Apartment vacation rentals in Middlesex County

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Middlesex County

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Top guest favorite
A bright living space is showcased with wooden floors and white walls. A dark leather sofa faces a wooden coffee table, while a rocking chair invites relaxation. A dining area features a table with four orange chairs, complemented by natural light from nearby windows.
Apartment in Middletown
4.94 out of 5 average rating, 896 reviews

Quaint 2br apt- 1 block walk to Wesleyan & Main St

Nicely appointed 1st floor 2 BR apt with mid-century modern inspired decor that is a cozy home away from home. House is 1 block from Wesleyan and 2 blocks from food/fun on Main St, so you don’t need to use your car to visit Wesleyan or get to anything in town since the location is very walkable. Laundry, dishwasher, tv with roku, dvd player and dvd’s, books, bluetooth radio, wifi, front porch and back yard seating, close to Rt 9, I-91, Rt 84, Hartford and short drive to beaches/shoreline/I-95.

Guest favorite
A rooftop terrace is shown, featuring a round table and two high black chairs. The space offers an unobstructed view of the city skyline, showcasing various buildings under a clear blue sky with scattered clouds.
Apartment in New Haven
4.94 out of 5 average rating, 164 reviews

Downtown Elegant Stay By Yale • Rooftop • Gym

Come and stay at this luxury, modern one-bedroom apartment just steps away from Yale! With Broadway just around the corner and some of New Haven’s best Pizza a stone’s throw away you’d be hard-pressed to find a better location for your stay. Enjoy cooking up a nice dinner at home one night using the fully-equipped kitchen provided. Spend the evening on the rooftop terrace watching the sunset over the city skyline before tucking in for the night. Use the downstairs gym for a morning workout.

Top guest favorite
An expansive patio extends towards the shimmering waters of Long Island Sound, featuring lounge chairs and a dining table with an umbrella. Decorative planters and lanterns are arranged along the patio edge, complementing the serene waterfront view.
Apartment in Milford
4.97 out of 5 average rating, 630 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Top guest favorite
A comfortable living area features a light-colored sofa, two leather chairs, and a wooden coffee table. A flat-screen TV is mounted on the wall, with decorative artwork above it. Soft curtains frame the windows, allowing natural light to fill the space.
Apartment in New Haven
4.99 out of 5 average rating, 108 reviews

Gemstone: Family-friendly, Close to Yale/Downtown

Welcome to Gemstone! Nestled on a quiet, tree-lined street, this architect designed space is just minutes from Yale Campus and downtown New Haven. Both beautiful and functional, it has been fully renovated and thoughtfully crafted to feature both modern and classic elements. In addition to two bedrooms and two full bathrooms, it includes everything you need to feel comfortable: central air, washer/dryer, WiFi, a 4-seat breakfast bar, new appliances, easy parking, and a 6-person dining table.

Guest favorite
A bright living area features large windows, allowing natural light to fill the space. A comfortable gray sofa sits alongside a round coffee table and a cozy armchair. The open kitchen is equipped with modern appliances and sleek cabinetry, ideal for a relaxing stay.
Apartment in New Haven
4.97 out of 5 average rating, 114 reviews

Luxurious 3BR Apartment w/ Parking & Gym

Our prime location meets modern elegance. This three-bedroom spacious apartment is designed for comfort, convenience, and sophistication in the heart of a dynamic urban community. Whether planning a quiet night in or a lively evening downtown, Hyatus amenities elevate your living experience. º Rooftop Sky Lounge with an outdoor TV º Screening area º Cabanas º Billiards º Bocce courts º Fireside lounge º Co-working space featuring private work pods º Meeting rooms º Cappuccino Bar

Top guest favorite
A tranquil lakeside scene is captured, featuring a sandy shore beside Cedar Lake. Two benches are positioned near the water, with towels draped over them. Sunlight filters through nearby trees, creating a serene atmosphere. The calm water reflects the surrounding greenery.
Apartment in Chester
4.98 out of 5 average rating, 196 reviews

Charming Chester Retreat - Cottage

*Summer's Here** Book your Cottage stay minutes from Chester's town beach: This 2 bed, 1 bath unit has been redesigned to feature a modern kitchen, soaking tub and wood-burning fireplace. The unit also includes a roof deck that overlooks our mature maple trees and a sprawling front porch, complete with rockers. Beach Access 10 min away at Cedar Lake. Great for 1-2 couples, small families or group of friends—Ask about our single roll away bed or pack' n' play(s). Kid friendly!

