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Apartments in Middlebury

Charming Boutique Studio suite with everything you need for a getaway

10.0 out of 10, Exceptional, (4)
"Had a great time. Ive stayed here multiplt times and keep coming back. Jessica is an amazing host. Very easy to talk to... but they leave you alone. Just an absolutely phenomenal stay"
Charming Boutique Studio suite with everything you need for a getaway

Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford

10.0 out of 10, Exceptional, (2)
"We were in town for a family wedding and found this quaint little apartment that was quiet and secluded. Being on the river we did find a lot of bugs, but nothing we couldnt handle. The owners were extremely nice and responsive and we had a wonderful stay. "
Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford

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

7.8 out of 10, Good, (7)
"Very nice property and close to the Shubert Theatre for my event. I would stay at the property again."
Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!

Peaceful farm area, on the reservoir, near vineyards

10.0 out of 10, Exceptional, (35)
"Elizabeth's place and property are beautiful and it's a great location near the wineries. If we're ever back in the area we would 100% stay again!"
Peaceful farm area, on the reservoir, near vineyards

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (62)
"Wonderful experience! Everything was well appointed and spotless. An extremely enjoyable stay. Thank you "
Litchfield Hills Hideaway

The Queen Anne: Spacious New Haven Retreat, Close to Yale & Downtown

10.0 out of 10, Exceptional, (2)
"Beautiful and clean property. Great host!"
The Queen Anne: Spacious New Haven Retreat, Close to Yale & Downtown

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

2.0 star property
6.6 out of 10, (4)
"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

Fun Downtown Location 2nd flr

9.8 out of 10, Exceptional, (75)
"Nice place, comfy beds, good amenities, clean. Good restaurants."
Fun Downtown Location 2nd flr

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

10.0 out of 10, Exceptional, (30)
"Stunning property!!"
The price is AED 909
AED 1,633 total
includes taxes & fees
20 Aug - 21 Aug
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

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

10.0 out of 10, Exceptional, (3)
"We loved everything about our stay. The hosts were wonderful to work with and their home and the surrounding area are absolutely beautiful."
The East Rock 4BR Parking Washer & Dryer Walk to Yale

191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital

8.4 out of 10, Very Good, (7)
"Great accommodations for our brief stay!"
191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital

2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE

10.0 out of 10, Exceptional, (5)
2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE

Perfect for family/corporate, Strategic location, 2mi Yale, 2.8 mi Airport,

9.4 out of 10, Exceptional, (6)
"Great comfortable place in a fantastic location!"
Perfect for family/corporate, Strategic location, 2mi Yale, 2.8 mi Airport,

Spacious 3-bedroom apartment with WiFi, AC in fabulous New Haven

7.0 out of 10, Good, (2)
"It was very clean "
Spacious 3-bedroom apartment with WiFi, AC in fabulous New Haven

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

9.6 out of 10, Exceptional, (7)
"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 AED 347
AED 642 total
includes taxes & fees
10 Aug - 11 Aug
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

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 AED 518
AED 900 total
includes taxes & fees
18 Aug - 19 Aug
Charming Studio| Near Yale| Downtown New Haven

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 AED 461
AED 1,067 total
includes taxes & fees
10 Aug - 11 Aug
Cozy Studio Near Architecture/Drama Schools @Yale

Downtown loft apartment in the heart of downtown New Haven.

9.0 out of 10, Wonderful, (2)
"Great for a quick stay (we were here 10 hours). The water in the shower didn't warm at all, even after running it for 10 minutes it was still freezing. Area was great and I appreciated the thorough instructions to get in the apartment. "
The price is AED 436
AED 752 total
includes taxes & fees
12 Aug - 13 Aug
Downtown loft apartment in the heart of downtown New Haven.

New Cozy 2BR Stay New Haven Close to Yale

2.0 star property
9.0 out of 10, Wonderful, (2)
"Place was great for family and having a washer and dryer was a big help. Place was super clean and comfortable "
The price is AED 808
AED 1,172 total
includes taxes & fees
9 Aug - 10 Aug
New Cozy 2BR Stay New Haven Close to Yale

Stunning Apt W/ Parking and Gym | Downtown at Yale

10.0 out of 10, Exceptional, (42)
"We had a great second stay at Aurun downtown New Haven. The apartment was very clean with very good amenities and protected parking. We will definitely be back."
Stunning Apt W/ Parking and Gym | Downtown at 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?
Here are some of the more popular apartments in the area to choose from: Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford: Located 14.9 mi/23.9 km away in New Milford. Spacious 3-bedroom apartment with WiFi, AC in fabulous New Haven: Located 16.5 mi/26.6 km away in New Haven. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa: Located in New Britain, 19.4 mi/31.3 km from Middlebury. Includes free WiFi, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available 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. Whittemore Glen State Park and Waterbury City Hall 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.