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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Middlebury apartments

A modern living room with a flat-screen TV mounted on a white wall, a clock, and a minimalist design.

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

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.4 out of 10, Very good, (12 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is CA $146
CA $196 total
includes taxes & fees
Nov 16 - Nov 17
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
A white house with a wooden staircase leading to a porch.

2. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (37 reviews)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
The price is CA $146
CA $197 total
includes taxes & fees
Oct 19 - Oct 20
Cozy One Bedroom Apartment Centrally Located in Southbury
A compact kitchen with wooden cabinets, a microwave, a sink, and a chair.

3. Cozy Studio apartment in delightful Waterbury with Central Air

Cozy Studio apartment in delightful Waterbury with Central Air
Waterbury
2.0 out of 10, (1 review)
"The place wasn’t how the pictures were on the app. It was hard to find the room. The keys for the room are very hard to open the room door . It’s like you have to struggle just to get inside . The room is inside of an abandoned building… some staff in the building was telling me that I shouldn’t be staying there or they wouldn’t stay there so it made me feel unsafe… the bed doesn’t match the head board. Everything just doesn’t match the images the host posted.."
United States
zynaisha
The price is CA $95
CA $138 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Studio apartment in delightful Waterbury with Central Air
A modern kitchen with white cabinets, a black countertop, and a dining area with a table and chairs.

4. Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.2 out of 10, Wonderful, (7 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
The price is CA $175
CA $382 total
includes taxes & fees
Nov 10 - Nov 11
Private Apartment in Southbury 102
A view through a window with a clear sky and lush greenery outside.

5. Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is CA $194
CA $406 total
includes taxes & fees
Nov 10 - Nov 11
Private Apartment in Southbury 101
A modern kitchen with white cabinets, a dining area with a black table and chairs, and a large window with curtains.

6. Private Apartment in Southbury 105

Private Apartment in Southbury 105
Southbury
The price is CA $198
CA $407 total
includes taxes & fees
Nov 18 - Nov 19
Private Apartment in Southbury 105
A modern kitchen with a dining area, large windows, and a TV displaying a streaming service.

7. The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is CA $214
CA $341 total
includes taxes & fees
Oct 28 - Oct 29
The Perch in the Purchase -- Cozy, unique, and private
A dining area with a wooden table and chairs, a white cabinet with drawers, and a painting on the wall.

8. #9 - STUNNING RENOVATED 4BR HOUSE

#9 - STUNNING RENOVATED 4BR HOUSE
Southington
10.0 out of 10, Exceptional, (1 review)
"Great property"
United States
MICHAEL S.
The price is CA $274
CA $615 total
includes taxes & fees
Oct 20 - Oct 21
#9 - STUNNING RENOVATED 4BR HOUSE
A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

9. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (20 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is CA $304
CA $393 total
includes taxes & fees
Oct 19 - Oct 20
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A modern living room with a dark sofa, a small side table, and a kitchen area with a refrigerator and microwave.

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

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.0 out of 10, Wonderful, (24 reviews)
"Great place clean and quiet "
United States
James P.
The price is CA $171
CA $291 total
includes taxes & fees
Nov 1 - Nov 2
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
A compact kitchen with grey cabinets, a built-in microwave, a coffee machine, and a sink with a modern faucet.

11. All New Fully Furnished Cozy Studio

All New Fully Furnished Cozy Studio
Wallingford Center
9.8 out of 10, Exceptional, (9 reviews)
"Clean and well designed apartment in a great location. Book here if you are interested as you won't have any regrets. Enjoy! "
United States
Rick C.
The price is CA $187
CA $444 total
includes taxes & fees
Oct 19 - Oct 20
All New Fully Furnished Cozy Studio
A deck with a white chair and a table, a sliding glass door, and a potted plant.

12. Bristol Condo Near Espn HQ & Lake Compounce!

Bristol Condo Near Espn HQ & Lake Compounce!
3.5 star property
Bristol
The price is CA $247
CA $444 total
includes taxes & fees
Nov 14 - Nov 15
Bristol Condo Near Espn HQ & Lake Compounce!
A living room with a sofa, a coffee table, and a kitchen area with a brick wall and white appliances.

