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Apartments in Middlebury

Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!

10.0 out of 10, Exceptional, (5)
"I had such a wonderful stay at this VRBO! The hosts were very communicative and even included a gift before I arrived because they had noticed one of the televisions did not work. I stayed here for a conference at Yale, which was about a 15 minute walk away. The VRBO was in a great area, it was super clean, and everything I possibly could have needed was there. Highly recommend, and would absolutely stay again. "
Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!

Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa

2.0 star property
10.0 out of 10, Exceptional, (2)
"Communication with the host was excellent. His place was clean, bright, and very well equipped! The location makes it easy to get around the greater Hartford area. Our stay was very good!"
Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa

Quiet 2bd Townhome apt in the heart of Cheshire. Grill in backyard.

10.0 out of 10, Exceptional, (3)
"Needed a place to sleep for a couple of nights and this worked for us."
The price is AED 373
AED 672 total
includes taxes & fees
30 Jun - 1 Jul
Quiet 2bd Townhome apt in the heart of Cheshire. Grill in backyard.

Spacious 2 Bedroom apartment close to Yale Bowl

9.6 out of 10, Exceptional, (59)
"The place is spacious, quiet, and was easy to get to. Very clean and inviting. Easy parking and was not far from places to eat."
The price is AED 477
AED 845 total
includes taxes & fees
23 Jun - 24 Jun
Spacious 2 Bedroom apartment close to Yale Bowl

Penthouse Apartment at Yale University.

10.0 out of 10, Exceptional, (99)
"We had a wonderful stay. The owner had prepared everything so well for us, even providing some yummy treats for our stay. The apartment was very close to everything we needed to get to on campus. I would highly recommend this apartment to anyone looking for campus accommodation. "
Penthouse Apartment at Yale University.

Yale Casa Verde Studio

10.0 out of 10, Exceptional, (1)
"The apartment was very comfortable , clean and close to the university. "
The price is AED 364
AED 766 total
includes taxes & fees
5 Jul - 6 Jul
Yale Casa Verde Studio

Spacious 1-bedroom unit in charming New Haven

8.0 out of 10, Very Good, (1)
Spacious 1-bedroom unit in charming New Haven

Luxurious 3BR Apartment with Premium Amenities

10.0 out of 10, Exceptional, (14)
"The property was great- amenities like linens, decor, kitchen items were high quality. Great view also!"
Luxurious 3BR Apartment with Premium Amenities

Cozy 1-bedroom apartment in cool New Haven with WiFi, fitness room

The price is AED 562
AED 1,109 total
includes taxes & fees
22 Jun - 23 Jun
Cozy 1-bedroom apartment in cool New Haven with WiFi, fitness room

New One Bedroom Apartment Centrally Located in Southbury

9.6 out of 10, Exceptional, (4)
"Excellent place in an excellent location. Charles is a wonderful host. Will be staying there again. "
The price is AED 361
AED 488 total
includes taxes & fees
6 Jul - 7 Jul
New One Bedroom Apartment Centrally Located in Southbury

Cozy Stay by Little Italy & Wooster Street

10.0 out of 10, Exceptional, (1)
"This apartment in a 4 unit building with its own parking lot was on a quiet street. Easy to get to no matter what side of the city I came from and close enough to walk to downtown (6 blocks) and half a block off the famous Little Italy street for food and cocktails and then brunch and coffee in walking distance in the mornings too. The unit had everything you need, fully stocked kitchen and bath, shared laundry. Great mattress and pillows! Easy keypad entry. I’d stay there over and over again!"
The price is AED 437
AED 1,145 total
includes taxes & fees
22 Jun - 23 Jun
Cozy Stay by Little Italy & Wooster Street

Wooster Square Little Italy - 2BR/1BA

10.0 out of 10, Exceptional, (22)
"Charming apartment in a building with great character! Just the right size for a couple in this well appointed unit….great neighborhood with a ton of convenient places for coffee/breakfast, lunch, or dinner!! A stay here will not disappoint."
Wooster Square Little Italy - 2BR/1BA

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (59)
"Great place to end our Gilmore Girls adventure!!! The Hideaway was clean and cozy, and the hosts are very professional! We would stay here again!!!!"
The price is AED 496
AED 877 total
includes taxes & fees
4 Jul - 5 Jul
Litchfield Hills Hideaway

2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE

10.0 out of 10, Exceptional, (2)
"The property was accurately descrubed. Clean, comfortable, and had everthing needed to stay. Location is close to differently trails and the amusement park. Loed the amenities. We will definitely stay again. "
2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE

Fun Downtown Location 2nd flr

9.8 out of 10, Exceptional, (72)
"Nice place, comfy beds, good amenities, clean. Good restaurants."
Fun Downtown Location 2nd flr

The Braswell

2.0 out of 10, (2)
"The host never gavevus access to the place, we had to find our own last minute arrangements, truly awful. VRBO was awesome, we filed a complaint, they attempted to contact the host with no response so I got a full refund. Be careful."
The price is AED 853
AED 1,102 total
includes taxes & fees
22 Jun - 23 Jun
The Braswell

New Home - Close to Beach & Yale

9.4 out of 10, Exceptional, (10)
"Another great stay. Apartment was clean and comfortable. "
New Home - Close to Beach & Yale

Downtown New Haven Escape

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great place to stay, a little tight for 2 people but good for a single. Well appointed and a great location in the city. Would definitely recommend a stay here."
The price is AED 505
AED 904 total
includes taxes & fees
4 Jul - 5 Jul
Downtown New Haven Escape

Spring Glen Suite Entire rental unit in Hamden, Connecticut

9.6 out of 10, Exceptional, (5)
"I went for mine and my boyfriend’s anniversary for a weekend and it was amazing! The host is super sweet and even set up a table with candles and balloons to celebrate our anniversary and made sure to make our stay as best as possible. The property was beautiful and the area is lovely. We had such a good time and hope to return as soon as possible! "
The price is AED 496
AED 749 total
includes taxes & fees
25 Jun - 26 Jun
Spring Glen Suite Entire rental unit in Hamden, Connecticut

King 1BR W/ Parking, Pool & Gym

9.8 out of 10, Exceptional, (11)
"Very convenient location"
King 1BR W/ Parking, Pool & Gym
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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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: Charming Historic 2BR Retreat in New Haven -- Cozy Stay Near Yale & Downtown!: Situated in New Haven, 17.8 mi/28.7 km from the heart of Middlebury. Includes free WiFi, separate dining areas, and Smart TVs. Fun Downtown Location 2nd flr: Located in Southington, 13.6 mi/22 km away. Includes free WiFi and Smart TVs. Onsite laundry facilities and a game room are on site. Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa: Located 19.4 mi/31.3 km away in New Britain. Free WiFi, separate dining areas, and Smart TVs are included. Access to onsite laundry facilities is available on site. Luxurious 3BR Apartment with Premium Amenities: Located in New Haven, 18.7 mi/30.1 km from Middlebury. Includes free WiFi, private balconies, and separate dining areas. Onsite laundry facilities and a game room are on site.
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.