Top guest favorite
A bright sleeping area features a spacious bed with light-colored bedding, positioned beside large windows dressed with gray curtains. A minimalist TV stand holds a television, with a colorful wall art piece providing a vibrant accent against the neutral walls.
Apartment in Groton
4.97 out of 5 average rating, 177 reviews

Beautiful studio overlooking the Mystic River

This bright apartment is within walking distance of Downtown Mystic with lots of nearby food options food options. There are coastal access points nearby that are within 2 to 5 mins. There are trails across the street for a scenic hike. The sunset views are breathtaking and you can see wildlife and boats including the Argia several times a day. We are 1 exit away from Mystic Seaport and Mystic Aquarium. Use Mystic Go App to see all that you can explore in this area.

Superhost
A spacious deck is shown, offering a clear view of the Thames River and surrounding waterfront. Two light-colored lounge chairs are positioned on the deck. A series of docks and distant boats are visible on the water, with a backdrop of a partly cloudy sky.
Apartment in New London
4.79 out of 5 average rating, 443 reviews

Large Waterfront Luxury Apartment

Located in Downtown Historic New London, this waterfront apartment features astounding views of the Thames River and Long Island Sound. Conveniently located, the apartment is within walking distance to restaurants, bars, galleries, the Amtrak train station and the Ferry terminals which service Block Island, Fishers Island and Long Island. The apartment also boasts a large deck overlooking the Thames with access to a grill and sitting area.

Guest favorite
The exterior of a single-story apartment features a beige facade with brown trim. A welcoming front door is flanked by potted plants, and a covered porch is visible. Natural light illuminates the surroundings from a clear blue sky.
Apartment in East Haddam
4.89 out of 5 average rating, 211 reviews

Penny Corner Airbnb

My place is located up the hill from Good Speed Opera House. The Opera House is on the same side of the river as my place. The folklore is that vacationers used to pay a penny to have their belongings transported by ox and wagon from the port at the river to this corner. A two family home built in 1884. The space is a ground level 1 bedroom apartment with private entrance. There is no TV in the unit, WIFI is available for your devices.

Guest favorite
Apartment in Manchester
4.96 out of 5 average rating, 141 reviews

Peaceful Pet-Friendly Retreat Near Hartford and MA

Welcome to your home away from home located steps away from downtown Manchester CT! ✔ Private entrance
✔ 1 comfortable bedroom & full bathroom
✔ Fast Wi-Fi for work and entertainment
✔ In-unit washer & dryer
✔ Complimentary coffee
✔ Pet-friendly accommodations
✔ Backyard access
✔ Quiet, residential setting Conveniently located close enough to major events but in a quaint downtown area making it prefect for short or long term stays.

Top guest favorite
Apartment in New Britain
4.96 out of 5 average rating, 276 reviews

Spacious Cozy Guest Suite

This unique guest suite located in a newly constructed home offers over 600 sq ft of space. There is a private entrance in a quiet and safe location. Minutes from CCSU, UCONN Med Center, I-84, downtown, restaurants and shopping. West Hartford Center is only 10 minutes away. KITCHEN DOESN’T INCLUDED STOVE , fridge, microwave, fully stocked coffee bar. Smart TV, high speed internet and work space are perfect for remote work.

Guest favorite
The exterior of Lori Warner Studio/Gallery showcases a vibrant red door framed by large glass windows. A deep blue awning offers shade, while decorative planters with greenery are positioned beside the entrance. Outdoor seating is visible in the background, complementing the inviting atmosphere.
Apartment in Chester
4.92 out of 5 average rating, 426 reviews

Chester Village 'Pied-à-terre' above art gallery

Our lovely apartment is well designed in an ideal location. A sunshine filled living room w/high ceilings, a private bedroom in back, and large private deck overlooking Pattaconk Brook. A true gem, set up solely for the comfort of our guests. Located in the heart of Chester Village, above our art gallery & boutique. We're neighbor to some of the BEST restaurants, art and shopping in CT! We know you'll enjoy your stay!

Popular amenities for Middlesex County apartment rentals

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