13. All New Private and Cozy in great location

All New Private and Cozy in great location
Wallingford
8.8 out of 10, Excellent, (6 reviews)
"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.
All New Private and Cozy in great location
A kitchen with dark cabinets, a granite countertop, a black stove, a microwave, and a sink.

14. Fully Furnished 1BR Apartment

Fully Furnished 1BR Apartment
Wallingford
10.0 out of 10, Exceptional, (4 reviews)
"This property was very clean and comfortable; a nicely remodeled apartment in an older home. We had family members staying in one of the other apartments, so it was great to have them so close, but still had privacy. The location is conveniently located with plenty of restaurants nearby, and a short drive to fowntown dining and shops. Karl was an excellent host, griendly and very responsive. Would definitely stay here again!"
United States
Ryan
The price is CA $187
CA $444 total
includes taxes & fees
Oct 20 - Oct 21
Fully Furnished 1BR Apartment
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

15. Stylish Westville Apartment near Yale Campus

Stylish Westville Apartment near Yale Campus
West New Haven
9.0 out of 10, Wonderful, (4 reviews)
"Great location, well organized space, well decorated. I loved that there were enough places to sit and be comfortable, many VRBO’s have tiny little sofas that are so uncomfortable, but this has proper furniture. The beds are very firm."
Canada
Alex C.
The price is CA $137
CA $351 total
includes taxes & fees
Oct 26 - Oct 27
Stylish Westville Apartment near Yale Campus
A two-story building with a dark blue facade, a central arched entrance, and a number '43' plaque.

16. All New Studio apartment in center of town

All New Studio apartment in center of town
Wallingford Center
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and comfortable with easy communication with host I recommend this unit to all who want to visit Wallingford or who desire to take the train to ny or Boston etc"
United States
DAVID B.
The price is CA $187
CA $444 total
includes taxes & fees
Oct 20 - Oct 21
All New Studio apartment in center of town
A vending machine with various snacks and drinks.

17. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Bethel
The price is CA $155
CA $178 total
includes taxes & fees
Oct 19 - Oct 20
1 Queen Bed | Non-Smoking
A cozy living room with a grey sofa, a coffee table with books and a vase of flowers, and bookshelves filled with books and decorative items.

18. Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very good, (9 reviews)
"We had a good time. Did some relaxing, a little beachtime and ate some good food."
United States
Erin S.
The price is CA $159
CA $355 total
includes taxes & fees
Oct 25 - Oct 26
Spacious Bohemian Nook
A row of brick townhouses with wooden front doors, black railings, and a sidewalk.

19. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Great stay - and it is close to Sally's! We had a nice visit and all was as represented for the property."
United States
Milton W.
The price is CA $105
CA $294 total
includes taxes & fees
Oct 19 - Oct 20
Prime Yale Studio Steps to Sallys Apizza
A living room with a grey sofa, yellow cushions, a wooden coffee table, a TV on a stand, and a lamp on a side table.

20. Newly Remodeled with deck. Close to town center

Newly Remodeled with deck. Close to town center
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"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 CA $187
CA $444 total
includes taxes & fees
Oct 27 - Oct 28
Newly Remodeled with deck. Close to town center
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

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

10/10 Excellent
"The Clarion is in the middle of a big remodel. New rooms are amazing but common areas are under construction. Amazing staff. Will stay again"
Tina 3-night trip
Posted less than an hour ago
Clarion Inn North Haven - New Haven North

Find out more about Middlebury

Middlebury Apartments information

Number of reviews
114
Accommodation
330 Apartments
Lowest Price
CA $138
Highest Price
CA $615

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 you'll find a favorite apartment in the area: Landing Furnished Apartment Near Yale University: Located in New Haven, 18.4 mi/29.6 km from Middlebury. Includes free WiFi and Smart TVs. A fitness center and onsite laundry facilities 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. Palace Theatre and Beacon Falls Town Recreation Field 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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