A weathered stone structure with steps and a small opening, surrounded by fallen leaves and moss.

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Middlebury apartments

A modern kitchen with white cabinets, stainless steel appliances, and a grey wooden floor.

1. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
9.4 out of 10, Exceptional, (6 reviews)
"It was amazing , clean and awesome and good time"
United States
Michael
The price is CA $120
CA $304 total
includes taxes & fees
Sep 4 - Sep 5
Private Apartment in Southbury 103
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, (36 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is CA $122
CA $168 total
includes taxes & fees
Sep 9 - Sep 10
Cozy One Bedroom Apartment Centrally Located in Southbury
A modern living room with a flat-screen TV mounted on a white wall, a clock, and a minimalist design.

3. 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 $123
CA $169 total
includes taxes & fees
Sep 8 - Sep 9
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
A compact kitchen with wooden cabinets, a microwave, a sink, and a chair.

4. Cozy Studio apartment in delightful Waterbury with Central Air

Cozy Studio apartment in delightful Waterbury with Central Air
Waterbury
The price is CA $130
CA $177 total
includes taxes & fees
Sep 10 - Sep 11
Cozy Studio apartment in delightful Waterbury with Central Air
A bedroom with a bed, bedside tables, a lamp, and a door leading to a laundry area.

5. Private Apartment in Southbury 105

Private Apartment in Southbury 105
Southbury
The price is CA $149
CA $340 total
includes taxes & fees
Sep 4 - Sep 5
Private Apartment in Southbury 105
A modern kitchen with white cabinets, stainless steel appliances, and a dining table with chairs.

6. Private Apartment in Southbury 104

Private Apartment in Southbury 104
Southbury
10.0 out of 10, Exceptional, (1 review)
"Pro Unit very clean, check in was easy and host was responsive to issues 24/7.Unit is large with new appliances in full kitchen.It is located in a beautiful rural area of CT. I highly recommend it"
United States
Daniel R.
The price is CA $158
CA $347 total
includes taxes & fees
Sep 9 - Sep 10
Private Apartment in Southbury 104
A view through a window with a clear sky and lush greenery outside.

7. Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
The price is CA $201
CA $405 total
includes taxes & fees
Sep 10 - Sep 11
Private Apartment in Southbury 101
A modern kitchen with white cabinets, a black countertop, and a dining area with a table and chairs.

8. Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.0 out of 10, Wonderful, (6 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 $120
CA $304 total
includes taxes & fees
Sep 4 - Sep 5
Private Apartment in Southbury 102
A white house with a grey roof, a balcony with a blue umbrella, and a visible chimney.

9. 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, (3 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is CA $202
CA $320 total
includes taxes & fees
Sep 9 - Sep 10
The Perch in the Purchase -- Cozy, unique, and private
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 $173
CA $291 total
includes taxes & fees
Sep 14 - Sep 15
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

11. 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, (16 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is CA $298
CA $382 total
includes taxes & fees
Sep 7 - Sep 8
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A brown front door with a glass panel, a doormat, and a wall-mounted light fixture.

12. Bristol Condo Near Espn HQ & Lake Compounce!

Bristol Condo Near Espn HQ & Lake Compounce!
3.5 star property
Bristol
The price is CA $242
CA $434 total
includes taxes & fees
Sep 9 - Sep 10
Bristol Condo Near Espn HQ & Lake Compounce!
A modern living room with a grey sofa, wooden coffee table, and a television.

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

All new 1BR apartment with all the features you are looking for
Wallingford Center
10.0 out of 10, Exceptional, (2 reviews)
"Second time staying and we love it! "
United States
ALRUNDUS L.
The price is CA $164
CA $403 total
includes taxes & fees
Sep 4 - Sep 5
All new 1BR apartment with all the features you are looking for

14. All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Bigger than expected! Very nice and lovely little amenities provided."
United States
Hannah Z.
The price is CA $163
CA $407 total
includes taxes & fees
Sep 9 - Sep 10
All New 1BR with tons of Charm
A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

15. One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
The price is CA $112
CA $260 total
includes taxes & fees
Sep 21 - Sep 22
One bedroom in United States of America, New Haven
A modern living room with a sofa, armchair, and coffee table. There are two abstract paintings on the wall and a floor lamp.

16. Modern Westville Home Near Yale University

Modern Westville Home Near Yale University
West New Haven
The price is CA $135
CA $343 total
includes taxes & fees
Sep 28 - Sep 29
Modern Westville Home Near Yale University
A hallway with a patterned wall, a wooden floor, a rug, a door with a wreath, and a bed visible through a glass door.

17. The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery
Plainville
9.0 out of 10, Wonderful, (26 reviews)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
The price is CA $100
CA $355 total
includes taxes & fees
Sep 21 - Sep 22
The Sun Filled Cozy Creamery
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

18. Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (79 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is CA $180
CA $314 total
includes taxes & fees
Sep 5 - Sep 6
Spacious 2 Bedroom apartment close to Yale Bowl
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.

19. 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 $163
CA $401 total
includes taxes & fees
Sep 10 - Sep 11
Newly Remodeled with deck. Close to town center
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.

20. Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very good, (9 reviews)
"The place was incredibly clean. The instructions were clear for entering and locking up. Great experience! Thanks Dylan. "
United States
Andrew P.
The price is CA $156
CA $352 total
includes taxes & fees
Sep 9 - Sep 10
Spacious Bohemian Nook
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

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

8/10 Good
"My room was very clean, Thank you 😊"
Vicki 2-night trip
Posted 1 hour ago
Hampton Inn & Suites New Haven - South - West Haven

Find out more about Middlebury

Middlebury Apartments information

Number of reviews
8,121
Accommodation
330 Apartments
Lowest Price
CA $94
Highest Price
CA $234

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. Access to an outdoor pool is available on site. The Sicilian: It's situated in New Haven, 17.6 mi/28.3 km away. Includes Smart TVs. Angelica's safe haven @ west haven: 17.9 mi/28.8 km away in West Haven. Amenities include Smart TVs. Relaxing 3-bedroom apartment in New Haven: It's located in New Haven, 20.5 mi/33 km from Middlebury. Includes free WiFi.
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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