Middlefield Vacation Rentals

Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Middlefield vacation rentals

View from property

Cabin in East Haddam

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (105 reviews)
"Staff was sooo helpful that stood out the most honestly I loved it I’ll book again definitely "
United States
Aliah
$149 nightly
The price is $171
Jan 26 - Jan 27
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Cookware/dishes/utensils

Apartment in East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
9.8 out of 10, Exceptional, (11 reviews)
"Thanks to the detailed information from the host check-in couldn’t have been easier. The home was clean and well-appointed. Great location with access to the Yale tram and local markets and restaurants. "
United States
Denyce D.
$227 nightly
The price is $235
Jan 26 - Jan 27
Total with taxes and fees
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Interior

Apartment in West New Haven

Westville Stay • 2BR • Near Yale • Free Parking
10.0 out of 10, Exceptional, (3 reviews)
"We were only here for a short stay, but everything was smooth and comfortable for us! Hotel-like linens and blackout curtains made for a very cozy sleeping experience."
United States
ross f.
$215 nightly
The price is $215
Jan 26 - Jan 27
Total with taxes and fees
Westville Stay • 2BR • Near Yale • Free Parking
1 bedroom, desk, iron/ironing board, travel crib

Cottage in Clinton

1-bedroom cottage with Grove Beach 🏖️ access.
9.6 out of 10, Exceptional, (34 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
$159 nightly
The price is $180
Jan 26 - Jan 27
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

Apartment in Downtown New Haven

Charming Studio| Near Yale| Downtown New Haven
9.0 out of 10, Wonderful, (12 reviews)
"Everything was great and just as charming as the photo indicated. "
United States
Nancy F.
$191 nightly
The price is $191
Jan 26 - Jan 27
Total with taxes and fees
Charming Studio| Near Yale| Downtown New Haven
Smart TV, fireplace, books, music library

Apartment in Haddam

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
10.0 out of 10, Exceptional, (28 reviews)
"Fantastic experience from beginning to end! Loved every minute of my stay! "
United States
Jody U.
$226 nightly
The price is $256
Feb 1 - Feb 2
Total with taxes and fees
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
2 bedrooms, WiFi, bed sheets

Vacation Home in Berlin

Private Apartment in Berlin
9.2 out of 10, Wonderful, (5 reviews)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
United States
Daniel L.
$244 nightly
The price is $276
Jan 26 - Jan 27
Total with taxes and fees
Private Apartment in Berlin
Interior

Apartment in Manchester Center

Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
10.0 out of 10, Exceptional, (6 reviews)
"Cute, comfortable, quiet accommodation. It was perfect for our visit to Hartford. "
United States
Diana V.
$163 nightly
The price is $184
Jan 26 - Jan 27
Total with taxes and fees
Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
Exterior

Vacation Home in Middletown

Family Stays: Middletown, CT
10.0 out of 10, Exceptional, (20 reviews)
"A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!"
United States
Harmony R.
$198 nightly
The price is $224
Feb 2 - Feb 3
Total with taxes and fees
Family Stays: Middletown, CT
Iron/ironing board, WiFi, bed sheets

Apartment in Downtown Hartford

Lux Boutique Large Private LOFT Pratt St Hartford
8.4 out of 10, Very Good, (27 reviews)
"Great stay"
United States
Josh H.
$135 nightly
The price is $152
Jan 26 - Jan 27
Total with taxes and fees
Lux Boutique Large Private LOFT Pratt St Hartford
Microwave, electric kettle, cookware/dishes/utensils, paper towels

Apartment in Downtown Hartford

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
9.6 out of 10, Exceptional, (5 reviews)
"Great location. Clean property"
United States
Sue R.
$177 nightly
The price is $200
Jan 26 - Jan 27
Total with taxes and fees
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Property grounds

Apartment in Manchester Center

Humble Abode #2
10.0 out of 10, Exceptional, (1 review)
"the place was clean bed was nice"
United States
Jonathan
$140 nightly
The price is $158
Jan 27 - Jan 28
Total with taxes and fees
Humble Abode #2
Smart TV

Apartment in Cheshire

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
9.2 out of 10, Wonderful, (15 reviews)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
$149 nightly
The price is $168
Feb 25 - Feb 26
Total with taxes and fees
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Exterior

Apartment in West Haven

Angelica’s safe haven @ west haven
10.0 out of 10, Exceptional, (6 reviews)
"Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again."
United States
Veronica
$305 nightly
The price is $346
Jan 26 - Jan 27
Total with taxes and fees
Angelica’s safe haven @ west haven
Exterior

Apartment in Wallingford Center

All New 1BR with tons of Charm
9.8 out of 10, Exceptional, (8 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
$271 nightly
The price is $288
Jan 26 - Jan 27
Total with taxes and fees
All New 1BR with tons of Charm
Interior

Apartment in West New Haven

The Nest At Elm City Flats.
9.6 out of 10, Exceptional, (7 reviews)
"We had a great stay at this apartment. You do have to go up three flight of stairs but thankfully we were able to climb them. "
United States
Joan S.
$205 nightly
The price is $233
Jan 29 - Jan 30
Total with taxes and fees
The Nest At Elm City Flats.
Smart TV

Vacation Home in Manchester

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
9.4 out of 10, Exceptional, (15 reviews)
"House was great & close to where we needed to be. "
United States
Erica M.
$247 nightly
The price is $280
Jan 26 - Jan 27
Total with taxes and fees
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Beach

Vacation Home in Westbrook

Beachside Bliss w/ Game Room, Gym & Golf Green
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
$444 nightly
The price is $503
Jan 27 - Jan 28
Total with taxes and fees
Beachside Bliss w/ Game Room, Gym & Golf Green
Exterior

Apartment in East Rock

Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable
10.0 out of 10, Exceptional, (4 reviews)
"Great place - wish we had more than one night. "
United States
Steri-Clean N.
$457 nightly
The price is $518
Jan 26 - Jan 27
Total with taxes and fees
Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable
Fridge, microwave, oven, stovetop

Vacation Home in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
10.0 out of 10, Exceptional, (1 review)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
United States
Cindy M.
$436 nightly
The price is $494
Jan 26 - Jan 27
Total with taxes and fees
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
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

Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

10/10 Excellent
"I recommend this hotel. Easy to check in and the staff was present and helpful."
Knute 1-night trip
Posted 1 day ago
Hampton Inn & Suites Hartford/East Hartford

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 $152 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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Middlefield?

Yes, there are vacation rentals close to popular local attractions in Middlefield, or you can go with a secluded option if you're looking for a relaxing stay. Middlefield is known for its golf courses and waterfalls. Make sure you have time to check out the ski areas and restaurants during your trip.

What are some of the best vacation rentals in Middlefield?

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage: This vacation home rental outside of Middlefield offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Middlefield?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Middlefield stay.

What’s there to see and do in Middlefield?

Lake Beseck Beach and Wadsworth Falls State Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Powder Ridge Mountain Park and Resort and Indian Springs Golf Club.

What’s a vacation rental in Middlefield like?

A vacation rental is a private property you can book for a couple of days or more in Middlefield. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.