Search South Lee Cottages

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 81 Cottages in South Lee 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 reviews
"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 reviews
"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
Charming historic cottage on scenic road to Mt. Greylock
Property grounds
Charming historic cottage on scenic road to Mt. Greylock
10.0 out of 10, Exceptional, 94 reviews
"I adored my stay at The Stone School. Rich and Cheryl were terrific hosts who had great suggestions for food and things to do. And the whole experience was easy to navigate. Excellent marks for cleanliness, comfort, ease of parking, quiet & solitude, quaintness, local pleasures. I found it perfect for myself and it would also be ideal for a couple (or perhaps a couple with one or two young children.) The bathroom is on the first floor with a modern sink and vanity; everything looks brand...
Charming historic cottage on scenic road to Mt. Greylock
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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
The Blue Elm - A Historic Berkshire Cottage
Exterior
The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, 2 reviews
"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
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 reviews
"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
Fun Getaway Lakehouse in the Hudson Valley
Property grounds
Fun Getaway Lakehouse in the Hudson Valley
10.0 out of 10, Exceptional, 8 reviews
"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 reviews
"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
Cozy Berkshire cottage with fireplace.
Fridge, microwave, oven, stovetop
Cozy Berkshire cottage with fireplace.
10.0 out of 10, Exceptional, 20 reviews
"the property was very well maintain, the host put alot of very personal and special touches inside the house.i have stayed in alot of houses over the years, but this one the host made you feel right at home."
Cozy Berkshire cottage with fireplace.
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 reviews
"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!
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 review
"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!
Spacious Historic Home in the Berkshires!
Interior
Spacious Historic Home in the Berkshires!
3.0 star property
Spacious Historic Home in the Berkshires!
Beautiful Berkshires Cottage on Lake Buel
Interior
Beautiful Berkshires Cottage on Lake Buel
10.0 out of 10, Exceptional, 1 review
"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 reviews
"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!
Waterfalls and Trails at 'the Mills At Green Hole'
Interior
Waterfalls and Trails at 'the Mills At Green Hole'
3.5 star property
Waterfalls and Trails at 'the Mills At Green Hole'
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 reviews
"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
Cottage in the Clouds With Mountain Views
Property grounds
Cottage in the Clouds With Mountain Views
10.0 out of 10, Exceptional, 1 review
"A sanctuary for writers and astronomers! Exquisite cottage and surroundings. Short hop to all that goes on in the Berkshires. You won't want to leave!"
Cottage in the Clouds With Mountain Views
Underhill Cottage
Interior
Underhill Cottage
Underhill Cottage
Don't see what you're looking for?
See all available properties in South Lee
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 South Lee

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Exterior
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.8 out of 10, Exceptional, 7 reviews
"We had a great stay while skiing for 2 days at nearby Catamount ski resort. The kitchen and house were fully stocked with all essentials. Netflix access enabled us to enjoy a family movie after a long day of skiing. Cozy house and quiet area.......nice to wake up to hear birds chirping!!"
The price is $159
$334 total
includes taxes & fees
Jun 30 - Jul 1
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
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 reviews
"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 reviews
"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.

South Lee Cottages information

Number of reviews
288
Accommodation
81 Cottages
Lowest Price
$150
Highest Price
$275

Frequently asked questions

How much do cottages in South Lee cost?
Prices for cottages in South Lee range between $150 and $275 per night. No matter your budget, you’re sure to find a perfect place to touch base with nature. 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 South Lee?
Pack your suitcase and pick from 81 cottages in South Lee. Hoping to find a place where you can immerse yourself in nature? Expedia can help you find your ideal getaway in a simple click or two.
Why book your cottage in South Lee with Expedia?
Booking a cottage in South Lee is as simple as working out your travel dates and choosing an ideal place for a getaway in the outdoors. From luxurious retreats to inexpensive properties and cottages that come with perks like a hot tub, Expedia has something for all tastes and styles. As for unbeatable deals? We’ve got you covered!
How can I find cheap cottages in South Lee?
Expedia can help you easily locate cheap cottages in South Lee. To lock in your ideal stay in just a few clicks, simply use the filter tool to refine your search results by budget, star rating and amenities.
What is there to do in South Lee near my cottage?
You’ll find plenty of awesome things to do in South Lee. Check out popular attractions like Ski Butternut, Norman Rockwell Museum and Shakespeare and Company. October Mountain State Forest, Mahaiwe Performing Arts Center and Berkshire Theatre Festival also lure many visitors.

Recent reviews of South Lee hotels
Expedia verified reviews

Life House Berkshires

Life House Berkshires

5/5 Excellent
"Like the atmosphere and the service provided at the front desk "
A verified traveler stayed at Life House Berkshires
Posted 2 days ago
Life House Berkshires