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Apartments in Middlebury for Rent

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Apartments in Middlebury

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.
$246 nightly
The price is $278
Dec 8 - Dec 9
Total with taxes and fees
Soothing 2-bedroom lower-level apartment in Berlin

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.
$237 nightly
The price is $237
Dec 14 - Dec 15
Total with taxes and fees
Westville Stay • 2BR • Near Yale • Free Parking

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.
$223 nightly
The price is $230
Dec 9 - Dec 10
Total with taxes and fees
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

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.

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.
$183 nightly
The price is $207
Dec 8 - Dec 9
Total with taxes and fees
One bedroom apartment in United States of America, New Haven

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.
$271 nightly
The price is $288
Dec 8 - Dec 9
Total with taxes and fees
All New 1BR with tons of Charm

#23 *COMFORT & LUXURY* 3 BR/2 BA House

Southington
9.8 out of 10, Exceptional, (8)
"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "
United States
Ryan A.
$275 nightly
The price is $291
Dec 16 - Dec 17
Total with taxes and fees
#23 *COMFORT & LUXURY* 3 BR/2 BA House

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.
$304 nightly
The price is $344
Dec 9 - Dec 10
Total with taxes and fees
Wooster Gem - Walk to Pizza & Yale! - FREE Parking and Laundry

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.
$271 nightly
The price is $288
Dec 8 - Dec 9
Total with taxes and fees
All New Private and Cozy in great location

Golden Gem in the Heart of East Rock | Cozy Comfortable 3BR Near DT | Yale

East Rock
9.4 out of 10, Exceptional, (3)
"Great time with friends."
United States
Ianaliz R.
$302 nightly
The price is $342
Dec 11 - Dec 12
Total with taxes and fees
Golden Gem in the Heart of East Rock | Cozy Comfortable 3BR Near DT | Yale

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.
$271 nightly
The price is $288
Dec 8 - Dec 9
Total with taxes and fees
Newly Remodeled with deck. Close to town center

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
$308 nightly
The price is $308
Dec 8 - Dec 9
Total with taxes and fees
Modern apt in Wooster Square

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.
$115 nightly
The price is $129
Dec 8 - Dec 9
Total with taxes and fees
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access

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.
$210 nightly
The price is $238
Dec 8 - Dec 9
Total with taxes and fees
The Nest At Elm City Flats.

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
$283 nightly
The price is $321
Dec 8 - Dec 9
Total with taxes and fees
Angelica’s safe haven @ west haven

2 Mi to Beach, Shared Yard Space: West Haven Apt!

3.0 star property
West Haven
$311 nightly
The price is $358
Dec 9 - Dec 10
Total with taxes and fees
2 Mi to Beach, Shared Yard Space: West Haven Apt!

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.
$266 nightly
The price is $283
Jan 4 - Jan 5, 2026
Total with taxes and fees
All New Studio apartment in center of town

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.
$212 nightly
The price is $212
Dec 8 - Dec 9
Total with taxes and fees
Charming Studio| Near Yale| Downtown New Haven

Peaceful 2bedroom getaway in East Haven

Foxon
$170 nightly
The price is $192
Dec 15 - Dec 16
Total with taxes and fees
Peaceful 2bedroom getaway in East Haven

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

Southington
10.0 out of 10, Exceptional, (1)
"Great property"
United States
MICHAEL S.
$349 nightly
The price is $369
Dec 8 - Dec 9
Total with taxes and fees
#9 - STUNNING*RENOVATED* *4BR HOUSE*
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

Find out more about Middlebury

Middlebury Apartments information

Number of reviews
64
Accommodation
256 Apartments
Lowest Price
$129
Highest Price
$369

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.

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