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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Middlefield holiday homes

1 bedroom, desk, iron/ironing board, travel cot

The Creation Station is a cozy place so make yourself at home.

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (75 reviews)
"An amazing location with the most friendly host! My mom, dog and i absolutely enjoyed this spot. Perfect for a fall get away and would stay again."
United States
Kelly Z.
The price is HK$1,410
HK$2,134 total
includes taxes & fees
19 May - 20 May
The Creation Station is a cozy place so make yourself at home.
Property grounds

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (146 reviews)
"The house is absolutely charming and cozy. It was very clean as well. "
United States
Amanda C.
The price is HK$1,449
HK$2,723 total
includes taxes & fees
18 May - 19 May
Big farmhouse in the foothills of the Berkshires
Interior

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is HK$1,142
HK$2,928 total
includes taxes & fees
19 May - 20 May
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Interior

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (31 reviews)
"Everything was as advertised!"
United States
Jessica S.
The price is HK$2,075
HK$3,114 total
includes taxes & fees
17 Jun - 18 Jun
Home in Great Barrington
Smart TV, books

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.8 out of 10, Exceptional, (15 reviews)
"Very nice cabin, responsive host."
United States
Nick R.
The price is HK$1,346
HK$3,201 total
includes taxes & fees
31 May - 1 Jun
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Interior

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.2 out of 10, Wonderful, (14 reviews)
"Great location and nice size house for a family of 5. We had a couple hiccups but the host responded quickly and handled things promptly. "
United States
Jennifer L.
The price is HK$1,586
HK$2,480 total
includes taxes & fees
20 May - 21 May
Cozy Riverside Berkshires Retreat
Exterior

Real Estate: Therapy - Lake, Laundry, Love it

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
The price is HK$557
HK$2,459 total
includes taxes & fees
20 May - 21 May
Real Estate: Therapy - Lake, Laundry, Love it
Fridge, microwave, oven, stovetop

Historic downtown house. Unscented products and sustainability practices.

Historic downtown house. Unscented products and sustainability practices.
Northampton
10.0 out of 10, Exceptional, (7 reviews)
"The house was very comfortable and we enjoyed our visit very much "
United States
Debbie L.
The price is HK$3,289
HK$5,808 total
includes taxes & fees
18 May - 19 May
Historic downtown house. Unscented products and sustainability practices.
Interior

Historic Berkshires Home Near Tanglewood, Trails & Wineries

Historic Berkshires Home Near Tanglewood, Trails & Wineries
Lebanon Springs
9.0 out of 10, Wonderful, (21 reviews)
"Comfy beds, clean, great big deck with a view. "
United States
Corinne T.
The price is HK$1,755
HK$3,772 total
includes taxes & fees
18 May - 19 May
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Exterior

Near Tanglewood: Historic Summer Retreat

Near Tanglewood: Historic Summer Retreat
New Lebanon
9.4 out of 10, Exceptional, (26 reviews)
"Very clean, fully stocked kitchen,great location "
United States
Karen H.
The price is HK$1,424
HK$3,357 total
includes taxes & fees
18 May - 19 May
Near Tanglewood: Historic Summer Retreat
Outdoor dining

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is HK$2,107
HK$3,867 total
includes taxes & fees
19 May - 20 May
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Smart TV, fireplace, books

5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (4 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
The price is HK$1,856
HK$4,863 total
includes taxes & fees
18 May - 19 May
5BR Berkshire Home Mins To The Mountain
A heated pool

Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
8.4 out of 10, Very good, (10 reviews)
"Kind and responsive host."
United States
Javier
The price is HK$1,261
HK$4,257 total
includes taxes & fees
25 May - 26 May
Comfortable Berkshires retreat on mtn resort, SISO
Exterior

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge
10.0 out of 10, Exceptional, (37 reviews)
"Charming house in a wonderful setting in the Berkshires. "
United States
Mark Cristen J.
The price is HK$3,602
HK$6,700 total
includes taxes & fees
25 May - 26 May
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
TV, fireplace, printers

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Great Barrington
10.0 out of 10, Exceptional, (4 reviews)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is HK$4,447
HK$10,426 total
includes taxes & fees
31 May - 1 Jun
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
TV

Treetop Hideaway in Tyringham

Treetop Hideaway in Tyringham
Monterey
9.2 out of 10, Wonderful, (11 reviews)
"This was the perfect location for our mom and daughters weekend! Spacious comfortable. Our only regret was that we didn’t stay longer!"
United States
Sarah B.
The price is HK$2,193
HK$4,494 total
includes taxes & fees
18 May - 19 May
Treetop Hideaway in Tyringham
Dining

Riverbend Berkshire East Basecamp - 3 bedrooms available

Riverbend Berkshire East Basecamp - 3 bedrooms available
Charlemont
10.0 out of 10, Exceptional, (4 reviews)
"It was a lovely four day stay. There was everything we needed in the large kitchen. The livingroom was comfortable and spacious. We especially enjoyed the back deck and the view of the mountains. If we return to the area, we'll definitely stay here again."
United States
Marianne B.
The price is HK$1,631
HK$3,692 total
includes taxes & fees
22 May - 23 May
Riverbend Berkshire East Basecamp - 3 bedrooms available
Private kitchen

NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet

NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet
New Lebanon
8.0 out of 10, Very good, (1 review)
"This location is great as an overnight trip. It’s centralized between ski resorts, restaurants near Pittsfield, MA and local NY. "
United States
Luz A.
The price is HK$1,353
HK$3,287 total
includes taxes & fees
18 May - 19 May
NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet
Fridge, microwave, oven, stovetop

Spacious 5-bedroom house in charming Lee with WiFi

Spacious 5-bedroom house in charming Lee with WiFi
Lee
8.8 out of 10, Excellent, (3 reviews)
"House was clean and made our Thanksgiving great with it's size and amenities. "
United States
Khalil S.
The price is HK$3,418
HK$6,162 total
includes taxes & fees
23 May - 24 May
Spacious 5-bedroom house in charming Lee with WiFi
3 bedrooms, iron/ironing board, WiFi, bed sheets

Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!"
United States
Mary R.
The price is HK$2,349
HK$4,155 total
includes taxes & fees
18 May - 19 May
Cozy. Clean. Free bagel shop. 3 Fireplaces.
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 Middlefield Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"The staff is wonderful!"
Leslie 1-night trip
Posted 10 hours ago
The Red Lion Inn

Find out more about Middlefield

Middlefield Vacation Homes information

Number of reviews
400
Accommodation
322 Vacation Homes
Lowest Price
HK$2,134
Highest Price
HK$10,426

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