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Apartments in Middlebury

Our top choices for Middlebury apartments

New 1BR Great Location Center of Town

10.0 out of 10, Exceptional, (1)
"The apartment is beautifully restored, whimsically decorated with very nice furniture which is also comfortable. There are lights and outlets everywhere!! Linens and towels sparking clean and brand new!! All kinds of kitchen equipment. As an “older person”!! I had a little trouble navigating the shower that is in an enclose tub but that would not be a problem for the young. It is in a part of town with a moderately busy street and a rooster in the am!! But the white noise machines on both...
The price is SAR 432
SAR 1,082 total
includes taxes & fees
3 Sep - 4 Sep
New 1BR Great Location Center of Town

All New 1BR with tons of Charm

9.4 out of 10, Exceptional, (3)
"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!!"
The price is SAR 432
SAR 1,082 total
includes taxes & fees
3 Sep - 4 Sep
All New 1BR with tons of Charm

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

9.6 out of 10, Exceptional, (7)
"Needed a place to sleep for a couple of nights and this worked for us."
The price is SAR 355
SAR 655 total
includes taxes & fees
15 Sep - 16 Sep
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Soothing 2-bedroom lower-level apartment in Berlin

The price is SAR 444
SAR 1,305 total
includes taxes & fees
3 Sep - 4 Sep
Soothing 2-bedroom lower-level apartment in Berlin

All New Private and Cozy in great location

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"
The price is SAR 432
SAR 1,063 total
includes taxes & fees
10 Sep - 11 Sep
All New Private and Cozy in great location

Angelica’s safe haven @ west haven

10.0 out of 10, Exceptional, (4)
"This place was perfect for our weekend trip to New Haven. Angelica was a great Host, and communicated timely and clear. I would stay again if I ever come back to New Haven. "
The price is SAR 514
SAR 1,258 total
includes taxes & fees
3 Sep - 4 Sep
Angelica’s safe haven @ west haven

The East Rock 4BR Parking Washer & Dryer Walk to Yale

10.0 out of 10, Exceptional, (4)
"Loved the character of this home and it was comfortable. Great coffee shop/market across the street. Convenient to Yale, pizza and more. "
The price is SAR 394
SAR 1,060 total
includes taxes & fees
4 Sep - 5 Sep
The East Rock 4BR Parking Washer & Dryer Walk to Yale

All new 1BR apartment with all the features you are looking for

The price is SAR 432
SAR 1,055 total
includes taxes & fees
27 Sep - 28 Sep
All new 1BR apartment with all the features you are looking for

Newly Remodeled with deck. Close to town center

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."
The price is SAR 432
SAR 1,082 total
includes taxes & fees
4 Sep - 5 Sep
Newly Remodeled with deck. Close to town center

New Railside Residents

The price is SAR 496
SAR 1,145 total
includes taxes & fees
15 Sep - 16 Sep
New Railside Residents

Spacious 2 Bedroom apartment close to Yale Bowl

9.6 out of 10, Exceptional, (62)
"We really loved our stay here! The apartment was lovely, the location was great (close to Yale and the center of New Haven), and our host Sabrina was wonderful. I highly recommend this rental."
The price is SAR 488
SAR 871 total
includes taxes & fees
13 Sep - 14 Sep
Spacious 2 Bedroom apartment close to Yale Bowl

#2 *Beautiful 1 BR Apartment - Central CT*

8.0 out of 10, Very Good, (1)
"Check in was easy. Communication with host was swift. Great Bed. Pretty basic amenities. Would definitely rent from them again. "
The price is SAR 276
SAR 674 total
includes taxes & fees
16 Sep - 17 Sep
#2 *Beautiful 1 BR Apartment - Central CT*

Fully Furnished 1BR Apartment

10.0 out of 10, Exceptional, (1)
"This was a great place to stay in town when visiting family! Kitchen was well stocked, location was convenient, & it had everything we needed!"
The price is SAR 432
SAR 1,063 total
includes taxes & fees
15 Sep - 16 Sep
Fully Furnished 1BR Apartment

Charming Studio| Near Yale| Downtown New Haven

10.0 out of 10, Exceptional, (3)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
The price is SAR 420
SAR 814 total
includes taxes & fees
3 Sep - 4 Sep
Charming Studio| Near Yale| Downtown New Haven

DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!

10.0 out of 10, Exceptional, (2)
"This property was great! Good location and loved the design of the place. I wish I could’ve stayed longer."
The price is SAR 647
SAR 1,523 total
includes taxes & fees
3 Sep - 4 Sep
DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

9.8 out of 10, Exceptional, (7)
"Great night stay! Wonderful place would definitely recommend! "
The price is SAR 387
SAR 520 total
includes taxes & fees
8 Sep - 9 Sep
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Westville Stay • 2BR • Near Yale • Free Parking

The price is SAR 409
SAR 908 total
includes taxes & fees
29 Sep - 30 Sep
Westville Stay • 2BR • Near Yale • Free Parking

Yale Casa Verde Studio

10.0 out of 10, Exceptional, (4)
"Had a great stay!"
The price is SAR 372
SAR 787 total
includes taxes & fees
3 Sep - 4 Sep
Yale Casa Verde Studio

New Cozy 2BR Stay New Haven Close to Yale

2.0 star property
7.4 out of 10, Good, (3)
"Place was great for family and having a washer and dryer was a big help. Place was super clean and comfortable "
The price is SAR 702
SAR 1,050 total
includes taxes & fees
3 Sep - 4 Sep
New Cozy 2BR Stay New Haven Close to Yale

Cozy Studio Near Architecture/Drama Schools @Yale

2.0 star property
9.4 out of 10, Exceptional, (3)
"Cute, clean property good for a visit to New Haven for a single or couple. The area is a little noisy, but that's the price you pay for being in close walking distance to everything you'd want to be in close walking distance to! Would definitely stay again. "
The price is SAR 471
SAR 1,067 total
includes taxes & fees
29 Sep - 30 Sep
Cozy Studio Near Architecture/Drama Schools @Yale
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

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?
Below are some of the favorite apartments in the area: Seven Sleeps + Patio retreat/lake + Two-in-one game table/PS5: Situated in Hamden, 16.5 mi/26.5 km from the heart of Middlebury. Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford: It's located in New Milford, 14.9 mi/23.9 km away. Yale Casa Verde Studio: It's situated in New Haven, 18 mi/29 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. Waterbury City Hall and Palace Theatre 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.