Berlin Vacation Rentals

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Our top choices for Berlin vacation rentals

Quiet All-season Creekside Escape in Upstate!

Quiet All-season Creekside Escape in Upstate!
3.0 star property
Berlin
Quiet All-season Creekside Escape in Upstate!

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2175)
"Awesome for ski"
United States
Lazar
The price is ¥16,092
¥19,673 total
includes taxes & fees
Dec 18 - Dec 19
Vacation Village in the Berkshires

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is ¥29,948
¥33,451 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Huttopia Berkshires

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ¥27,789
¥31,040 total
includes taxes & fees
Dec 18 - Dec 19
Jiminy Peak Mountain Resort

Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (13)
"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "
United States
Joanna R.
The price is ¥19,346
¥28,346 total
includes taxes & fees
Dec 18 - Dec 19
Taborton Harvest Boulder Pines Cabin in the woods

The Kemble- Built by a US Secretary of State in Lenox

The Kemble- Built by a US Secretary of State in Lenox
Lenox
10.0 out of 10, Exceptional, (18)
"Perfect house for our family reunion. Everything was perfect."
United States
Michael C.
The Kemble- Built by a US Secretary of State in Lenox

Beautiful 5-star Estate! Pool, Pond, Game Room, Gym, Library, Party Barn, Trails

Beautiful 5-star Estate! Pool, Pond, Game Room, Gym, Library, Party Barn, Trails
Old Chatham
9.6 out of 10, Exceptional, (93)
"What a lovely property. Laurie was so kind and helpful checking us in, and the house was so fun. Would absolutely stay here again. "
United States
Daniel R.
Beautiful 5-star Estate! Pool, Pond, Game Room, Gym, Library, Party Barn, Trails

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Woodford
8.8 out of 10, Excellent, (3)
"Perfect cottage on the water!! Enjoyed kayaking and pedal boat with family. Beautiful greenery! Very quick respond."
United States
Elzbieta M.
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
9.0 out of 10, Wonderful, (7)
"Kind and responsive host."
United States
Javier
The price is ¥49,836
¥113,374 total
includes taxes & fees
Dec 18 - Dec 19
Comfortable Berkshires retreat on mtn resort, SISO

Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (43)
"We enjoyed our stay!!"
United States
Hillary S.
The price is ¥61,908
¥93,182 total
includes taxes & fees
Dec 18 - Dec 19
Bear Creek Cabin

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Pownal
9.4 out of 10, Exceptional, (85)
"This unique hideaway was great for our family. The open layout might not work for everyone, but suited us just fine! We were only here a couple nights but enjoyed the location and using the hot tub! "
United States
Elizabeth R.
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

Taborton Harvest Timber Trails Unique cabin experience

Taborton Harvest Timber Trails Unique cabin experience
Sand Lake
10.0 out of 10, Exceptional, (1)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
United States
Georgia M.
The price is ¥19,346
¥28,346 total
includes taxes & fees
Dec 18 - Dec 19
Taborton Harvest Timber Trails Unique cabin experience

Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (16)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is ¥92,707
¥162,276 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hancock Village Inn Near Jiminy Peak

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Pittsfield
9.8 out of 10, Exceptional, (150)
"We had a fabulous stay at this lovely home in the Berkshires! The house was well equipped with everything needed to make our stay with our family so enjoyable. Great communication with the host in helping to resolve a small issue with loss of power on 2nd floor but was easily resolved."
United States
Sarah A.
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Chic, Renovated Brownstone in Prime DT Albany

Chic, Renovated Brownstone in Prime DT Albany
Arbor Hill
The price is ¥16,715
¥33,263 total
includes taxes & fees
Dec 24 - Dec 25
Chic, Renovated Brownstone in Prime DT Albany

★MODERN 1BR GREAT Location Downtown! W/D Parking!★

★MODERN 1BR GREAT Location Downtown! W/D Parking!★
Arbor Hill
9.4 out of 10, Exceptional, (9)
"Place was nice and clean. Parking was easy. Bed was comfy. Easy walk to the MVP Arena to watch the events. Definitely would stay there again. "
United States
D.J. L.
The price is ¥15,879
¥31,857 total
includes taxes & fees
Dec 22 - Dec 23
★MODERN 1BR GREAT Location Downtown! W/D Parking!★

Cozy cabin in tranquil Canaan NY with WiFi, AC

Cozy cabin in tranquil Canaan NY with WiFi, AC
Canaan
Cozy cabin in tranquil Canaan NY with WiFi, AC

Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq

Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq
Readsboro
10.0 out of 10, Exceptional, (7)
"We loved the tranquility and comfort of the house. The seclusion allowed for a quiet and peaceful getaway. The home had all the comforts needed for a relaxing stay. The view is spectacular and the surrounding landscape is beautiful. Great area for hiking, swimming, and sightseeing."
United States
judy G.
Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq

2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox

2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox
Hancock
9.8 out of 10, Exceptional, (70)
"Great stay at a comfortable house with three generations of our family. Debbie was very responsive to several questions we had. The house was perfectly situated for day trips in the area. Thanks much!"
United States
Wayne G.
2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox

The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 10, Exceptional, (4)
"Wonderful view, peaceful quiet area, cosy cabin."
United States
Anonymous traveler
The price is ¥40,690
¥67,470 total
includes taxes & fees
Dec 18 - Dec 19
The Greylock Cabin
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 Berlin Hotel Reviews

Find out more about Berlin

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

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

Frequently asked questions

Can I find vacation rentals in Berlin?

Yes, we give you a choice of vacation rentals close to the most popular points of interest in Berlin, or you can select a secluded option if you'd like a relaxing place to stay.

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

Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: Visitors like this Berlin vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

What’s there to see and do in Berlin?

While exploring the area, visit family-friendly sights like Berkshire Museum, or get outside and enjoy nature at Taconic Ridge State Forest. In the larger area, you’ll find Pineridge Cross Country Ski Center and Williamstown Theatre Festival.

What’s a vacation rental in Berlin like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Berlin. Vacation rentals feature amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family gatherings.