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Compare 278 Vacation Homes in Falls Village with updated reviews, rates, and availability.

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Living area

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

9.6 out of 10, Exceptional, (18)
"Very nice, as expected! "
The price is AED 694
AED 1,353 total
includes taxes & fees
24 Nov - 25 Nov
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Private Annex/Former Artist Studio
Room

Private Annex/Former Artist Studio

10.0 out of 10, Exceptional, (46)
"The owner greeted us the first night. Very pleasant and super friendly. The space is beautiful and the fact that it was once an artist's studio for me made it even more special. The nearby lake is gorgeous. We brought our dog and she was very relaxed and comfortable for the stay. I thoroughly enjoyed the property and our mini vacation! "
Private Annex/Former Artist Studio
Spectacular views and close to Great Barrington.
Private kitchen

Spectacular views and close to Great Barrington.

10.0 out of 10, Exceptional, (1)
"A beautiful place for our grown family to congregate. Easy commute to Tanglewood, a pool to keep us cool, and a wonderful kitchen to cook in. There are lots of other houses within view but not bothersome. Had a great stay here."
Spectacular views and close to Great Barrington.
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Beautiful 5BR Lake House on Highland Lake

Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!

10.0 out of 10, Exceptional, (90)
"Beautiful spot on the lake. Great house. "
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
View from deck looking over our dock on a still day in last days of October.

4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi

10.0 out of 10, Exceptional, (146)
"Beautiful fall colors surrounding the lake. "
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
Amazing Entertainment Space

Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!

10.0 out of 10, Exceptional, (134)
"Everything about this property makes it a wonderful get-away … gorgeous woodland and trails on property, quiet and remote but with all the comforts of a spacious home. The barn renovation is perfect - the right balance of original charm and modern amenities. The hot tub and sauna, and outdoor fire pit, made it a 100% fun and relaxing weekend for my family. This property truly is a slice of paradise! "
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
Tranquil Litchfield Connecticut Retreat".
Terrace/patio

Tranquil Litchfield Connecticut Retreat".

9.6 out of 10, Exceptional, (7)
"Quick trip"
The price is AED 808
AED 1,160 total
includes taxes & fees
24 Nov - 25 Nov
Tranquil Litchfield Connecticut Retreat".
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Great Room with lake view

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow

10.0 out of 10, Exceptional, (90)
"Very clean, spacious, and comfortable. Property manager’s information was helpful."
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Family House On Highland Lake with Dock
Front of home

Family House On Highland Lake with Dock

10.0 out of 10, Exceptional, (23)
"Stayed for labor day with family from out of state. Plenty of room for 4 adults and 4 kids, Could have easily fit more. Had a great time on the dock and having fires in the back yard. "
Family House On Highland Lake with Dock
The Goshen Glass Chalet

The Goshen Glass Chalet

9.4 out of 10, Exceptional, (27)
"Wanted to visit my son in Litchfield around Halloween with my 2 teenaged granddaughters. The Goshen Glass Chalet was the perfect place for our visit. Loved every detail. "
The Goshen Glass Chalet
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
Exterior

NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE

10.0 out of 10, Exceptional, (31)
"The castle house is fantastic. Spacious, beautifully decorated and equipped. There is no meal you can't craft from this kitchen. The house is super quiet,the beds are comfy, towels plush...close to Great Barrington. I can't say enough good things. Book it."
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
Bluebird Valley Farmhouse
Property grounds

Bluebird Valley Farmhouse

10.0 out of 10, Exceptional, (59)
"If ever in the area again, we will definitely stay at Bluebird Farmhouse. It is so charming with wonderful artwork throughout this warm and comfortable home. A beautiful setting with a very well equipped home providing everything you need. We were in town for a wedding and thoroughly enjoyed our stay at this special farmhouse!!"
Bluebird Valley Farmhouse
Gather your family at this country estate
Living area

Gather your family at this country estate

10.0 out of 10, Exceptional, (3)
"This is an older home with charm. Lots of room, and while just six of us stayed, it appears more could be accommodated with inflatable mattresses. We enjoyed sitting outside by the simple fire pit one night. I would encourage the owners to put an outside light in the back as I stumbled on the stairs twice but that’s really the only issue. We are so sorry we misplaced one of the two keys,please send us a bill for a copy if you don’t find it. Thank you!"
Gather your family at this country estate
Mountain View Getaway
Breathtaking Mountain Views.

