A waterfall in a forested area with a rocky ledge and a calm pool at the base.

Search Middlefield Cottage Accommodations

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Middlefield cottages

A two-story house with a porch, a mailbox, and a lawn.

1. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is AU$490
includes taxes & fees
30 Nov - 1 Dec
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

2. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay"
United States
JM B.
The price is AU$337
includes taxes & fees
9 Nov - 10 Nov
1-bedroom cottage with Grove Beach 🏖️ access.
A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

3. Cozy Home near private beach , close to New Haven area colleges Hospitals

Cozy Home near private beach , close to New Haven area colleges Hospitals
Branford
9.4 out of 10, Exceptional, (86 reviews)
"Property was clean with some nice cozy touches. Wine on the table, fruit in the frig, chocolate for comfort, coffee for wakeup. Host was very pleasant and accommodating. Will definitely stay there again."
United States
Vincent
The price is AU$416
includes taxes & fees
17 Nov - 18 Nov
Cozy Home near private beach , close to New Haven area colleges Hospitals
A white cottage with a front door, a garage, and a small porch with a potted plant.

4. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (31 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is AU$479
includes taxes & fees
9 Nov - 10 Nov
The gardners Cottage 1 mile from long Island Sound - pet friendly
A two-story brick house with a white garage door, surrounded by a well-maintained lawn and a tree.

5. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is AU$767
includes taxes & fees
12 Nov - 13 Nov
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlefield Hotel Reviews

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"I would definitely stay there again"
Ludim 1-night trip
Posted 3 hours ago
Courtyard by Marriott Waterbury Downtown

Find out more about Middlefield

Middlefield Cottages information

Number of reviews
186
Accommodation
77 Cottages
Lowest Price
AU$337
Highest Price
AU$767

Frequently asked questions

What is there to do in Middlefield near my cottage?
There are tons of terrific things to put on your itinerary in Middlefield. Discover renowned attractions like Toyota Oakdale Theatre, Powder Ridge Mountain Park and Resort and Brownstone Exploration & Discovery Park. Gouveia Winery, Paradise Hills Vineyard and Lake Beseck Beach also lure many visitors.