
Treetop Hideaway in Tyringham
Property grounds

Vacation Home in Sheffield

Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (42 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is ￥37,856
￥80,467 total
includes taxes & fees
Mar 29 - Mar 30
Cheerful 3-bedroom cottage with woodstove
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

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"The room I had was clean and updated. Rest of the hotel is old and walls are very thin Lake view and continental breakfast was very good"
susanne L 1-night trip
Posted 3 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Find out more about Southfield

Search for holiday rentals in Southfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Southfield using one of the methods below:

  • View our selection of featured holiday rentals in Southfield
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  • Enter your travel dates to view the best deals on holiday rentals in Southfield while they last

Look no further and take a look at our great range of rental properties in Southfield!

Frequently asked questions

Are there vacation rentals in Southfield?

Yes, there are vacation rentals close to the most popular sights in Southfield, or you can go with a more secluded option if you want a relaxing place to stay. Southfield is known for its parks.

What's the top vacation rental that Southfield has to offer?

Family Ski Getaway in the Berkshires: This vacation home rental outside of Southfield is located on a river and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and kitchenware, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Southfield?

Choose from 9 Expedia vacation rentals in Southfield for a memorable vacation.

What’s there to see and do in Southfield?

Umpachene Falls Park and Cookson State Forest are a couple of lovely local spots to get outside and enjoy nature. Campbell Falls State Park and Suter Farm are other places to visit while you're in town.

What’s a vacation rental in Southfield like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Southfield. Vacation rentals offer extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family gatherings.