Title: Middlefield Vacation Rentals from $150: Search Short-Term Rentals | Expedia.com

[Middlefield Travel Guide](https://expedia.com/Middlefield.dx132966)[Hotels in Middlefield](https://expedia.com/Middlefield-Hotels.d132966.Travel-Guide-Hotels)[Flights to Middlefield](https://expedia.com/Cheap-Flights-To-Middlefield.d132966.Travel-Guide-Flights)[Car Rentals in Middlefield](https://expedia.com/Car-Rentals-In-Middlefield.d132966.Car-Rental-Guide)[Middlefield Vacation Packages](https://expedia.com/Middlefield.d132966.Destination-Travel-Guides)

![Beautiful every time of the year ](https://images.trvl-media.com/place/132966/c928e3a4-90c5-4fe2-b9e6-d63b3da86513.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Elizabeth Massa Peroulakis

![](https://images.trvl-media.com/place/132966/c928e3a4-90c5-4fe2-b9e6-d63b3da86513.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=132966&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=132966&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=132966&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=132966&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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The Annual Vacation Sale

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Middlefield%2C+Massachusetts%2C+United+States+of+America&regionId=132966&latLong=42.348419%2C-73.015099&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CABIN)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Middlefield%2C+Massachusetts%2C+United+States+of+America&regionId=132966&latLong=42.348419%2C-73.015099&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Middlefield%2C+Massachusetts%2C+United+States+of+America&regionId=132966&latLong=42.348419%2C-73.015099&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Middlefield%2C+Massachusetts%2C+United+States+of+America&regionId=132966&latLong=42.348419%2C-73.015099&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VILLA)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Middlefield%2C+Massachusetts%2C+United+States+of+America&regionId=132966&latLong=42.348419%2C-73.015099&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Middlefield%2C+Massachusetts%2C+United+States+of+America&regionId=132966&latLong=42.348419%2C-73.015099&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CONDO)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Middlefield%2C+Massachusetts%2C+United+States+of+America&regionId=132966&latLong=42.348419%2C-73.015099&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=COTTAGE)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Middlefield%2C+Massachusetts%2C+United+States+of+America&regionId=132966&latLong=42.348419%2C-73.015099&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CHALET)

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## Top Middlefield Hotel Reviews

![River Valley Inn](https://images.trvl-media.com/lodging/108000000/107580000/107579600/107579521/b05651fb_y.jpg)

### River Valley Inn

10/10 Excellent

"Room was great and staff was top notch "

[](https://expedia.com/West-Hatfield-Hotels-Hatfield-Inn.h107579521.Hotel-Information)

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"Room was spotless! Kitchen was so helpful. Pool was a major hit with the kids and was warm even though it was February! They spent hours in the pool and outdoor hot tub. Will definitely stay here again!"

[](https://expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg)

### Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent

"Nice and responsive"

[](https://expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

![The Ellery](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/0b76727c_y.jpg)

### The Ellery

10/10 Excellent

"Excellent stay at the Ellery. Quaint inn with lots of Northampton charm. Room was very clean, bathroom was spotless with a great shower, and the included breakfast was very nice with lots of options and great coffee. Highly recommended! "

[](https://expedia.com/Springfield-Hotels-The-Ellery.h892654.Hotel-Information)

![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg)

### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent

"Very spacious and comfortable. Great for families."

[](https://expedia.com/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Affordable price, clean bedroom and close to everything. "

[](https://expedia.com/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg)

### Vacation Village in the Berkshires

10/10 Excellent

"Clean room. Spacious. "

[](https://expedia.com/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg)

### Quality Inn

10/10 Excellent

"Clean, breakfast was a nice option before heading to Butternut mountain nearby "

[](https://expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"Beautiful room with a fireplace. "

[](https://expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

## Find out more about Middlefield

**Everything you need to know about Middlefield vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlefield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlefield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Middlefield vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Middlefield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middlefield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Middlefield rentals**

At Expedia, we put the best Middlefield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middlefield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlefield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlefield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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- [Vacation Homes in Middlefield ](https://expedia.com/Middlefield-Private-Vacation-Homes.d132966-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Middlefield ](https://expedia.com/Middlefield-Cottages.d132966-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Middlefield ](https://expedia.com/Middlefield-Apartments.d132966-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Middlefield ](https://expedia.com/Middlefield-Condos.d132966-aaCondos.Travel-Guide-Accommodation)
- [B&B in Middlefield ](https://expedia.com/Middlefield-Bed-And-Breakfast.d132966-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Resorts in Middlefield ](https://expedia.com/Middlefield-Resorts.d132966-aaResorts.Travel-Guide-Accommodation)
- [Farmstay in Middlefield ](https://expedia.com/Middlefield-Agritourism.d132966-aaAgritourism.Travel-Guide-Accommodation)
- [Motels in Middlefield ](https://expedia.com/Middlefield-Motels.d132966-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Middlefield ](https://expedia.com/Middlefield-Cabins.d132966-aaCabins.Travel-Guide-Accommodation)
- [Guest Houses in Middlefield ](https://expedia.com/Middlefield-Guest-Houses.d132966-aaGuestHouses.Travel-Guide-Accommodation)
- [Chalets in Middlefield ](https://expedia.com/Middlefield-Chalets.d132966-aaChalets.Travel-Guide-Accommodation)
- [Inns in Middlefield ](https://expedia.com/Middlefield-Inns.d132966-aaInns.Travel-Guide-Accommodation)
- [Aparthotels in Middlefield ](https://expedia.com/Middlefield-Apart-Hotels.d132966-aaApartHotels.Travel-Guide-Accommodation)
- [Villas in Middlefield ](https://expedia.com/Middlefield-Villas.d132966-aaVillas.Travel-Guide-Accommodation)
- [Lodges in Middlefield ](https://expedia.com/Middlefield-Lodges.d132966-aaLodges.Travel-Guide-Accommodation)
- [Condo Resorts in Middlefield ](https://expedia.com/Middlefield-Condominium-Resort.d132966-aaCondominiumResort.Travel-Guide-Accommodation)
- [RV Parks in Middlefield ](https://expedia.com/Middlefield-RV-Parks.d132966-aaRVParks.Travel-Guide-Accommodation)
- [Castles in Middlefield ](https://expedia.com/Middlefield-Castles.d132966-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Middlefield?

### What are some of the best vacation home rentals in Middlefield?

### What’s there to see and do in Middlefield?

### What’s a vacation rental in Middlefield like?

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