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Compare 200 Vacation Homes in Berlin with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (232)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is AED 536
AED 821 total
includes taxes & fees
30 Dec - 31 Dec
Berkshire Village Carriage House - Super Private!!
3 Bedroom Lakefront Home with Hot Tub & Fireplace
Exterior

3 Bedroom Lakefront Home with Hot Tub & Fireplace

10.0 out of 10, Exceptional, (108)
"Wonderful early Christmas celebration with my adult children! It was beautifully decorated for Christmas including a Christmas tree!"
3 Bedroom Lakefront Home with Hot Tub & Fireplace
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Lenox Vacation Rental | 3BR | 2BA | 2,457 Sq Ft | Step-Free Access

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

9.4 out of 10, Exceptional, (37)
"The home was convenient to hiking, shopping and dining. It is on a busy street and can be a bit tricky getting in and out of driveway. Inside the home was warm and welcoming. The kitchen had all cooking pans and tools we needed to make meals. There is a great grocery store right down the road. The beds were comfortable and the bathrooms were clean. The hostess was very helpful and attentive when we had a question about the heat. Be aware the staircase to upstairs bedrooms and 2nd bathroom are...
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Marina

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

9.6 out of 10, Exceptional, (10)
"As advertised "
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!
Lush woodland setting is private, yet five minutes to Spring Street.

Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!

9.8 out of 10, Exceptional, (19)
"Such a gorgeous house! We loved walking the nearby trails and how close it was to Williams. Venetia was the best!"
Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Living room with wood-burning stove

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (213)
"Great experience "
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Chic Pittsfield Home With A View!

Chic Pittsfield Home With A View!

9.0 out of 10, Wonderful, (9)
"This property was just as shown in the listing and met our needs very well. It was well appointed and had many inviting areas to gather and relax in. The kitchen was well equipped and easy to use. Some very nice touches with closets and bathroom storage areas that made staying there user friendly. "
Chic Pittsfield Home With A View!
Perfect for Leaf Peeping w/Bar Room, Hot Tub
Bar Room

Perfect for Leaf Peeping w/Bar Room, Hot Tub

10.0 out of 10, Exceptional, (11)
"Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. Thank you!"
Perfect for Leaf Peeping w/Bar Room, Hot Tub
2 bedroom town house with game room
Game room

2 bedroom town house with game room

6.4 out of 10, (13)
"Comfortable and presentable. Location is great for going downtown or shopping in general. Restaurants are very close by. Property manager was easy to communicate with."
The price is AED 331
AED 551 total
includes taxes & fees
29 Dec - 30 Dec
2 bedroom town house with game room
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
Nighttime view

Two Brooks Lodge, Beautiful Waterfront Vermont Retreat

8.8 out of 10, Excellent, (27)
"In town for a long weekend and loved the location. The owner was prompt and very helpful as we made a mistake in booking. FYI, The pictures are great but it’s a bit more rustic than they make it seem. Still, it was great to sit outside and hear the brooks flowing. Very quiet street! Housecleaning was a bit lacking though as there were some huge cobwebs in the corners. That was fine for us as we spend our time in a barn anyway. "
The price is AED 610
AED 1,267 total
includes taxes & fees
1 Jan - 2 January 2025
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
Peaceful Stay at Birds of a Feather Farm & Spa
Exterior

Peaceful Stay at Birds of a Feather Farm & Spa

9.4 out of 10, Exceptional, (13)
"We stayed for two days in late October. Putting the address into Google Maps took us right to the driveway. The weather was marvelous; no snow, warm days, and pleasant evenings. You might call it a barn loft, but it was built new; it doesn't appear that it was ever used as a barn. The lower level is a spa for visiting customers. We did not sign up for any spa services. The loft was very clean, and filled with charming decor. It was, as Realtors say, "cozy," but we knew that from the...
The price is AED 404
AED 959 total
includes taxes & fees
2 Jan - 3 January 2025
Peaceful Stay at Birds of a Feather Farm & Spa
Dancing Horse Lodge
Dancing Horse Lodge - Entrance View

Dancing Horse Lodge

9.4 out of 10, Exceptional, (38)
"We had a great stay with our family. Clean and close to where my daughter lives."
Dancing Horse Lodge
Spacious Historic Home in the Berkshires!
Pittsfield Vacation Rental | 5BR | 2BA | Stairs Required | 3,300 Sq Ft

Spacious Historic Home in the Berkshires!

