Search Southfield Cottages

Compare 78 Cottages in Southfield with updated reviews, rates, and availability.

Private Island - Largest Fresh Water Reservoir in Mass....
Property grounds
Private Island - Largest Fresh Water Reservoir in Mass....
10.0 out of 10, Exceptional, (3)
"So grateful to Bill for such a wonderful stay! The cottage was so lovely and had everything you could need for a weekend on the lake. Will definitely be returning in the future 😊"
Private Island - Largest Fresh Water Reservoir in Mass....
Perfect Vacation Get Away - Historical New Marlborough
Property grounds
Perfect Vacation Get Away - Historical New Marlborough
9.6 out of 10, Exceptional, (49)
"This was our first stop on a long journey from VA to ME, traveling with 2 dogs. It was perfect, the dogs were safe with lots of freedom to roam. What a beautiful, peaceful village and sweet little cottage."
The price is $150
$272 total
includes taxes & fees
Jun 24 - Jun 25
Perfect Vacation Get Away - Historical New Marlborough
Lakefront Tranquility/Fishermans Delight
Lake
Lakefront Tranquility/Fishermans Delight
9.8 out of 10, Exceptional, (14)
"The cabin was just what we needed to escape the hustle and bustle of work!! Just the right size to sit and relax by the water and enjoy an early morning or late evening canoe ride while the Eagle flew above us. Perfect spot for day hikes or day drinking at the wineries. Then enjoy a bonfire with a glass of wine and talk about all you did and what you want to do the next day!! Definitely recommend and will be back"
Lakefront Tranquility/Fishermans Delight
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Cozy cottage with kettle pond lake 2 minutes away
View from property
Cozy cottage with kettle pond lake 2 minutes away
Cozy cottage with kettle pond lake 2 minutes away
Idillic summer getaway in Litchfield Hills, CT.
Exterior
Idillic summer getaway in Litchfield Hills, CT.
10.0 out of 10, Exceptional, (11)
"Came here for a birthday getaway filled with hiking, and great restaurants! It rained the entire time, but this beautiful cottage was so relaxing, with the windows overlooking the private backyard, we simply sat and read and watched the rain roll by. Lots of room, spacious bedrooms. Great for a family."
Idillic summer getaway in Litchfield Hills, CT.
The Blue Elm - A Historic Berkshire Cottage
Exterior
The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, (2)
"If I could have given it more than 5 stars I would have. Beautiful, quiet area and the place is stunning. The gas fireplace in the dining area was great, has pretty much everything you could need and incredibly stylish (the retro fridge and microwave were very cool). Can’t speak to the pullout but the king in the master might have been the most comfortable bed I’ve ever slept in and the double shower is awesome. The hosts were friendly and responsive. Went to hike and the number of trails within...
The price is $200
$413 total
includes taxes & fees
Jun 16 - Jun 17
The Blue Elm - A Historic Berkshire Cottage
Two Bedroom Cottage Close To Town
Fridge, microwave, oven, stovetop
Two Bedroom Cottage Close To Town
9.2 out of 10, Wonderful, (12)
"Beautiful location and property. Close to hiking and dining. House is perfect and has everything you need."
Two Bedroom Cottage Close To Town
Quiet rustic cottage with shared lake access
Fridge, microwave, oven, stovetop
Quiet rustic cottage with shared lake access
10.0 out of 10, Exceptional, (94)
"A very nice stay. Communication with the host was great. We kept bothering her with questions and she responded quickly. The place is really beautiful. We lit a fire each night and played some of the provided games and watched Netflix. It's an easy drive to Great Barrington to get groceries at the Berkshire coop. We also took advantage of our surroundings and hikes on the AT a little each day. Next time we'll use the host's canoe to explore Lake Buel. The only minor complaint I would have is...
Quiet rustic cottage with shared lake access
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Beach nearby, sun loungers, beach towels
The Cottage at Highland Lake, year-round, waterfront with a boat dock
10.0 out of 10, Exceptional, (3)
"happen to get beautiful weather while staying at the cottage at highland lake. so nice to wake up with a view, and then at sunset to enjoy the glass like water."
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Fun Getaway Lakehouse in the Hudson Valley
Property grounds
Fun Getaway Lakehouse in the Hudson Valley
10.0 out of 10, Exceptional, (8)
"This was an excellent stay in a perfect location to explore both the Hudson Valley and the Berkshires. Host communicated seamlessly, and house is precisely as described. Very spacious and furnished in a neutral tones, minimalist style. Would recommend."
Fun Getaway Lakehouse in the Hudson Valley
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
Dining
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
10.0 out of 10, Exceptional, (2)
"Nestled among luxe lakefront properties, this tidy cabin was perfectly suited to relaxing in kayaks and family dinners. Near Great Barrington and lovely hikes. Exceeded all expectations for a last minute getaway."
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
Cottage Retreat - Historic Cottage Home w Home Gym
Interior
Cottage Retreat - Historic Cottage Home w Home Gym
6.0 out of 10, (3)
"Door code invalid as relayed. Check in time not honored. Upon entry thermostat read 41degrees on a a damp cold day. Multiple diffusers, plug-ins did not offset the dirty diaper, blood stained sheet, & foul bathroom smell. Meager linen supply, lack of detergent, rodent bags rounded out this thoroughly unpleasant experience."
Cottage Retreat - Historic Cottage Home w Home Gym
Cozy Hudson Valley Lake Cottage :Kayaks Included, great swimming, near Hudson!
Property grounds
Cozy Hudson Valley Lake Cottage :Kayaks Included, great swimming, near Hudson!
10.0 out of 10, Exceptional, (2)
"The house is very cozy with a well appointed kitchen and a beautiful view of the lake. We would like to go back some day. The host is very responsive and kind."
Cozy Hudson Valley Lake Cottage :Kayaks Included, great swimming, near Hudson!
Peaceful Goshen Cottage w/ Screened Porch & Views!
Fridge, microwave, stovetop, dishwasher
Peaceful Goshen Cottage w/ Screened Porch & Views!
9.0 out of 10, Wonderful, (27)
"House was just right for our needs . Very comfortable ,clean, and private. We were in the area for family weekend at Kent School, wish we had more time to spend at the home and enjoy the great outdoors with the fall foliage and the nice outdoor fireplace. would definitely stay here again.."
Peaceful Goshen Cottage w/ Screened Porch & Views!
Cozy Berkshires Cottage w/ 11 Private Acres!
Exterior
Cozy Berkshires Cottage w/ 11 Private Acres!
Cozy Berkshires Cottage w/ 11 Private Acres!
Beachwood Cottage
Property grounds
Beachwood Cottage
10.0 out of 10, Exceptional, (1)
"Second time staying at the property. Comfortable, low key cabin. Access to private beach a big plus. Near Lenox, Stockbridge and Tanglewood."
The price is $275
$543 total
includes taxes & fees
Jul 8 - Jul 9
Beachwood Cottage
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Interior
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
3.5 star property
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Beautiful Berkshires Cottage on Lake Buel
Interior
Beautiful Berkshires Cottage on Lake Buel
10.0 out of 10, Exceptional, (1)
"I’ve been visiting the Berkshires for decades and never stayed at a place with such an amazing view of Lake Buel! Sunrise right from my bed. The house was stocked with everything that was needed for an amazing weekend. Wonderful place to stay!"
Beautiful Berkshires Cottage on Lake Buel
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
Outdoor dining
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
9.0 out of 10, Wonderful, (33)
"The lakefront area was scenic and peaceful. The proximity of the property to Great Barrington and Stockbridge was a surprise (we did not know the area). The owner provided materials and tips on local sights and hiking trails that we useful. The time of year we went (end of May) turned out to be somewhat buggy - causing me to use the outside fireplace to keep them at bay. Overall, a nice experience."
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
A Charming Cottage - Secluded in Nature and Relaxing
Fridge, microwave, oven, stovetop
A Charming Cottage - Secluded in Nature and Relaxing
10.0 out of 10, Exceptional, (2)
"I’ve been dreaming of a NYC getaway for years and fell in love with this home!!! I love the cozy feeling of being in such magical woods with such a beautiful lake nearby. Having access to the teepee was so special and added even more character. The beds are soooo comfortable I can’t wait to go back!!!"
A Charming Cottage - Secluded in Nature and Relaxing
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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.

