Condo vacation rentals in Middletown

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Popular amenities for Middletown condo rentals

Weekly condo rentals

Superhost
Condo in Downtown New Haven
4.83 out of 5 average rating, 279 reviews

Stunning, Spacious, Spotless. Close to Yale.

OliverRating, 5 stars5 months ago
Camila was a great host, very responsive and always helpful. The apartment was clean, tidy and cosy and made us feel at home very quickly. Location was good, walkable distance to New Haven Green and its surroundings. All in all, we enjoyed our stay very much and would recommend Camila’s place to anyone planing to spend some time in New Haven.
Top guest favourite
Condo in Downtown Hartford
4.99 out of 5 average rating, 117 reviews

Posh Pad in The Business District

J.J.Rating, 5 stars2 weeks ago
Thanks for a great stay
Superhost
Condo in Old Lyme
4.88 out of 5 average rating, 26 reviews

The Anchor at Soundview · Beach+Ocean+Sunrise

JessRating, 5 stars1 day ago
We really enjoyed this spot! We walked to the beach as often as possible and we were able to walk to Teddy's Pizza from the location which was a huge plus with their amazing food! Hosts were very responsive and easy to communicate with!
Guest favourite
Condo in Middletown
4.93 out of 5 average rating, 150 reviews

Entire place to yourself Cromwell/Middletown Line

PatriciaRating, 5 stars1 week ago
Elizabeth's place was extremely well appointed. Nice towels and sheets, and comfortable sofa/chairs. Kitchen is well equipped. Bathroom has a nice big tub, and her decorations are very nice. Definitely has a woman's touch!
Superhost
Condo in New Britain
4.82 out of 5 average rating, 121 reviews

New Britain "Joy of Small Space" Condo

JerryRating, 5 stars3 months ago
Muna is an awesome host. She is super responsive and always gives us good advise. We had a long stay and the place is very warm, clean, and very comfortable. Excellent location with everything you need, we had a wonderful stay and family vacation at her place. Thank you once again Muna, we look forward to come back again!
Superhost
Condo in Fairfield
4.83 out of 5 average rating, 139 reviews

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr

RobertRating, 5 stars2 weeks ago
This was our second stay at Dariel’s place. It is perfect for our family and I always check to see if it is available when we are visiting the area. It is spacious yet cozy, and well-appointed. It is easy to get to, and central to both sides of town.
Superhost
Condo in Farmington
4.81 out of 5 average rating, 53 reviews

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

DenisRating, 5 stars5 months ago
Felt right at home, check in was very easy, beautiful place, very friendly enjoyed his place thinking to coming back again my business send me to Connecticut! Thank you!
Superhost
Condo in Old Saybrook Center
4.89 out of 5 average rating, 72 reviews

Seashore getaway - CT shoreline

JulieRating, 5 stars3 months ago
Thanks Lauren! We enjoyed your lovely place!

Pet-friendly condo rentals

Guest favourite
Condo in Litchfield County
4.95 out of 5 average rating, 21 reviews

Pacer's Pasture

CerayeRating, 5 stars3 months ago
Pacers Pasture is on a quiet road giving it a cute country experience in a great small town. The space has an amazing unfenced yard which was great for the dogs. Easy access inside with key entry, and we loved the door entry being toward the back of house for added privacy. The house has very comfortable linens, tons of parking, and the hottest water ever - which was perfect after a cold day adventuring. Aaron provides toiletries, some nice kitchen basics likes spices and teas/coffee, fast wifi-TV streaming, and a cozy space perfect for relaxing. Bonus points for being tastefully decorated and not overly cluttered. Would stay again!
Superhost
Condo in Hartford
3.75 out of 5 average rating, 4 reviews

Beautiful 2 bedrooms/ 2 bath Condo

BrentRating, 5 stars115 months ago
Sheryl was great. I was in town for a conference and my schedule got thrown off by traffic on 95. She was very understanding and flexible with making my arrival time work. Once we met to get keys and a quick tour of the place she remained a phone call away but otherwise left us to enjoy the space. The other inhabitants of the place were very laid back and nice - that being said I was so busy with a conference that I was barely around. Not the Ritz but a HUGE savings over staying at any hotel downtown even if it's not right downtown. Splurge on some cabs and you are still saving money.
Superhost
Condo in Fairfield
4.83 out of 5 average rating, 139 reviews

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr

RobertRating, 5 stars2 weeks ago
This was our second stay at Dariel’s place. It is perfect for our family and I always check to see if it is available when we are visiting the area. It is spacious yet cozy, and well-appointed. It is easy to get to, and central to both sides of town.
Guest favourite
Condo in Wooster Square
5 out of 5 average rating, 8 reviews

Lovely 2-Bedroom Condo on Historic Wooster Street

NicholasRating, 5 stars11 months ago
The host was incredibly responsive and helpful. The house was clean, exactly as described, and in a fantastic central location. A great value, exactly what my family was looking for this weekend in New Haven. Highly recommended, easiest 5 stars I've given in awhile.
Condo in New Haven
4.77 out of 5 average rating, 87 reviews

Chateau Blanc Yale

JaidelyzRating, 5 stars1 month ago
Our stay was a wonderful experience. The host was very helpful and accommodating. Would stay here again! 10 out of 10.
Condo in Downtown Hartford
4.61 out of 5 average rating, 59 reviews

Stylish Downtown Hartford|Laundry|ConventionCenter

Ajah MarleyRating, 5 stars2 months ago
The next time I plan to visit Connecticut, I will definitely consider staying here again. The location was fantastic, offering beautiful views of downtown Hartford. It was a peaceful area with friendly neighbors, and the front desk staff was incredibly helpful. The only downside I encountered was that when I first walked into the apartment, it had a musty smell in the hallway due to a lack of air fresheners, and the TV remote wasn't working. However, after I reached out to the staff about the issues, I received new batteries and a wall plug from his assistant in less than 10 minutes. Unfortunately, the remote still didn’t work, so I ended up using the Roku remote on my phone. Coming from a real estate background, I’d say the place is a bit overpriced, mainly due to the building’s condition; it feels somewhat rundown. Still, I’d rate it a solid 8.8 out of 10 overall. Brain thanks for hosting me.
Condo in Downtown New Haven
4.84 out of 5 average rating, 55 reviews

Charming Studio| Near Yale| Downtown New Haven

Matthew HoraceRating, 5 stars2 weeks ago
An impeccable stay, so much so that I’m actually sad to leave. A very convenient location that is a five minute walk from the campus, and anything else is extremely close by. Clear and efficient communication, clean and organized space, will 100% stay again

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