Mountain View Getaway

10.0 out of 10, Exceptional, (45)
"My daughter, granddaughter and I spent a wonderful weekend at this home. We enjoyed every second of the view, wildlife, peacefulness, and each other. We built puzzles, cooked wonderful meals, and relaxed. Beautiful home, perfectly kept, fun amenities, and wonderful hosts! We highly recommend."
Mountain View Getaway
Fickle Fox Farm. Leaf Peepers and Skiers! This is your season.
Property grounds

Fickle Fox Farm. Leaf Peepers and Skiers! This is your season.

10.0 out of 10, Exceptional, (11)
"What a property! Picturesque pictures, room for the whole family and then some. Wonderful kitchen and fireplace, fully stocked with wood and starter. The kids love the game room with fully stocked board games, card games, and outdoor toys for all kids and adults. Host was very responsive to any questions I had! Would definitely and will most likely stay again"
Fickle Fox Farm. Leaf Peepers and Skiers! This is your season.
Private Estate, Heated YEARROUND Outdoor Pool

Private Estate, Heated YEARROUND Outdoor Pool

10.0 out of 10, Exceptional, (13)
"The country setting provided a quiet retreat. The home is well equipped: plenty of beds, multiple gathering places, pool with towels (although it was pretty cold until the pool guy came and provided help). The outdoor grill provides additional cooking space. The home is within easy driving to many places of interest. We had a nice week at this home."
Private Estate, Heated YEARROUND Outdoor Pool
Cheerful 3-bedroom cottage with woodstove
great kitchen for cooking in

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (30)
"Delightful home in very quiet neighborhood near hiking trails. House had every amenity you might need (except tissues). Less than 20 minutes drive from Sheffield. Great restaurants in town. We very much enjoyed our stay in this house in the country and would highly recommend it to anyone wanting to stay in the area."
The price is AED 871
AED 1,863 total
includes taxes & fees
24 Nov - 25 Nov
Cheerful 3-bedroom cottage with woodstove
Large Barn styled vacation home that fits groups with space to spare.
Property grounds

Large Barn styled vacation home that fits groups with space to spare.

9.8 out of 10, Exceptional, (56)
"Seven of us stayed for a long weekend. This property was perfect for relaxing and catching up on the years since we’ve all seen each other. There are multiple outdoor spaces and we used them all. The kitchen is well stocked with everything you need to make meals, including many pantry staples and plenty of towels in the bathroom. You will love this place!"
Large Barn styled vacation home that fits groups with space to spare.
Cottage at Copake Lake
Property grounds

Cottage at Copake Lake

10.0 out of 10, Exceptional, (61)
"House was very clean and cozy. Has everything you need and we were very comfortable. Really peaceful location. Short walk to dock where they have paddle board, kayak and seating. Highly recommend if you’re looking for a place at Cooke lake."
Cottage at Copake Lake
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
Exterior

Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.

10.0 out of 10, Exceptional, (112)
"A very nice place in a very nice part of the state. Perfect for groups and families. "
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
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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Other property types in Falls Village

The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Welcome to The Freeman Berkshires

The Freeman - Newly Renovated 14K SF Estate on 40 Acres

10.0 out of 10, Exceptional, (31)
"We loved the Freeman estate for our wedding!! Daniel and Anna were super helpful and the property was amazing! The house had so many amenities it was beyond our expectations. Our guests were astounded by the home and the surrounding property, would HIGHLY recommend to anyone and everyone. "
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Berkshires Cabin 2 Mi to Appalachian Trail!
Otis Vacation Rental | 3BR | 2BA | 1,200 Sq Ft | Stairs to Access

Berkshires Cabin 2 Mi to Appalachian Trail!

9.8 out of 10, Exceptional, (9)
"Enjoyed the foliage and some nice hikes. House was comfortable and clean. Owner was responsive and helpful. We arrived at night and had trouble locating the property when our gps failed. Owner was helpful guiding us to the house. I suggest arriving in the light of day. "
Berkshires Cabin 2 Mi to Appalachian Trail!
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield Vacation Rental | 4BR | 3BA | 1,978 Sq Ft | Stairs Required

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.8 out of 10, Exceptional, (37)
"Beautiful property located in the woods with plenty of privacy. 3 floors with a lot of elbow room and a tennis court also! Very good communication with the owners with easy check in/check out instructions. "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
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.