
Apartment holiday rentals in Westbrook
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Top-rated apartment rentals in Westbrook
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The Federal Suite at the Wisteria Rest
The apartment is beautiful and fully furnished in the historic District of East Haddam close to Rt 9 or 2, the Goodspeed Opera House, River House and CT Shoreline. Gillettes Castle, Fox Hopyard, Devils Hopyard, & more. Just 20 minutes to Middletown and wonderful dining. This apartment is in the 1800 section and has some quirky things to be aware of, floor that have uneven heights, stairs to the bedroom and , a claw foot tub/shower that you have to step into and a full flight of stairs to get in.

Charming Chester Retreat - Cottage
*Winter's Coming- Book your Cozy New England Cottage Now* 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

Bright 1 BR Apt Steps From Yale
Enjoy a bright and cozy 1 bedroom apartment just 2 blocks from the Yale campus and The Shops at Yale. Located in a 3 unit brick building, designated as a property on The National Register of Historic Places, this small renovated 2nd floor apartment maintains the characteristics of the building's original design, while providing all amenities needed for a comfortable stay. Convenient free off street parking provided. Great shops, restaurants, nightlife, and museums can all be accessed by foot.

Cozy Studio with water views (near Mystic)
Studio apartment with private entrance overlooking the Thames River. 7 minutes to downtown Mystic. Beautiful sunsets. Has a Queen size bed, small dining table, and desk, Galley kitchen with two burner stove, microwave, refrigerator and kuerig, toaster and toaster oven. Laundry can be used for longer stays (after 4 or more days) Towels and Linens provided. Beach chairs & towels available upon request. Outdoor space equipped with patio furniture, umbrella, and a grill for the warmer months.

The Pearl, New Haven
Amazing hidden luxury experience along the Quinnipiac River in a historic mid-19th century property. Enjoy the scenic river and sunset views, soak in our stunner claw-foot tub, recharge in the sunlit living room, work in the dining alcove, or relax by the bay windows with your favorite drink. NO KITCHEN, but we have a coffee maker, tea kettle, toaster oven, microwave, fridge, plates, and cutlery. We are 15 mins drive from Yale, 2 mins walk to the downtown bus, and easy cycling downtown.

Urban Garden Suite
Relax & Recharge in Westville’s Hidden Gem in New Haven. Unwind in this serene, beautiful, cozy, spotless garden apartment tucked inside a historic three-family home in charming Westville. The cozy, open-concept design blends modern upgrades with warm, thoughtful touches, creating the perfect balance of comfort and style.🌿 Enjoy peaceful surroundings, inviting details, and everything you need for a seamless stay. Your attentive (yet discreet) hostess ensures you’ll feel truly at home.

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.

Downtown Branford Retreat - Quiet yet Central Apt
A welcoming apartment nestled in the heart of Branford - a quintessential shoreline community! This inviting space offers modern design, a well-equipped kitchen, comfortable bedroom, and a convenient location. Situated within walking distance of the town green and minutes from beaches, guests can easily explore this vibrant shoreline town. From boutique shops and art galleries to charming cafes and trendy restaurants, experience the best of Branford right at your doorstep!

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.

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.
Popular amenities for Westbrook apartment rentals
Weekly apartment rentals

Life on the Farm

The Mason Studio · Near Mystic, Casinos + USCGA

Tide Unit- Charming Furnished Boutique 1BR

Gemstone: Family-friendly, Close to Yale/Downtown

The Little Chestnut: Storybook Stay in the Village

Beautiful Cozy Apt/ Soaking Tub & Serene Vibes

In-law Private Studio Apartment

Stedley Creek
Private apartment rentals

Mystical Ocean View in Historic Stonington Borough

Cozy Private Lake Q Retreat

The Whaler’s Loft · Ocean Beach, Mystic & USCGA

Dinners on us! Above pub mins to casinos. Unit 2

Downtown Mystic, Private Deluxe 2BR + Parking - 4B

Private apartment in historic Old Lyme mansion

Cozy 1-Bedroom Wesleyan-Middletown

Seasons Hospitality LibraryLuxe 1BR
Apartment rentals with a hot tub

Luxury Penthouse Minutes to Yale

The Cozy Corner

Cozy spa condo by Mohegan/Mystic 90 min to Boston

Cozy Corner, by the Spa

Cozy Studio: Indoor Hot Tub & Inground Pool Access

Relaxing Getaway at the Norwich Inn and Spa Villas

Garden Suite: Private Full Apartment

Retreat at Norwich Inn and Spa
Quick stats about flat rentals in Westbrook

Nightly prices starting at
Westbrook holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 150 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Westbrook rentals

4.8 Average rating
Westbrook stays are highly rated by guests – averaging 4.8 out of 5!
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