Condo vacation rentals in Middletown

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Popular amenities for Middletown condo rentals

Weekly condo rentals

Guest favorite
A person stands on a rocky shoreline, gazing toward the ocean. The sun reflects on the water, creating a shimmering effect. Clouds drift across the sky, enhancing the calm atmosphere of the coastal landscape. Tide pools gather along the rocky surface, capturing reflections.
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.
Guest favorite
A well-maintained laundry facility featuring three white washing machines aligned in a row. Each machine is equipped with a digital control panel displaying settings and timers. The walls are painted in a neutral tone, with informational signs positioned above the machines.
Condo in Norwich
4.88 out of 5 average rating, 17 reviews

Newly Renovated Villa with King Bed at Norwich Spa

AaliyahRating, 5 stars1 week ago
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
A sandy beach is viewed from above, with a wooden boardwalk leading down to the shoreline. Rows of white lounge chairs are positioned on the sand, facing the ocean. A grassy area borders the beach, alongside a multi-story building in the background.
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
Superhost
A figure stands on textured rock formations at the shoreline, with the sun reflecting on a serene water surface. The sky is filled with clouds, creating a dynamic interplay of light and shadow, capturing the tranquil essence of the coastal environment.
Condo in Old Lyme
4.4 out of 5 average rating, 15 reviews

Freeboard at Soundview · Beach+Ocean+Sunrise

GregoryRating, 5 stars8 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.
Guest favorite
Condo in Old Lyme
4.94 out of 5 average rating, 16 reviews

The Bridge at Soundview · Beach+OceanView+Sunrise

JocelynRating, 5 stars1 month ago
This was such a beautiful place. I was surprised with how much space there was. Me and my family very much enjoyed our stay.
Guest favorite
A woven basket filled with various toiletries is displayed, including insect repellent, deodorants, and sneaker cleaner. The items are organized neatly, showcasing a selection that provides convenience and care for guests.
Condo in Norwich
4.95 out of 5 average rating, 37 reviews

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

Raymond-KatieRating, 5 stars5 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!
A scenic view captures the beach area with a walkway leading to the sand. Sun loungers are arranged on the shore, providing ample space for relaxation. Lush greenery and a condo building are visible in the background, framing the beachfront setting.
Condo in North Fork
4.84 out of 5 average rating, 31 reviews

Two Bedroom Lawn Side 1st Floor Condo!

RaeMarieRating, 5 stars34 months ago
This was a wonderful place to stay. Clean and just beautiful. The condo and the scenery. My family and I truly enjoyed our short stay. Only one night. Looking forward to coming again and spending more time
A sandy beach area is visible, lined with white lounge chairs arranged in neat rows. A wooden walkway leads from the green hillside to the beach. A low-rise building is positioned in the background, surrounded by lush greenery.
Condo in North Fork
5 out of 5 average rating, 3 reviews

Cliffside Resort Poolside Condo A105

KathleenRating, 5 stars9 months ago
Beautiful stay at Cliffside! The photos don’t do it any justice!! The rooms were super clean and well decorated. Pool was great!! The beach was beautiful!!!! Loved this place!

Pet-friendly condo rentals

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

Pacer's Pasture

CerayeRating, 5 stars5 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 stars6 months ago
Everything I needed for my work trip👍👍👍 Clean and cozy stay
Guest favorite
An open living area features a glass dining table surrounded by four black chairs. A modern ceiling fan is positioned above. The kitchen is equipped with stainless steel appliances and wooden cabinetry. A small seating area with a futon is visible in the background.
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!!
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 stars116 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.
A cozy bedroom is highlighted by a queen-size bed adorned with a vibrant yellow and black animal print blanket. Decorative pillows add a touch of character. A small workspace is positioned nearby, and natural light enters through a window, enhancing the welcoming atmosphere.
Condo in New Haven
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.
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
4.63 out of 5 average rating, 62 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.
A modern living space features a wooden desk positioned beside a cozy armchair. A flat-screen TV mounted on the wall displays a scenic view. A metal shelf holds neatly stacked towels and books, set against a backdrop of exposed brick walls.
Condo in Downtown New Haven
4.84 out of 5 average rating, 56 reviews

Brownstone Downtown New Haven Yale

Paulo EnriqueRating, 5 stars3 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.
A multi-story gray house is shown from the street, featuring a blend of modern and traditional architectural elements. Large windows line the front, with a porch accessible from the ground level. A well-maintained green lawn and several parked cars are visible in the driveway.
Condo in Hartford
New place to stay

Comfortable Relaxing Ideal Oasis

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
4.97 out of 5 average rating, 36 reviews

Modern Loft Villa, 1 mile to Mohegan Sun

LauraRating, 5 stars3 weeks ago
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! :)
Guest favorite
A spacious bed features a light-colored quilt with textured detailing, complemented by an array of decorative pillows in warm hues. A bedside lamp softly illuminates the area, while a framed artwork is displayed on the wall, adding an artistic touch to the cozy room.
Condo in Norwich
4.85 out of 5 average rating, 27 reviews

Near Casino-KING Bed-Heated Pool/Jacuzzi/Sauna-Spa

ShainaRating, 5 stars1 week ago
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!
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, 106 reviews

Beautiful condo on Long Islands Northfolk

LauraRating, 5 stars1 month ago
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!
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 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!
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
4.97 out of 5 average rating, 29 reviews

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

JessicaRating, 5 stars1 month 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 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, 32 reviews

Cozy Vacation Villa 5 minutes from Mohegan

WilliamRating, 5 stars2 weeks ago
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
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, 73 reviews

Seashore getaway - CT shoreline

ScottRating, 5 stars2 weeks ago
Lauren was great and her home was exactly as promised! Great stay and will stay again!
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, 32 reviews

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

MikealaRating, 5 stars2 weeks ago
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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