Condo vacation rentals in Middlefield

Find and book unique condos on Airbnb

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Popular amenities for Middlefield condo rentals

Weekly condo rentals

Superhost
Condo in Wooster Square
4.84 out of 5 average rating, 285 reviews

Stunning, Spacious, Spotless. Close to Yale.

TomRating, 5 stars3 weeks ago
Over $500 a night was very high, much higher than west Coast pricing for two bedrooms near a major university. Convenient to Yale but know that poverty has always been evident a few feet from Yale borders and much of the foot traffic consists of the homeless. Also some noise at night from passing traffic. On the plus side there’s an excellent Italian bakery/gelato cafe across the street run by a husband wife team that makes everything they serve.
Top guest favorite
Condo in Downtown Hartford
4.99 out of 5 average rating, 127 reviews

Posh Pad in The Business District

JamesRating, 5 stars1 week ago
Obinna is a great host and this apartment is so comfortable and lots of space to stretch out. Fully stocked kitchen and there are fantastic restaurants within walking distance. Two 65", high end tvs and the mattresses on the beds are sooo nice. Obinna puts effort in where a lot of hosts cheap out, which really makes this pad special. It's tough to get an open spot here on the calendar, but, if get the chance, make your reservation here. It's the best in the area.
Superhost
Condo in Old Lyme
4.9 out of 5 average rating, 31 reviews

The Anchor at Soundview · Beach+Ocean+Sunrise

JeffreyRating, 5 stars1 week ago
Great! Met our needs of staying somewhere for a couple of nights while visiting the area. Just be aware that there are not that many restaurants and shops in the immediate vicinity so you may need to go to towns 30 or so minutes away.
Superhost
Condo in New Britain
4.82 out of 5 average rating, 126 reviews

New Britain "Joy of Small Space" Condo

AdamRating, 5 stars1 week ago
Muna was incredible start to finish with my stay. Helpful, communicative and accommodating. Place was perfectly as described. Genuinely recommend a stay at her place!
Guest favorite
Condo in Middletown
4.94 out of 5 average rating, 154 reviews

Entire place to yourself Cromwell/Middletown Line

PamRating, 5 stars3 days ago
Will definitely be repeat customers when we come back to CT to see friends and family. The place is exactly as described, spotless and was a home away from home. Elizabeth answered any questions quickly. Thank you for making our first experience with Air Bnb a positive one.
Superhost
Condo in North Fork
4.84 out of 5 average rating, 135 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

SeanRating, 5 stars3 weeks ago
We had a great stay at Julie’s place. There was a slight hiccup with check-in times but Julie was very communicative and sorted it out promptly. The place itself was great, beautiful waterfront views and a private beach. The weather wasn’t the best but we still made the most of it. The apartment was compact but big enough for 4 adults.
Superhost
Condo in Farmington
4.81 out of 5 average rating, 53 reviews

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

DenisRating, 5 stars6 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 North Fork
4.9 out of 5 average rating, 125 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

DebbieRating, 5 stars1 month ago
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!

Pet-friendly condo rentals

Guest favorite
Condo in Wooster Square
4.93 out of 5 average rating, 29 reviews

Cozy one bedroom apartment in Wooster street

Ana LuizaRating, 5 stars14 months ago
Maricela was very responsive and flexible throughout our stay and booking arrangements. Thank you!!
Condo in Dwight
4.78 out of 5 average rating, 90 reviews

Chateau Blanc Yale

BrendonRating, 5 stars2 weeks ago
The place was great!! Exactly what we were looking for and a terriffic location.
Condo in Downtown Hartford
4.63 out of 5 average rating, 63 reviews

