Photo by Brandon Miller

Search Apartments in Middlebury

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Compare 269 Apartments in Middlebury with updated reviews, rates, and availability.

Luxurious 3BR Apartment with Premium Amenities

10.0 out of 10, Exceptional, (9)
"The property was great- amenities like linens, decor, kitchen items were high quality. Great view also!"
Luxurious 3BR Apartment with Premium Amenities

Overlook New Haven In this 2 BDR Peaceful Carribean Nest

The price is SAR 371
SAR 826 total
includes taxes & fees
28 Apr - 29 Apr
Overlook New Haven In this 2 BDR Peaceful Carribean Nest

Cozy quite private location that makes you feel like home

10.0 out of 10, Exceptional, (3)
"this is a beautiful home very peaceful nothing but bored chirping in the morning i loved it and would book again. "
Cozy quite private location that makes you feel like home

Stunning Apt W/ Parking and Gym | Downtown at Yale

10.0 out of 10, Exceptional, (39)
"Nice place...excellent amenities!"
Stunning Apt W/ Parking and Gym | Downtown at Yale

Modern 1-bedroom in the heart of New Haven!

2.0 star property
10.0 out of 10, Exceptional, (2)
"This is a nice little apartment in the heart of New Haven. It was clean and very well stocked (i.e. the kitchen had everything from plates/silverware, coffee maker, electric kettle, colander, etc. even a tandoor); and there was even laundry detergent. The host clearly wants his guests to feel at home. Also, he responded immediately when I called/texted to ask a question while there. "
The price is SAR 454
SAR 813 total
includes taxes & fees
29 Apr - 30 Apr
Modern 1-bedroom in the heart of New Haven!

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

9.0 out of 10, Wonderful, (4)
"Great 4 day visit to New Haven. We enjoyed the neighborhood and proximity to Yale."
The price is SAR 304
SAR 930 total
includes taxes & fees
28 Apr - 29 Apr
Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr

Luxury 2BR Apt + Work-From-Home Space

10.0 out of 10, Exceptional, (3)
"So nice we were so happy everything was amazing the best location"
Luxury 2BR Apt + Work-From-Home Space

1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids

9.4 out of 10, Exceptional, (56)
"Very cozy, spectacular views and very accomodating hosts. The kitchen is fully stocked for preparing meals at home and very near major grocery stores for food shopping"
1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids

Spacious 2 Bedroom apartment close to Yale Bowl

9.6 out of 10, Exceptional, (55)
"Everything was great! Have stayed here two different time and plan to again the next time we’re in New Haven! "
The price is SAR 488
SAR 851 total
includes taxes & fees
12 May - 13 May
Spacious 2 Bedroom apartment close to Yale Bowl

Modern apartment in Westville/Yale Bowl area

10.0 out of 10, Exceptional, (30)
"Our family loved the modern clean accommodations close to the areas we wanted to visit. "
The price is SAR 488
SAR 851 total
includes taxes & fees
27 Apr - 28 Apr
Modern apartment in Westville/Yale Bowl area

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 SAR 516
SAR 931 total
includes taxes & fees
27 Apr - 28 Apr
Downtown New Haven Escape

Quiet 2bd Townhome apt in the heart of Cheshire.

10.0 out of 10, Exceptional, (1)
"Overall a positive experience. Property was clean and worked out really well for us as location was close to family we were visiting. We are from Florida, and it was cold in CT and the heat worked great so that was really good. Andrew was responsive to requests. Only criticism was in some of the set up. There are no dressers, so you need to stack your clothes on shelves in closet, which was not terrible. Also, the only mirror in the entire place was in the bathroom downstairs (bedrooms...
The price is SAR 409
SAR 718 total
includes taxes & fees
7 May - 8 May
Quiet 2bd Townhome apt in the heart of Cheshire.

Wooster Square Little Italy - 2BR/1BA

10.0 out of 10, Exceptional, (22)
"The property was super clean and exactly as advertised…great location in New Haven!"
The price is SAR 587
SAR 1,447 total
includes taxes & fees
27 Apr - 28 Apr
Wooster Square Little Italy - 2BR/1BA

New One Bedroom Apartment Centrally Located in Southbury

9.0 out of 10, Wonderful, (2)
"Excellent place in an excellent location. Charles is a wonderful host. Will be staying there again. "
The price is SAR 349
SAR 476 total
includes taxes & fees
5 May - 6 May
New One Bedroom Apartment Centrally Located in Southbury

Penthouse Apartment at Yale University.

10.0 out of 10, Exceptional, (98)
"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.

2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE

2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE

Walk to Memorial Park: Pet-Friendly Bethlehem Home

10.0 out of 10, Exceptional, (4)
"We had a great stay at this home. We stayed for a total of 12 nights. The home was very cozy and all the furnishings were in good condition. It was well stocked with everything one would need. The host Tom was a very pleasant man. We would definitely stay there again. "
Walk to Memorial Park: Pet-Friendly Bethlehem Home

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 SAR 446
SAR 1,139 total
includes taxes & fees
5 May - 6 May
Cozy Stay by Little Italy & Wooster Street

Suite Dreams | 2BR | Parking | Washer & Dryer | Yale

6.0 out of 10, (1)
"The blankets were little and there wasn't an extra blanket to put on the bed I had to use a mattress pad as a blanket I didn't realize it was a basement The couch was uncomfortable The host was very accommodating when my flight was canceled and I had to change my stay over one day "
The price is SAR 424
SAR 1,026 total
includes taxes & fees
21 May - 22 May
Suite Dreams | 2BR | Parking | Washer & Dryer | Yale

Steps from Campus - The Yale

10.0 out of 10, Exceptional, (12)
"Great location and great property manager made this a great visit to New Haven."
The price is SAR 506
SAR 1,339 total
includes taxes & fees
27 Apr - 28 Apr
Steps from Campus - The 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.
Don't see what you're looking for?
See all available properties in Middlebury
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Middlebury

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2024)
"Okay place to stay "
New Haven Village Suites

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (43)
"Love their kitchen. Room is clean and comfortable. The staff is helpful. Will turn. "
Luxury Furnished Apartments by Hyatus Downtown at Yale

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

9.4 out of 10, Exceptional, (88)
"Well appointed cabin was perfect for a quick weekend up to visit friends. Would love to come back in warm weather to take advantage of the proximity to the beautiful lake. Thanks!"
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
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.

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: 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. 1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids: Located 17.9 mi/28.8 km away in Shelton. A private pool, free WiFi, and private patios are included. An outdoor pool and a hot tub are on site. Litchfield Hills Hideaway: It’s situated in Litchfield, 14.8 mi/23.9 km away. Includes private patios. Peaceful apartment on 3.5 acres w/ artist studio.: Located 12.8 mi/20.6 km away in Brookfield. Fireplaces and sofa beds are included. A fitness center and an outdoor pool are on site. Stunning Apt W/ Parking and Gym | Downtown at Yale: Located in New Haven, 18.7 mi/30 km from Middlebury. Includes free WiFi, separate dining areas, and sofa beds. 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. Hop Brook Lake and Union Station Clocktower 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.