Condo vacation rentals in Middletown

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Popular amenities for Middletown condo rentals

Weekly condo rentals

Superhost
A wide expanse of sandy beach stretches towards the horizon, meeting calm blue waters under a clear sky. The shoreline is characterized by gentle waves and footprints left in the sand, creating a serene setting for relaxation and outdoor activities.
Condo in Old Lyme
4.88 out of 5 average rating, 25 reviews

The Anchor at Soundview · Beach+Ocean+Sunrise

WilliamRating, 5 stars6 days ago
Nice place, nice people relaxing vibe comfortable bed tons of free movies
Guest favorite
A modern living area features a pair of dark sofas positioned around small wooden side tables. A flat-screen television is mounted above a white fireplace. Natural light enters through sliding glass doors, complemented by light curtains. A decorative round mirror adds depth to the space.
Condo in Norwich
4.78 out of 5 average rating, 9 reviews

Newly Renovated Villa with King Bed at Norwich Spa

KimaniRating, 5 stars4 days ago
Place was just as described, will gladly return for another stay. Good location lots to find to do.
A wooden staircase descends towards a serene beach, where soft sand meets calm waters. The horizon is visible, showcasing a clear sky with wispy clouds, while gentle waves lap at the shore. Several rocks are scattered along the beach.
Condo in North Fork
4.75 out of 5 average rating, 4 reviews

Beautiful 2 Bedroom 2 Bathroom Waterfront Condominium Getaway

MicheleRating, 5 stars9 months ago
Very clean and nicely decorated condo for our enjoyable weekend getaway. Would love to stay here again!
Superhost
A wide expanse of soft, light sand stretches along the edge of calm water, meeting clear blue skies. Minimal footprints are visible in the sand, suggesting a peaceful atmosphere. The distant shoreline is faintly outlined against the horizon, enhancing the tranquil beach setting.
Condo in Old Lyme
4.5 out of 5 average rating, 12 reviews

Freeboard at Soundview · Beach+Ocean+Sunrise

GregoryRating, 5 stars6 months ago
Rate was great, it was off season. Cleaning fee is a little nutz considering it is tiny. VERY clean, perfectly functional. I wasn't a fan of the mattress, way too soft for me, but maybe that is just me :-) Overall I would happily stay there again. It was quiet, the other tenants were very friendly.
A wooden staircase leads down to a sandy beach, with gently lapping waves visible at the water's edge. The scene is open and light, framed by clear blue skies and distant rocks along the shoreline.
Condo in North Fork
4.33 out of 5 average rating, 3 reviews

Cliffside Resort Poolside Condo A101

RhondaRating, 5 stars42 months ago
Really liked the place but our reservation didn’t end up getting entered into the Cliffside system - so I had to call the after hours emergency service to get the code to get in. Not a huge deal but a little scary,
Guest favorite
Condo in Norwich
4.94 out of 5 average rating, 36 reviews

Near Casino-2 Beds-Heated Pool/Jacuzzi/Sauna-Spa

Raymond-KatieRating, 5 stars4 months ago
Super cool villa so close to Mohegan. Beds were very comfortable and it was the easiest check in and entry! Loved the decor and vibe of the place!
Guest favorite
A cozy living area is highlighted by a stylish rug covering the hardwood floor. Two comfortable chairs are positioned near a coffee table, and a television stands in front of a dark shelving unit. Natural light enters through large windows, illuminating the room.
Condo in Downtown Hartford
4.93 out of 5 average rating, 15 reviews

City Centre Crash Pad

SofiaRating, 5 stars4 days ago
Great condo, spacious and well maintained. Everything available that you need. I was not able to stay overnight due to a family urgency but no issues with the space, paid parking lots close by and very walkable area with a nice park nearby!

Pet-friendly condo rentals

Guest favorite
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!
A spacious sleeping area features a large bed with a sleek headboard positioned against a light-colored wall. Two bedside tables are placed on either side of the bed, complemented by a dark wood dresser set against one wall. Natural light enters through partially covered windows.
Condo in Enfield
4.4 out of 5 average rating, 10 reviews

Entire house - 4 Bedroom-Enfield

HunterRating, 5 stars4 months ago
Everything I needed for my work trip👍👍👍 Clean and cozy stay
Superhost
A spacious living area features large glass doors leading to a balcony, allowing natural light to fill the space. Two comfortable sofas in neutral tones are arranged around a coffee table, complemented by a simple area rug. A decorative plant adds a touch of greenery to the setting.
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.
Condo in New Haven
4.78 out of 5 average rating, 86 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.
Guest favorite
An ornate archway marks the entrance to a tree-lined street, where a variety of cars are parked on either side. Lush green trees create a canopy overhead, and decorative elements such as flags and signage can be seen along the way.
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.
An open living area displays modern furnishings, including a sofa and a television. A dining table is positioned nearby, and a plush area rug adds warmth to the space. A bright bedroom is visible through an open doorway, featuring a spacious bed and natural light from large windows.
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 stars1 week 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

