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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Apartments in Middlebury

Fridge, microwave, oven, stovetop
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Cheshire
9.4 out of 10, Exceptional, (13)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Private kitchen
Westville Stay • 2BR • Near Yale • Free Parking

Westville Stay • 2BR • Near Yale • Free Parking

West New Haven
10.0 out of 10, Exceptional, (2)
"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.
The price is SAR 300
SAR 886 total
includes taxes & fees
8 Dec - 9 Dec
Westville Stay • 2BR • Near Yale • Free Parking
Outdoor dining
Soothing 2-bedroom lower-level apartment in Berlin

Soothing 2-bedroom lower-level apartment in Berlin

Berlin
10.0 out of 10, Exceptional, (1)
"This apartment was very clean and well-stocked. It was comfortable and cozy. It is in a great location in the center of Connecticut, a very nice, quiet neighborhood. We went on the hiking path just minutes from the front door. We went to Massachusetts, NYC, and Rhode Island, all were a hour and half or less away. In the backyard, we ate in the covered patio and sat around the firepit. There were top-notch grocery stores or dining options within five miles. Our host was responsive and caring. "
United States
Theresa G.
The price is SAR 338
SAR 1,044 total
includes taxes & fees
8 Dec - 9 Dec
Soothing 2-bedroom lower-level apartment in Berlin
Cookware/dishes/utensils
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

East Rock
9.6 out of 10, Exceptional, (10)
"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.
The price is SAR 357
SAR 1,004 total
includes taxes & fees
8 Dec - 9 Dec
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Exterior
Newly Remodeled with deck. Close to town center

Newly Remodeled with deck. Close to town center

Wallingford
10.0 out of 10, Exceptional, (2)
"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."
United States
Karen F.
The price is SAR 432
SAR 1,082 total
includes taxes & fees
8 Dec - 9 Dec
Newly Remodeled with deck. Close to town center
Fridge, microwave, oven, stovetop
All New 1BR with tons of Charm

All New 1BR with tons of Charm

Wallingford Center
9.8 out of 10, Exceptional, (6)
"I highly recommend this property!! We were in town for a wedding celebration, and it proved perfect. The property is completely updated, well-appointed and clean. The property is centrally located and close to restaurants, shops and grocery markets. Karl was a great host and communicated with us throughout our stay. I highly recommend!!"
United States
Francis S.
The price is SAR 432
SAR 1,082 total
includes taxes & fees
8 Dec - 9 Dec
All New 1BR with tons of Charm
Private kitchen
Wooster Gem - Walk to Pizza & Yale! - FREE Parking and Laundry

Wooster Gem - Walk to Pizza & Yale! - FREE Parking and Laundry

Mill River
10.0 out of 10, Exceptional, (1)
"The host was very responsive. I would recommend Vrbo as well as this host for future stays."
United States
Larmeka A.
The price is SAR 284
SAR 1,238 total
includes taxes & fees
9 Dec - 10 Dec
Wooster Gem - Walk to Pizza & Yale! - FREE Parking and Laundry
Exterior
Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable

Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable

East Rock
10.0 out of 10, Exceptional, (4)
"Great place - wish we had more than one night. "
United States
Steri-Clean N.
The price is SAR 540
SAR 1,423 total
includes taxes & fees
9 Dec - 10 Dec
Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable
Exterior
Charming Studio| Near Yale| Downtown New Haven

Charming Studio| Near Yale| Downtown New Haven

Downtown New Haven
9.0 out of 10, Wonderful, (10)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
United States
Jason K.
The price is SAR 353
SAR 796 total
includes taxes & fees
8 Dec - 9 Dec
Charming Studio| Near Yale| Downtown New Haven
Interior
Stylish City Living|Wooster Square|Downtown Views

Stylish City Living|Wooster Square|Downtown Views

Downtown New Haven
9.4 out of 10, Exceptional, (6)
"Very clean apt in a great area "
United States
Thomas W.
The price is SAR 334
SAR 980 total
includes taxes & fees
8 Dec - 9 Dec
Stylish City Living|Wooster Square|Downtown Views
Property grounds
Modern apt in Wooster Square

Modern apt in Wooster Square

Downtown New Haven
10.0 out of 10, Exceptional, (2)
"great ty NICE PLACE TO VISIT IN CT"
United States
JOSE
Modern apt in Wooster Square
1 bedroom, WiFi, bed sheets
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access

Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access

2.0 star property
West New Haven
9.0 out of 10, Wonderful, (2)
"Great communication and easy check in, would recommend "
United States
Ethan R.
The price is SAR 300
SAR 485 total
includes taxes & fees
8 Dec - 9 Dec
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
TV
All New Private and Cozy in great location

All New Private and Cozy in great location

Wallingford
8.8 out of 10, Excellent, (6)
"The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road"
United States
ROBERT P.
The price is SAR 432
SAR 1,082 total
includes taxes & fees
8 Dec - 9 Dec
All New Private and Cozy in great location
Interior
The Nest At Elm City Flats.

