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Featured Apartments in Thimble Islands and around

Shoreline Oasis

8.8 out of 10, Excellent, (5)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
The price is €231
includes taxes & fees
1 Sept - 2 Sept
Shoreline Oasis

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

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

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

10.0 out of 10, Exceptional, (21)
"Overall wonderful experience, would highly recommend."
The price is €224
includes taxes & fees
23 Aug - 24 Aug
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

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 price is €404
includes taxes & fees
27 Aug - 28 Aug
The East Rock 4BR Parking Washer & Dryer Walk to Yale

Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn

10.0 out of 10, Exceptional, (30)
"Very much enjoyed our stay!"
The price is €394
includes taxes & fees
11 Aug - 12 Aug
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn

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

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 €154
includes taxes & fees
10 Aug - 11 Aug
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

New England Beach House ~ Just Steps To The Beach ~ Perfect Getaway!

9.6 out of 10, Exceptional, (27)
" Very nice property. Mary is great to work with. "
New England Beach House ~ Just Steps To The Beach ~ Perfect Getaway!

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 €216
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 €255
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 €181
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 €280
includes taxes & fees
9 Aug - 10 Aug
New Cozy 2BR Stay New Haven Close to Yale

#1 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk

9.6 out of 10, Exceptional, (25)
"Stay was incredible. Location is directly across from the beach, and Susana is a wonderful host!"
#1 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk

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

King 1BR W/ Parking, Pool & Gym

9.8 out of 10, Exceptional, (11)
"Very convenient location"
King 1BR W/ Parking, Pool & Gym

Spacious 2 Bedroom apartment close to Yale Bowl

9.6 out of 10, Exceptional, (62)
"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 €204
includes taxes & fees
11 Aug - 12 Aug
Spacious 2 Bedroom apartment close to Yale Bowl
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 Thimble Islands Hotel Reviews