Apartment vacation rentals in Middletown

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Top-rated apartment rentals in Middletown

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Superhost

A welcoming living area features a plush sofa and a comfortable armchair, positioned near large windows that invite natural light. A wooden dining table with chairs complements a bookshelf brimming with books, while a vibrant area rug adds colour and warmth to the space.

Apartment in East Rock

4.9 out of 5 average rating, 210 reviews

On the Park: 3 RM Apt. w/kit. in historic house

On East Rock Park, beautifully furnished, fully equipped kit. Private deck overlooking the gardens. Apt. is on 3rd fl. in owners home. Comfortable and quiet, an ideal space for writers (check the reviews) and visitors to New Haven and Yale. Breakfast provided: muffins, yogurt, coffee,etc. Great neighborhood, restaurants and local markets in walking distance. Extensive guidebook. 940 SF Need less space? 2 rm. suite on 2nd flr full bath. Search for pvt. room at the same location on the map.

Guest favorite

The image captures a serene view of a clear pool reflecting the colorful sunset, framed by a meticulously paved patio. Two cabana beds are positioned next to the pool, with surrounding greenery and a decorative fence enhancing the outdoor space.

Apartment in Burlington

4.85 out of 5 average rating, 108 reviews

Charming apartment with breathtaking view!

The guest apartment ( FULLY RENOVATED FINISHED BASEMENT) is an addition to our luxurious home. A 2 bedroom apartment with one king sized bed, Queen sized bed and a plush leather pull out sofa. Pool l table. Large in ground pool, 2 cabana beds, fire pit and dining table. Pool and gated backyard is exclusive to guests. We include netflix, hulu and hbo max. THE (HEATED) POOL IS OPENED IN MAY AND CLOSED LATE SEPTEMBER. The pool is cleaned daily in the morning. The pool is exclusive to guests.

Guest favorite

A sunlit living room features a comfortable sofa with striped throw pillows and a decorative coffee table. Two large windows allow natural light to fill the space, while a ceiling fan adds to the airy atmosphere. An open doorway leads to the dining area, which includes a table and chairs.

Apartment in New London

4.9 out of 5 average rating, 163 reviews

Ocean Breeze

Bright sun filled second floor apartment in a multi unit building. The apartment has one bathroom , two bedrooms the first with a king size bed and the second has a queen. LIving room, dining room, full kitchen with coffee bar. We are a 15 min walk to downtown shops, restaurants, ferries and train station. The home is minutes from the I-95 and we are a half hour drive of the areas most popular attractions. Note there are stairs and a claw foot tub which may make access difficult for some.

Superhost

An open living space showcases a modern kitchen with dark cabinetry and stainless steel appliances. A sleek black sofa is paired with vibrant red cushions, while a soft area rug lies underfoot. A small dining area with bar stools is visible in the background.

Apartment in Wooster Square

4.84 out of 5 average rating, 131 reviews

Lovely 2BR by Wooster Sq.- great neighborhood!

Welcome to New Haven, CT! Come stay in our beautiful apartment located walking distance to Wooster Square. It's close to some great restaurants, parks, nightlife, and all the great landmarks in the area! Amenities include a full kitchen with Keurig/K-cups, Wifi, Smart Roku TV with apps, full bath with towels, shampoos/lotions, laundry room, and workspace with desk to name a few. Located in a quiet neighborhood, this space is perfect for anyone traveling, studying, working remotely, etc.

Guest favorite

An open living area showcases a modern gray sofa with decorative pillows, complemented by a glass coffee table. Light wood flooring extends throughout the space, which features an organized kitchen in the background and a dining table set for four in view.

Apartment in East Lyme

4.97 out of 5 average rating, 226 reviews

Brand New Direct Lakefront - Panoramic Sunsets

Completely remodeled lakefront apartment offering sweeping views of Pattagansett Lake. Open floor plan, fully equipped kitchen and massive deck make for an ideal gathering place to catch up with family or friends. All three spacious bedrooms offer comfy queen memory foam mattresses, fresh linens and UHD smart TVs. Two full bathrooms, high speed internet and in-unit laundry. Picturesque natural setting yet close to town amenities, restaurants, beaches, casino and area attractions.