Other property types in Southfield

Romantic and Secluded Berkshire's Gem
Fridge, microwave, oven, stovetop
Romantic and Secluded Berkshire's Gem
10.0 out of 10, Exceptional, (9)
"My friends and I had an amazing time staying in the cozy cabin. 9 of us slept comfortably, the place was spotless, and so cute. We hope to visit again."
Romantic and Secluded Berkshire's Gem
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Interior
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Exterior
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (195)
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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.

Southfield Cottages information

Number of reviews
245
Accommodation
78 Cottages
Lowest Price
$150
Highest Price
$200

Frequently asked questions

How much do cottages in Southfield cost?
Cottages in Southfield range between $150 and $200 per night. These properties offer a chance to soak up nature’s beauty — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southfield?
You can choose from 78 cottages in Southfield. No matter if you’re traveling with the little ones or planning a weekend break with your besties, Expedia will help you find the right place to enjoy nature’s beauty.
Why book your cottage in Southfield with Expedia?
Booking a cottage in Southfield is as easy as working out your travel dates and picking your ideal place for a getaway in nature. From high-end retreats to affordable stays and cottages that feature perks like free WiFi, Expedia has something for all tastes. As for terrific deals? We’ve have them as well!
How can I find cheap cottages in Southfield?
Expedia is here to help you easily locate cheap cottages in Southfield. To book your perfect stay in just a few clicks, simply use our handy filter tool to tailor your search results by amenities, budget and star rating.
What is there to do in Southfield near my cottage?
Whatever you’re interested in, Southfield has plenty to keep you on the move. Ski Butternut, Mahaiwe Performing Arts Center and Umpachene Falls Park are on most travelers’ sightseeing itineraries. You shouldn’t miss Les Trois Emme Winery, Lake Buel and Magnolia Bluffs Casino either. With Expedia’s Southfield hotel deals, you’ll be able to see more wonderful attractions like these with the cash you save.

Recent reviews of Southfield hotels
Expedia verified reviews

The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

5/5 Excellent
"We are just stopping overnight, and feel we got lucky. This is a lovely small hotel on a lake with great views, boats to rent, and an excellent restaurant. It would be great for a vacation. "
A verified traveler stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
Posted 2 days ago
The Black Swan Lee - Lenox, Ascend Hotel Collection