
Apartment holiday rentals in Westbrook
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Top-rated apartment rentals in Westbrook
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Weekly apartment rentals

New, modern studio steps from downtown Chester CT
Great place! We stayed here on our wedding night and it exceeded our expectations. Quaint, well maintained and beautifully decorated. It was modern, clean with thoughtful attention to detail. Located near the center of Chester, a true hidden gem on the CT river. Friendly hosts.

Stony Crk Studio ideal for trvl nurses…
Great stay in Stony Creek Village with a view of Long Island Sound and short walk to the pier, Stony Creek Market (breakfast & lunch). I used the Library and went to services at the Stony Creek Congregational Church. Overall, a nice experience.

The Millhouse Downtown Chester
This is our second time staying at this property. Four of us were visiting people in the area and The Millhouse is a great location to explore the area, with nice places to eat only steps away on Chester Center Main Street. The stream-side location makes it a very unique experience and the interior of the property is very nicely decorated and maintained.

The Little Chestnut.
My husband and I just got back from a 4 night stay at The Little Chestnut and it's now added to my Airbnb faves. It's adorable! Communication with Samantha was great- she was super responsive and friendly. Self check in was a breeze with the info provided and the place itself was cozy and welcoming. It sits above a bookstore which I love since I'm an avid reader. The living room area was spacious and the small vintage desk in the corner was perfect for working from my laptop. It was so convenient to have a full kitchen to cook meals in (bring your own spices, food, etc.) as well as a washer & dryer to do laundry before we left. The bathroom is located upstairs where the comfy bedroom is and while tiny (the shower may be cramped for taller people), it was cute and clean. The apartment is also a quick few minutes walk to the quaint main street where all the restaurants,shops,and galleries are (The Village Bistro and Grano Alto for dinner were awesome). I highly recommend staying here!

Renovated 2-bedroom Near Wesleyan-Middletown
This airbnb is very well stocked and has everything you will need. Very clean and updated. Would stay again if we were back in the area!

Peaceful New Retreat | Soaking Tub & Good Vibes
This place was great. Clean and modern and everything you need. One of the, if not the, best AirBNB I’ve ever stayed in. The pictures don’t do it justice. The place was exactly as listed. However, business travelers note, there is not a full sized/comfortable work-station. But Patty, who is very responsive, said she is working on it. I would definitely stay again. Seriously, you will get a lot less for a lot more at other places. If you need to be in New Haven, and you only need a studio, this is the place.

Montauk Ocean View One Bedroom
Great spot for a few days in Montauk. Really close drive to town only about 15 walk into town. Great food cart on property open when the weather is good. Amazing ocean views from most rooms hard to find in the Hamptons.

Village Studio Suite
We had a great stay at Andrew and Jessica‘s place! Jessica was super responsive to any questions or requests and quickly resolved any minor issues. The room was the perfect size for my wife and I. Bed was comfortable and the entire studio was clean. Short drive to the wedding we attended at St. Clement’s Castle in Portland. Awesome coffee shop, ECO Coffee, is within walking distance, so is the Rails to Trails walking trails. Perfect alternative to a hotel!
Private apartment rentals

Cozy & Romantic CT Hideaway: Forest & Beaches
This was our first stay at an Airbnb. We were not disappointed! The town is beautiful as well as the location. Steve is a great host and communicates wonderfully.

Mid-Century Modern Duplex
Deborah's apartment is easy to find and access. The decor is super fun with nice nods to pop culture and the MCM art scene. We were comfortable watching a movie in the living room area, working at the dining table, preparing breakfast in the kitchen, taking calls in the office, sleeping in the bedroom, and hanging out on the back patio when it wasn't raining. We appreciated all the bonus items like snacks, coffee, toiletries, and laundry soap/dryer balls. It was colder at night, and the apartment warmed up so quickly when we needed heat. From this location, you can easily get to Mohegan Sun, Norwich, New London, or any other shoreline location. We definitely felt comfortable, was able to use the wifi for remote work, and trusted we were safe.