Stylish Downtown Hartford|Laundry|ConventionCenter

Cheryl Rating, 5 stars1 week ago
There are not words to describe how helpful Brian was. He is super responsive and easy to communicate with. He always answered any questions or concerns I had about the apartment. The apartment is a must see. Its in a peaceful neighborhood. It is safe and secure. Great local restaurants--shopping malls and shopping centers. I stayed there for 11 days and was so sad because I wanted to extend but he was fully booked for the rest of June. My slowness in extending was someone elses gain because the apartment is "GREAT" I recommend it to anyone who wants to be in the downtown Hartford area.
Condo in Downtown New Haven
4.82 out of 5 average rating, 57 reviews

Brownstone Downtown New Haven Yale

Paulo EnriqueRating, 5 stars4 weeks ago
Excellent place to stay! This was my second visit, and once again, I had a wonderful experience. The room in the upper floor is the best as you avoid unwanted noises (traffic, other people walking). They are also implementing a new system for the washer/dryer that allows you to pay with your cellphone, making it much easier to pay now. They are usually quick to answer and helpful. I recommend this place for sure.
Condo in Hartford
New place to stay

Comfortable Relaxing Ideal Oasis

Condo rentals with a pool

Condo in North Fork
4.94 out of 5 average rating, 17 reviews

Cliffside Resort Poolside Condo A204

MichelleRating, 5 stars1 month ago
Very clean apartment! Easy check in/check out. Had a nice stay!
Condo in North Fork
5 out of 5 average rating, 6 reviews

Water front, sunsets, sail boats, Wi-fi, birds

CharlesRating, 5 stars9 months ago
John and Cathy are amazing hosts. This was our second consecutive summer stay in their condo and it does not disappoint. The place and the amenities they provide are amazing and they are a wonderful couple who respects your privacy but are there for anything you need. I recommend anyone to stay here and know they would want to return. Thank you John and Cathy for making our second summer with you a fantastic vacation!
Condo in North Fork

Cliffside Resort Poolside Condo A106

KellyRating, 5 stars43 months ago
Very lovely place to stay. All the amenities you would need and a view of the water. With the exception of the keypad entry not working at the end of our stay (assuming it was just dead batteries), it was wonderful.
Superhost
Condo in North Fork
4.9 out of 5 average rating, 125 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

DebbieRating, 5 stars1 month ago
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!
Condo in North Fork
4.8 out of 5 average rating, 5 reviews

Beautiful 2 Bedroom 2 Bathroom Pool-Side Condo

JoshuaRating, 5 stars5 months ago
Stay was great and the place was very clean
Top guest favorite
Condo in North Fork
4.88 out of 5 average rating, 98 reviews

Waterfront Condo C-204 at The Cliffside Resort

JennaRating, 5 stars1 week ago
Had an amazing stay in Greenport. The condo was exactly as listed, extremely clean and has a ton of amenities. Tom communicated from when the reservation was booked until the end, he was readily available, answered quickly and gave tons of informations. The location is ideal with the private beach and pool and a quick 5 minute drive into town. The condo offers a great little kitchen, a wonderful balcony with a water view and an unbeatable sunset and all the amenities you need for your stay. Pool towels are provided, plenty of bathroom towels, there’s a coffee machine, 3 tvs, a variety of dishware and there’s coin operated laundry in the basement. The staff that works the grounds and property are also super friendly. The town of Greenport and other surrounding towns are all close, you have endless options for vineyards in close vicinity and there’s tons of amazing restaurants within a 5-15 minute car ride. I highly recommend booking this property, I will definitely be rebooking! (If yo
Condo in Westbrook

Watersedge resort time share Westbrook ct

AbbieRating, 5 stars48 months ago
Andrew’s place was awesome. Just steps to a beautiful pool and the ocean! Couldn’t have asked for a better place.
Condo in Wallingford
New place to stay

Cozy and charming retreat in quiet area of Wlfd.

JoeRating, 5 stars2 weeks ago
Cristina's home was great for our stay! She was extremely helpful even before we checked in, providing clear instructions on where to park and the location of the entrance. She even left out some toys for our son to play with during our time there. It's small space, but what we needed and exactly as described in the listing. We would absolutely stay here again, when we come back to the area!

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