Condo rentals with a pool

Top guest favorite
The main living area features a comfortable seating arrangement with patterned armchairs and a gray sectional sofa. A round coffee table sits in the center, complemented by dark poufs. Natural light enters through large windows, and a cozy fireplace adds warmth to the space.
Condo in Norwich
5 out of 5 average rating, 33 reviews

Modern Loft Villa, 1 mile to Mohegan Sun

BonnieRating, 5 stars3 weeks ago
We had a wonderful stay. The house was beautiful and clean and had everything we needed. Erin was so easy to communicate with. I would recommend this house for anyone visiting the area.
Guest favorite
A well-maintained heated pool is surrounded by lounge chairs and shaded tables. Umbrellas provide shelter over the seating areas. A club house is visible in the background, complementing the inviting outdoor space designed for relaxation.
Condo in North Fork
4.84 out of 5 average rating, 105 reviews

Beautiful condo on Long Islands Northfolk

CarolineRating, 5 stars3 months ago
This was the perfect last-minute getaway for my always on-the-go family in need of some quiet bonding time. The condo was simple and clean, the beach beautiful (even in the winter), and Alice and Gasper were very responsive. Would highly recommend!
Superhost
A clean and inviting bedroom features a spacious bed with neutral bedding, accent pillows, and soft bedside lighting. Built-in shelves are displayed with decorative items, and a window allows natural light to brighten the area, complemented by light curtains.
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!
Guest favorite
A clean, rectangular outdoor pool is framed by a white fence and surrounded by colorful hanging flower baskets. Lounge chairs line the poolside, inviting relaxation under a wooden trellis that casts dappled shadows across the deck.
Condo in Norwich
4.94 out of 5 average rating, 31 reviews

Cozy Vacation Villa 5 minutes from Mohegan

JillianRating, 5 stars3 months ago
My husband and I stayed at Desiree’s place for New Years weekend. The space was beautiful, clean, comfortable and perfect for our getaway. Close to the casino and spa and anything you need. Would definitely recommend!
Guest favorite
A soft green couch features two white, decorative cushions, positioned beneath a large pink cherry blossom tree. A warm, glowing neon sign reading 'Villa Maisonet' adds a welcoming touch to the space, highlighting the charming decor.
Condo in Norwich
4.96 out of 5 average rating, 26 reviews

Cozy French style Villa-3 Bed-Casino-Pools-Jacuzzi

JessicaRating, 5 stars3 days ago
Amazing stay!! Beautiful home, clean, had everything we needed. Quiet place as well!! Only thing the heated outdoor pool was closed due to maintenance during our stay, but everything else was perfect! Will definitely be staying again!!
Guest favorite
A well-maintained heated pool is surrounded by lounge chairs arranged on a paved deck. The pool reflects the evening sky, while nearby tables and grilling areas invite relaxation. The condominium buildings, featuring multiple balconies, are positioned in the background.
Condo in North Fork
4.89 out of 5 average rating, 149 reviews

Beautiful Waterview Condo on the North Fork of LI

AnnaRating, 5 stars5 months ago
Such a beautiful condo by the water! Too bad we stayed in November, we would have enjoyed the terrace way more! Mia was so responsive and helpful with my questions prior to the weekend at her place.
Superhost
A cozy living area is furnished with a beige sofa, a round wooden coffee table, and stylish light blue armchairs. A large window allows natural light to fill the space. Potted plants add a touch of greenery, creating a relaxed atmosphere.
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!
Top guest favorite
An aerial view showcases a spacious property featuring a well-maintained pool surrounded by lounge chairs. The light blue building, with a sloped roof, offers outdoor seating areas, enhancing the communal space, all nestled among lush greenery and trees.
Condo in Norwich
5 out of 5 average rating, 28 reviews

Mohegan Sun Escape-Hot Tub/Pool/Golf & Norwich Spa

Gail Rating, 5 stars1 month ago
The condo was beautiful, very clean and had many extras one wouldn't have expected. The owner put a lot of thought and detail to providing little extras for renters. I liked the location of the condo very easy to get to. I had an awesome weekend right next to the Norwich Spa and close to Mohegan and Foxwoods! I would definitely recommend this place and return in the future. Nat was a perfect host! Thank you for everything! Gai

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