Top guest favorite

A comfortable living area features a gray sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, holding books and games. Natural light filters through a nearby window, illuminating the rustic wood-paneled wall and warm-toned floor.

Apartment in Deep River

4.93 out of 5 average rating, 144 reviews

Lovely Garden-Level Apartment in Heart of Town

This garden-level apartment is centrally located within walking distance to Main Street's retail shops, restaurants, and grocery/pharmacy, and just minutes from The Lace Factory and Deep River Landing, Essex Steam Train & Riverboat, Connecticut River Museum, the CT shoreline and beaches, and so much more. A charming historic home over 200 years old with a classic New England feel, the apartment has two bedrooms, one full bath, and an eat-in kitchen complete with amenities.

Top guest favorite

A hallway with light-colored walls and wooden flooring connects distinct areas of the studio apartment. A dark leather bench is positioned against one wall, while a framed artwork adds character. Natural light enters through multiple windows, creating a bright atmosphere.

Apartment in Fairfield

4.97 out of 5 average rating, 118 reviews

Sunny Fairfield Studio Apartment

Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.

Top guest favorite

The open living area features a high vaulted ceiling with exposed wooden beams, creating a spacious environment. Light-colored sofas are arranged around a wooden coffee table on a dark rug, with an adjacent dining area visible in the background.

Apartment in North Fork

4.96 out of 5 average rating, 142 reviews

Upscale Newly Constructed Apartment

Upscale 2- story building offers 3 bedrooms, 2 baths spacious apartment in the heart of Greenport. A vaulted ceiling in the great room (kitchen, dining & living room) with large windows and hardwood floors with plenty of natural light. Utilities included. CAC, Laundry. Less than a mile to a public beach, public transportation, restaurants, shops and Mitchell park. Off street parking for 2-3 cars.

Guest favorite

Apartment in Stafford

4.94 out of 5 average rating, 149 reviews

Modern Industrial Apartment with rooftop access

* Modern industrial apartment with rooftop access. * Nestled in an old Mill Building/Artist Community. * Centrally located between Boston and NYC. * 15 mins to UConn, 20 mins to Brimfield Antique Show. * 40 mins to MGM Casino in Springfield, MA. * Walk to restaurants, boutiques, parks, and events. * On-site Yoga, Dance, Recording Studio & Vintage Shop.

Guest favorite

A spacious living area features a mixture of seating options, including a modern white chair and a cozy sofa. A large area rug anchors the space, accompanied by decorative pillows and books on a low table. Natural light fills the room through large windows beneath exposed wooden beams.

Apartment in Shelter Island Heights

4.91 out of 5 average rating, 245 reviews

Squire Chase House

Wide open loft like space in the heart of the Heights walking distance to North ferry and Marie Eiffel market Many antiques including 1930s leather club chairs and a wonderful 1850 Swedish gustavian sofa in the living room many original pieces of art work Note :the bath tub in the master bedroom is for decoration only Shelter Island license B Zone

Guest favorite

The exterior of a three-story house features light grey siding with turquoise shutters. A welcoming front porch contains multiple windows, and the entrance is accentuated by a small flight of stairs. Lush greenery surrounds the property, enhancing its appeal.

Apartment in North Fork

4.82 out of 5 average rating, 119 reviews

House on First

This beautiful upstairs apartment is 2 blocks from the charming Village of Greenport. It’s walking distance to many fine restaurants, beautiful beaches, antique carousel in Mitchell Park and ferry to Shelter Island. There’s a deck upstairs you can have your morning coffee before you head out on your next adventure!

Guest favorite

A spacious living area features a large L-shaped sectional sofa adorned with a cozy blanket. A wooden coffee table sits in front on a patterned area rug. Two windows allow natural light to fill the room, and a decorative mirror is mounted on the wall.

Apartment in West Hartford

4.85 out of 5 average rating, 113 reviews

West Hartford Center Apartment

Spacious 1 bedroom 1 bathroom apartment with a private entrance. A 10 minute walk from Blueback square, Whole Foods Market & more. Kitchen fully furnished, high speed internet, private balcony, 86 inch smart TV, in a quiet and safe neighborhood. Washer and dryer in apartment, free driveway parking. Pets allowed