9.8 out of 10, Exceptional, (6)
"This lovely home was ideal for my family of 8: my children and their spouses, two grandchildren, myself and two pups. The beds were plentiful and comfortable. The house, while old, was newly remodeled, adding modern appliances to the charm of the original building. Very bright and spacious in a quiet neighborhood, convenient to Lenox, Tanglewood, and other special towns. I highly recommend this home to anyone looking for a pleasant retreat. We loved every minute!"
Spacious Historic Home in the Berkshires!
Luxury Vacation Rental in the Berkshires!
Williamstown Vacation Rental | 3BR | 3BA | Stairs Required | 3,600 Sq Ft

Luxury Vacation Rental in the Berkshires!

10.0 out of 10, Exceptional, (11)
"We could not have been happier! The setting is breath taking! We rode bikes all over the area & the location was perfect! We found some of our best pictures right on the property! We enjoyed all aspects of the place from fruit trees, pickleball and the firepit! The place made our trip!! "
Luxury Vacation Rental in the Berkshires!
19th century school house converted into a charming two story dwelling
Exterior

19th century school house converted into a charming two story dwelling

10.0 out of 10, Exceptional, (22)
"We had a great time staying here. They've done a great job renovating the former school house. Easy drives to Bennington and Saratoga Springs. "
19th century school house converted into a charming two story dwelling
Best of the Berkshires & Hudson Valley

Best of the Berkshires & Hudson Valley

10.0 out of 10, Exceptional, (3)
"My wife and I had a wonderful stay at Mai's house in the Berkshires. Set back on a dirt road overlooking beautiful fields and woods, the house is a great place to relax. A 18th century farmhouse stylishly updated provides a great location to enjoy all the natural and cultural treats the Berkshires has to offer. Mai is a warm friendly host and promptly responds to any problems or issues that arise. We highly recommend Knoll Woods."
Best of the Berkshires & Hudson Valley
Woodland 5-BR Retreat 5-Min to Jiminy Peak

Woodland 5-BR Retreat 5-Min to Jiminy Peak

10.0 out of 10, Exceptional, (5)
"This was a great house for six adults to spend most of a week at. It was certainly the cleanest VRBO I've ever rented -- the dishes, silverware and everything in the kitchen was ready to go at check in. Bathrooms and bedrooms were also ultra clean. Kitchen was well stocked with utensils, plates and pots/pans. The rooms were bright both day and night. The large island kitchen was ideal for hanging out at and chatting with friends and family. There is a large yard off to the side of the...
Woodland 5-BR Retreat 5-Min to Jiminy Peak
Lakefront West Sand Lake Home w/ Beach Access!
West Sand Lake Vacation Rental | 4BR | 2BA | 2,100 Sq Ft | Stairs Required

Lakefront West Sand Lake Home w/ Beach Access!

10.0 out of 10, Exceptional, (1)
"We were taking our college kid back to Rensselaer Polytechnic Institute in Troy and this house was convenient - an easy 20 minute drive to Troy. The house is big with a good kitchen and an outdoor patio and large tree-shaded yard. We also took day trips to Albany and Saratoga which were easy trips from here. There’s a grocery store, wine and bottle shop and pizza and ice cream shops nearby. It’s secluded and quiet. "
Lakefront West Sand Lake Home w/ Beach Access!
Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!
Pittsfield Vacation Rental | 3BR | 2.5BA | 2,000 Sq Ft | 2 Steps Required

Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!

9.0 out of 10, Wonderful, (2)
"This was an amazing rental everything was amazing, I can't wait to book this property again"
Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!
Peaceful Family Home w/ Fire Pit & Large Yard
Williamstown Vacation Rental | 3BR | 3BA | 2 Stories | 2,400 Sq Ft

Peaceful Family Home w/ Fire Pit & Large Yard

10.0 out of 10, Exceptional, (15)
"This is a gorgeous, welcoming, and very comfortable home. If we could give it more than five stars we would! And it's a great home base for exploring the beautiful Berkshires. "
Peaceful Family Home w/ Fire Pit & Large Yard
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 Berlin

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1750)
"Nice and quiet family get a way"
The price is AED 689
AED 792 total
includes taxes & fees
1 Jan - 2 January 2025
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is AED 694
AED 762 total
includes taxes & fees
1 Jan - 2 January 2025
Jiminy Peak Mountain Resort
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (232)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is AED 536
AED 821 total
includes taxes & fees
30 Dec - 31 Dec
Berkshire Village Carriage House - Super Private!!
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.