The Nest At Elm City Flats.

West New Haven
9.4 out of 10, Exceptional, (6)
"Nice place! Short but sweet trip. Appreciate how quick your communication was and your accommodations!"
United States
Lori K.
The price is SAR 334
SAR 892 total
includes taxes & fees
8 Dec - 9 Dec
The Nest At Elm City Flats.
1 bedroom, desk, iron/ironing board, WiFi
One bedroom apartment in United States of America, New Haven

One bedroom apartment in United States of America, New Haven

Dwight
10.0 out of 10, Exceptional, (1)
"Apartment was very clean and well supplied, host very responsive. Location is convenient to Yale and restaurants. As noted in the listing, you'll have to carry your luggage up 4 flights of stairs. There is some street noise as is typical for that part of the city. Very happy with it overall and plan to stay again."
United States
Philip S.
The price is SAR 357
SAR 777 total
includes taxes & fees
8 Dec - 9 Dec
One bedroom apartment in United States of America, New Haven
Exterior
Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven

West Haven
10.0 out of 10, Exceptional, (6)
"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
The price is SAR 514
SAR 1,270 total
includes taxes & fees
8 Dec - 9 Dec
Angelica’s safe haven @ west haven
Fridge, microwave, oven, stovetop
#9 - STUNNING*RENOVATED* *4BR HOUSE*

#9 - STUNNING*RENOVATED* *4BR HOUSE*

Southington
10.0 out of 10, Exceptional, (1)
"Great property"
United States
MICHAEL S.
The price is SAR 503
SAR 1,385 total
includes taxes & fees
8 Dec - 9 Dec
#9 - STUNNING*RENOVATED* *4BR HOUSE*
3 bedrooms, iron/ironing board, WiFi, bed sheets
Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr

Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr

East Rock
9.0 out of 10, Wonderful, (10)
"Great 4 day visit to New Haven. We enjoyed the neighborhood and proximity to Yale."
United States
Todd L.
Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr
Living area
Downtown loft apartment in the heart of downtown New Haven.

Downtown loft apartment in the heart of downtown New Haven.

Downtown New Haven
9.4 out of 10, Exceptional, (3)
"The place was so cozy and perfect for a lil getaway so many places nearby!"
United States
Luis R.
The price is SAR 388
SAR 694 total
includes taxes & fees
8 Dec - 9 Dec
Downtown loft apartment in the heart of downtown New Haven.
1 bedroom, iron/ironing board, WiFi, bed sheets
All New Studio apartment in center of town

All New Studio apartment in center of town

Wallingford Center
10.0 out of 10, Exceptional, (1)
"I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect."
United States
Nadine C.
The price is SAR 432
SAR 1,063 total
includes taxes & fees
4 Jan - 5 January 2026
All New Studio apartment in center of town
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 Middlebury Hotel Reviews

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Very clean room attentive staff and very accommodating. "
Melody Angela 1-night trip
Posted 12 hours ago
New Haven Hotel

Frequently asked questions

What's it like to stay at an apartment in Middlebury?
You might not have many choices within the heart of Middlebury, but Expedia can help you search for lodging options in the area similar to apartments. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can also filter by similar property types like vacation homes, condos, or cabins.
Why should you consider an apartment versus a traditional hotel?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for solo travelers who want to live like locals, and also for families who want the conveniences of home.
What's a favorite apartment I should consider for a stay in Middlebury?
Here are some of the favorite apartments in the area: New One Bedroom Apartment Centrally Located in Southbury: Located in Southbury, 4.6 mi/7.5 km from the heart of Middlebury. Includes private patios, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. Stunning Apt W/ Parking and Gym | Downtown at Yale: Located 18.7 mi/30 km away in New Haven. Free WiFi, separate dining areas, and sofa beds are included. Onsite laundry facilities and a game room are on site. Charming Studio| Near Yale| Downtown New Haven: Located in New Haven, 18.4 mi/29.7 km away. Includes free WiFi. Access to onsite laundry facilities is available on site. All New 1BR with tons of Charm: 16.4 mi/26.4 km away in Wallingford. Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access: It's situated in New Haven, 16.6 mi/26.7 km from Middlebury.
What will the weather be like during my trip to Middlebury?
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Middlebury. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Middlebury is 56 inches.
What should I see in Middlebury?
Family-friendly attractions include Quassy Amusement Park, whereas Lake Quassapaug is a spot to enjoy the outdoors. Palace Theatre and Southford Falls State Park are a couple of places you'll find in the larger area.
What's the best way to get to and around Middlebury?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 3.5 mi (5.6 km) from the heart of the city. You can also search for flights into Danbury, CT (DXR-Danbury Municipal), which is 21.4 mi (34.5 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.