
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.

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.

Charming Chester Retreat - Cottage
*Winter's Here** Book your Cozy New England Cottage stay : 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! Hidden Gem / Retreat/ Beach Access

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.

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!

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.

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.

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.

Brand New Direct Lakefront - Panoramic Sunsets
Completely remodeled lakefront apartment with stunning views of Pattagansett Lake. Guests love the peaceful setting, spacious layout, and large deck overlooking the water—perfect for relaxing or gathering with family and friends. Spotlessly clean with comfortable queen memory-foam beds, fresh linens, UHD smart TVs, fast Wi-Fi, and in-unit laundry. Quiet, private, and scenic, yet minutes to beaches, restaurants, casinos, and area attractions.

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.

The Winchester House at Science Park-Yale
Located 2 blocks from Yale University's Franklin and Murray College and Ingall's Ice rink, The Winchester House at Science Park is a newly renovated luxuriously appointed 2 bedroom 2.5 bathroom apartment. The apartment features bespoke amenities, free secure off-street parking, snacks and beverages, stylish furniture, 1000 ct. beddings, ample cooking pantry items and everything you need as a guest. Let us welcome you in relaxed luxury!

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.

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
Weekly apartment rentals

The Boathouse, private downtown Harborside suite

Modern/Private Five ★ /Hotel quality stay/1 BR Apt

Quintessential Essex. Steps from the Steam Train!

Cozy Private Lake Q Retreat

Stedley Creek

Retreat in New Haven by Stephanie and Damian

Bright, Southold Studio Apt near beach & town

Cozy Apartment with Water View of Brook
Private apartment rentals

Mod Apartment in Historic Home

Tide Unit- Charming Furnished Boutique 1BR

Trendy 1 Bed Steps to Dining - Farmington Valley

Dockside 2BR - Prime Location on the Marina Unit B

The Little Chestnut.

Updated 2-bedroom Near Wesleyan-Middletown

Central Town 1BR Furnished Apt - Prime Location

Cozy 1b/1b beautiful views Hopeville Wtby 2nd Flr
Apartment rentals with a hot tub

Luxury Penthouse Minutes to Yale

The Cozy Corner

Cozy Corner, by the Spa

Cozy Studio: Indoor Hot Tub & Inground Pool Access

Garden Suite: Private Full Apartment

Chalet Tré

Lakefront Living

Serene Escape: Sauna, Hot Tub & Nearby Beaches
Destinations to explore
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- Cottage rentals Middlesex County
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- Rentals with a hot tub Middlesex County
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- Apartment rentals Connecticut
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- Yale University
- Foxwoods Resort Casino
- Six Flags New England
- Cooper's Beach, Southampton
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Ocean Beach Park
- East Matunuck State Beach
- Mohegan Sun
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Mystic Seaport Museum
- Yale University Art Gallery
- Long Island Aquarium
- Sleeping Giant State Park
- Mount Southington Ski Area
- Burlingame State Park
- Ski Sundown
- Orient Beach State Park
- Mystic Aquarium
- Ocean Beach
- East Hampton Main Beach
- Meschutt Beach




