Apartment holiday 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 favourite
A spacious living area is characterized by high beamed ceilings and large windows that allow natural light. Furnishings include a round dining table surrounded by six chairs and a comfortable seating arrangement, featuring a decorative rug. A large television is positioned on a wooden stand.
Flat in Coventry
5 out of 5 average rating, 150 reviews

HideAway UConn Coventry RockFarm BnB Breakfast A+

Welcome to “The Hide Away” on Rock Farm with Superhosts Jon & Jeri. A private, family-friendly 1000+ sq ft wooded retreat featuring two bedrooms, 500 Mbps WiFi, Roku TV, private deck, full kitchen, laundry, and DIY breakfast. Just 15 minutes to UConn and 2 minutes to Bolton Lakes for fishing and hiking. See our VIP Guest Book for local favorites. Clean, cozy, no-shoe secluded BnB — 5⭐️ guest favorite. Ask about “The GetAway” too! It’s our King Studio Suite, a private space, perfect for couples.

Top guest favourite
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.
Flat in Middletown
4.94 out of 5 average rating, 893 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.

Top guest favourite
Flat in Guilford
4.99 out of 5 average rating, 294 reviews

Guilford Guest House- private studio apartment

Quintessential New England shoreline town. Arrive by Car, Train or by boat and walk from the marina to our guest house. (Inquire) Walk to the Guilford Green, Town Dock, Jacobs Beach along with over a dozen restaurants, pubs, coffee shops, gift & clothing shops. Hiking trails . Please review my extensive guide book of Guilford and the surrounding areas. Walking access to the Shoreline East train to surrounding Local towns or transfer to Metro north and Amtrak to NYC & Boston all without a car.

Top guest favourite
The historic Ludington House features a grand white facade with black shutters and a central entrance. A large porch with a decorative railing enhances the welcoming appearance. Lush greenery and landscaped flower beds flank the pathway leading to the front door, creating an inviting entry.
Flat in Old Lyme
4.9 out of 5 average rating, 212 reviews

Private apartment in historic Old Lyme mansion

3rd floor apartment in Ludington House, a historic home centrally located in the charming village of Old Lyme. 3 bedrooms (2 queen, and one with two twin beds/trundle), 2 full bathrooms. Close to restaurants, beaches, art galleries and museum. Please do not book for a group that does not include yourself. Person booking the apartment must be one of the guests staying. We do not allow guests that are not part of the reservation to visit the property during your stay. No loud late nights.

Top guest favourite
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.
Flat in Groton
4.97 out of 5 average rating, 174 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.

Top guest favourite
A comfortable living area is highlighted by patterned walls and natural light from two windows. A white sofa adorned with blue and patterned pillows is complemented by a striped rug. Two seating options, including a chair and a sofa, provide additional comfort.
Flat in Old Lyme
4.97 out of 5 average rating, 112 reviews

Private apartment in the heart of Old Lyme village

This rare village gem is located in the heart of historic Old Lyme, CT. The freshly renovated two bedroom apartment with private entry is a quick walk to the historic arts community, a block from the river for exploring and a quick ride to lake or beach. The property features various flower and vegetable gardens with a stunning pergola and patio for outdoor dining. Conveniently located off I-95 to access nearby quaint New England waterside towns, shops and restaurants.

Guest favourite
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.
Flat in New London
4.8 out of 5 average rating, 437 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 favourite
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.
Flat in East Haddam
4.89 out of 5 average rating, 205 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.

Top guest favourite
A spacious living area features a large sectional sofa adorned with red cushions, complemented by a coffee table and side tables. Bright light floods the room through the sliding glass doors, opening to the outdoor deck. A staircase leads to a lofted area, enhancing the open feel.
Flat in Guilford
4.96 out of 5 average rating, 110 reviews

Cozy Private Lake Q Retreat

Escape to a charming lakeside haven! Our cozy 1-bed, 1-bath retreat is a tranquil getaway. Nestled by the water, it's perfect for a romantic escape or a solo recharge. Enjoy stunning lake views, a comfy bedroom, and a serene bathroom. Unwind on the private deck and explore nearby nature trails. A lofted office space with l-shaped desk invites both creativity and productivity. Your lakeside escape awaits! NO CLEANING FEE!

Guest favourite
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.
Flat in Chester
4.91 out of 5 average rating, 421 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!

Guest favourite
A well-equipped kitchen is visible, featuring dark cabinetry and stainless steel appliances. A black refrigerator stands next to a compact dining table with wooden chairs. The area includes various kitchen utensils and appliances, with light streaming in from a nearby window.
Flat in Middletown
4.9 out of 5 average rating, 149 reviews

Private Downtown Oasis

Private First Floor Rear Apartment of an 1849 historical home in the heart of Middletown, CT. One block walk to Wesleyan University with private parking. Main street also one block away with many great restaurants, and our best local coffee shop (Klekolo) just doors away from your apartment. The House is across from the public library. Stone patio in a lovely fenced in rear yard.

Guest favourite
Two paddleboats are moored next to a wooden dock, resting on calm waters. The boats feature a blue color with a simple design, and the dock extends towards the lake, reflecting the peaceful setting.
Flat in Middletown
4.85 out of 5 average rating, 190 reviews

Lakeside apartment 2.5 miles from Wesleyan campus!

Walk out to your private deck from either the living room or the kitchen. Newly-refurbished apartment in a beautiful, peaceful setting on small lake, suitable for swimming or fishing. Enjoy free use of our paddleboat! This is an in-law apartment attached to our home, so we will be nearby to help with any issues that may arise during your stay.

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