
Apartment holiday rentals in Middlesex County
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Top-rated apartment rentals in Middlesex County
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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!

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.

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.

The Millhouse Downtown Chester
An upscale destination with accommodations for foodies & friends in the heart of historic Chester CT. Stay at this beautifully renovated historic Millhouse in charming downtown Chester. Enjoy strolling the streets loaded with shops, award winning restaurants, a microbrewery, art galleries, and more. All within a 1 minute walk. Our prime location is just 20 minutes to the CT shoreline and located in the heart of the CT River Valley. The Millhouse is next door to the Chester Historical Museum.

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.

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, take a dip in the crystal-clear waters, or explore nearby nature trails. A lofted office space with l-shaped desk invites both creativity and productivity. Your lakeside escape awaits! NO CLEANING FEE!

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.

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!
Popular amenities for Middlesex County apartment rentals
Weekly apartment rentals

Renovated Apartment in a Historic Farmhouse Estate

Everything you need! Full Apartment!

Squire Chase House

Mystic for Two

Stedley Creek

Bright, Southold Studio Apt near beach & town

Modern Montauk retreat with wood stove by Harbor

Modern Carriage House Near Beach - Deck + Fire Pit
Private apartment rentals

Shoreline Oasis

Quintessential Essex. Steps from the Steam Train!

Mod Apartment in Historic Home

Tide Unit- Charming Furnished Boutique 1BR

Dockside 2BR - Prime Location on the Marina Unit B

Beach condo

The Little Chestnut.

Coastal Westbrook Loft Vaulted Ceilings & Lvl 2 EV
Apartment rentals with a hot tub

Luxury Penthouse Minutes to Yale

Cozy Corner, by the Spa

Luxe Retreat in Norwich

Cozy Studio: Indoor Hot Tub & Inground Pool Access

Garden Suite: Private Full Apartment

Chalet Tré

Lakefront Living

Secluded Getaway · Sauna, Hot Tub & Beach Access
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Cottage rentals Middlesex County
- Waterfront rentals Middlesex County
- Rentals with beach access Middlesex County
- Guest house rentals Middlesex County
- Rentals with a firepit Middlesex County
- Rentals with a washing machine and dryer Middlesex County
- Rentals with breakfast Middlesex County
- Private suite rentals Middlesex County
- Bed and breakfasts Middlesex County
- Beachfront rentals Middlesex County
- Rentals with a hot tub Middlesex County
- Fitness-friendly rentals Middlesex County
- Rentals with a patio Middlesex County
- Rentals with a kayak Middlesex County
- Rentals with a fireplace Middlesex County
- Rentals with outdoor seating Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with pools Middlesex County
- Family-friendly rentals Middlesex County
- House rentals Middlesex County
- Rentals with lake access Middlesex County
- Rentals with an EV charger Middlesex County
- Flat rentals Connecticut
- Flat rentals United States
- Yale University
- Six Flags New England
- Cooper's Beach, Southampton
- Fairfield Beach
- Charlestown Beach
- Southampton Beach
- Ocean Beach Park
- East Matunuck State Beach
- Mohegan Sun
- Hammonasset Beach State Park
- Mystic Seaport Museum
- Foxwoods Resort Casino
- Yale University Art Gallery
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Long Island Aquarium
- Mount Southington Ski Area
- Ocean Beach
- Amagansett Beach
- Orient Beach State Park
- Ski Sundown
- Burlingame State Park
- University of Connecticut
- Wölffer Estate Vineyard





