
Apartment holiday rentals in Westbrook
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Westbrook
Guests agree: these apartments are highly rated for location, cleanliness and more.

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.

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.

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.

Charming Chester Retreat - Cottage
*Winter's Here** 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

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.

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.

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.

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.

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.

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!

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 Westbrook apartment rentals
Weekly apartment rentals

Life on the Farm

Private Guest Suite Water Views

Tide Unit- Charming Furnished Boutique 1BR

Cozy Shoreline Getaway

Beautiful Cozy Apt/ Soaking Tub & Serene Vibes

Stedley Creek

Cozy 1-Bedroom Wesleyan-Middletown

Seasons Hospitality LibraryLuxe 1BR
Private apartment rentals

The Boathouse, private downtown Harborside suite

The Blue Bird: Cozy 3 BR, Close to Yale & Downtown

Luxurious 2BR - 2Bath W/ Gym | Downtown at Yale

Mystic Harbor Getaway - Best Spot Downtown

The Little Chestnut: Storybook Stay in the Village

Mystic for Two

In-law Private Studio Apartment

Lovely 2-bedroom apartment in a historic home
Apartment rentals with a hot tub

Luxury Penthouse Minutes to Yale

The Cozy Corner

1 Bedroom Sleep4 Waters Edge Resort Jan-March Deal

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

Chalet Tré
Quick stats about flat rentals in Westbrook

Total holiday rentals
Explore 10 holiday rentals in Westbrook

Nightly prices starting at
Westbrook holiday rentals start at $88 SGD per night before taxes and fees

Verified guest reviews
Over 170 verified reviews to help you choose

Wifi availability
10 of Westbrook holiday rentals include wifi access

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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Waterfront rentals Westbrook
- House rentals Westbrook
- Beachfront rentals Westbrook
- Cottage rentals Westbrook
- Rentals with a washing machine and dryer Westbrook
- Rentals with a patio Westbrook
- Rentals with outdoor seating Westbrook
- Fitness-friendly rentals Westbrook
- Pet-friendly rentals Westbrook
- Rentals with a fireplace Westbrook
- Rentals with pools Westbrook
- Rentals with a firepit Westbrook
- Rentals with beach access Westbrook
- Rentals with a hot tub Westbrook
- Apartment rentals Westbrook
- Family-friendly rentals Westbrook
- Beach house rentals Westbrook
- Flat rentals Connecticut
- Flat rentals United States
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Sunken Meadow State Park
- Mohegan Sun
- East Matunuck State Beach
- Long Island Aquarium
- Hammonasset Beach State Park
- Mount Southington Ski Area
- Mystic Seaport Museum
- Sherwood Island State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Burlingame State Park
- Sleeping Giant State Park
- Ski Sundown
- Salty Brine State Beach
- Compo Beach
- Orient Beach State Park
- East Hampton Main Beach




