
Condo holiday rentals in Middletown
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Top-rated condo rentals in Middletown
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The Anchor at Soundview · Beach+Ocean+Sunrise
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.

Seaside Summer Escape: 2BR Waterfront Condo w/Pool
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.

Newly Renovated Villa with King Bed at Norwich Spa
loved this place, wish it wasn’t so expensive but honestly it’s expensive for a reason lol, it’s a very nice place to stay with the hot tub and pool accessible! 10/10

Beautiful 2 Bedroom 2 Bathroom Pool-Side Condo
Stay was great and the place was very clean

Freeboard at Soundview · Beach+Ocean+Sunrise
Beautiful place right next to a private beach. Definitely recommend coming here for a nice weekend vacation. Not too far from New Haven and also niantic. For sure coming back.

Cozy and luxury room.
Steve is a great great host…I would recommend everyone to try this place…great house, awesome location, everything is available nearby… go for it guys and I bet you will not regret later..

Hatch at Soundview · Beach+OceanView+Sunrise
We had a pleasant time at Peter's place. He was a great host and was very responsive. It was just what we needed for some rest and relaxation on the beach after a week of hiking in the white mountains. Would definitely stay here again!

The Bridge at Soundview · Beach+OceanView+Sunrise
This was such a beautiful place. I was surprised with how much space there was. Me and my family very much enjoyed our stay.
Pet-friendly condo rentals

Pacer's Pasture
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!

Entire house - 4 Bedroom-Enfield
Everything I needed for my work trip👍👍👍 Clean and cozy stay

Cozy one bedroom apartment in Wooster street
Maricela was very responsive and flexible throughout our stay and booking arrangements. Thank you!!

Beautiful 2 bedrooms/ 2 bath Condo
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.

Chateau Blanc Yale
The place was great!! Exactly what we were looking for and a terriffic location.

Stylish Downtown Hartford|Laundry|ConventionCenter
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.

Brownstone Downtown New Haven Yale
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.

Lovely Modern 2-bedroom condo near Candlewood Lake
The house was very clean and modern. It had everything we needed for a weekend stay. The location is perfect! It's very close to downtown New Milford and restaurants. Would definitely recommend staying here!
Condo rentals with a pool

Modern Loft Villa, 1 mile to Mohegan Sun
just returned from annual moms weekend away...Erin's place was beautiful! well stocked, clean, looked just like the pics, great sound system. loved the extra little details like the large ice cubes already made (for me as an old fashioned snob), the adorable dry bar, and the decor in general w all the gold touches-it made it stand out from the typical! the best was walking in and smelling how fresh and clean and homey it was! would def recommend. also we had zero questions bc she was so proactive reaching out prior to checking in. check out her place! :)

Near Casino-KING Bed-Heated Pool/Jacuzzi/Sauna-Spa
We had a wonderful weekend at this property. The condo was clean, cozy, and close to tons of great activities. The pre-arrival instructions were super helpful, check-in was seamless, and access to the clubhouse was an added bonus. Highly recommend!

Beautiful condo on Long Islands Northfolk
We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA
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!

Cozy French style Villa-3 Bed-Casino-Pools-Jacuzzi
Natalie was a great host, super communicative which was very much appreciated. The place was beautiful and a perfect stay for 2 couples!

Cozy Vacation Villa 5 minutes from Mohegan
The stay was very peaceful, friendly neighbors. The scenery was great, Desiree was there for any concerns we had, and with timely response. I would anyone that want a pleasurable stay while in Norwich, this is the place to be. Thanks again, for a wonderful stay. William & Potreen

Seashore getaway - CT shoreline
Lauren was great and her home was exactly as promised! Great stay and will stay again!

Mohegan Sun Escape-Hot Tub/Pool/Golf & Norwich Spa
Nat was incredibly friendly, welcoming, and easy to communicate with! Her cute and clean little condo was the perfect spot for my husband and I to get away for his 40th birthday weekend! Conveniently located near the casinos and our favorite- spas! Thank you Nat!
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- Beach
- Fairfield Beach
- Yale University
- Foxwoods Resort Casino
- Six Flags New England
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Ocean Beach Park
- Thunder Ridge Ski Area
- Woodmont Beach
- Amagansett Beach
- Seaside Beach
- Quotonset Beach
- Bushnell Park
- Jennings Beach
- Silver Sands Beach
- South Jamesport Beach
- Groton Long Point Main Beach
- Clinton Town Beach
- Sherwood Island State Park
- Cedar Beach
- Bayview Beach