Hillside Retreat
Beautiful property and area was quiet. Place was close to multiple highways, which was very nice. Big perk to have a washer and dryer. Bedroom was very cozy. Would stay again and recommend.

Enjoy a taste of New England Charm
Tracy's spot was as advertised . . . great location, walkable to restaurants, and well appointed. Definitely worth a stay!

Cozy Apartment Near Wesleyan and Town Center
Great place I felt at home from the moment I stepped inside The place was very very clean and had everything for a long stay. The location was close by to everything

Mystic for Two
So many good things to say about Marianne's home and the experience. - Communication with Marianne- super easy -Location - so close to everything but also so quiet -The treats - yum. What a sweet touch! And also coffee, tea and cocoa - very nice not to have to go out and deal with that first thing in the morning. -The space - absolutely immaculate and so cute and comfortable. Even the bath towels were luxurious! I know it's listed as a couples retreat but I'm totally doing a mother daughter trip here next. She is going to love it! Thank you for opening your home to us. If I could give more stars I would!

In-law Private Studio Apartment
We had a wonderful experience! We traveled to New Haven for a concert. It was only a 15 minute drive from the home. The Airbnb had everything we needed such as extra towels, snacks, and even a homemade candle, which smells lovely. Ryan was quick to respond and made sure we had everything. I would book with them again.

entire, private apartment close to the beach
We stayed two nights at Alisa and Lena’s place. The place was just as described, comfy and very quiet. Would definitely recommend it for a visit in the area.
Apartment rentals with a hot tub

Luxury Penthouse Minutes to Yale
My family enjoyed their short stay at Camilla’s apartment. The apartment was a beautiful place.

Hamptons Waterfront Escape/ Hot Tub/ Resort Style
Upon arriving we were taken with the location, beautiful and ample plantings and attention to detail like a bottle of wine and a variety of snacks to welcome us. The hosts were gracious, warm, gave us privacy, and great tips on where to eat. Cowfish in Hampton Bays is not to be missed. A large and private hot tub, comfortable lounges, and outdoor shower are just some of the amenities. A fire pit with water views was a great spot to unwind at night. The hosts gave us kindling and a lighter, and were very responsive with other asks and recommendations. It’s a great location with ease of access for both the North and South Fork. Would not hesitate to recommend to others.

Swimming pool w/Hot tub Fire Pit Coffee Bar
We stayed for our honeymoon - long weekend and first time Hamptons visitors. Very clean, organized and cozy space with nice decorations. All amenities listed were available. We really enjoyed the hot tub and firepit, very peaceful and private area. You should have a car to get around to restaurants, shops, and other outdoor activities. Lots of areas were walking, bike, and scooter friendly. There were so many beautiful views of the water!! Would stay here again, great value.

Cozy spa condo with pools near Mystic/Mohegan Sun
The place was very clean and easy to access. It felt safe and had great amenities. The extra large bed was so nice and the neighbor hood was super cute!

Cozy Corner, by the Spa
Amazing stay! Relaxing and our host was very communicative

Cozy Studio: Indoor Hot Tub & Inground Pool Access
If you are looking for a peaceful stay with an absolutely gorgeous view I fully recommend this place! The sound of nature as you look down the mountain full of beautiful trees and landscape! The hot tub in the space was relaxing and perfect! Everything you need in your little area. Also, Al was an absolute pleasure. He was sweet, very accommodating, and gave great recommendations! I would highly recommend and I would love to return in the fall to see the view in color!

Villa in Norwich
Rosemarie’s place is lovely and the resort has amazing amenities!!! The villa was VERY clean! Only 5 mins from Mohegan Sun! Check-in was very simple and the villa was quiet and peaceful. We had a great weekend stay!

Chalet Tré
The place was beautiful and Gabrielle was so sweet and answered all of our questions! Thank you for having us! We will be back! :)
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Bushnell Park
- Quotonset Beach
- Ninigret Beach
- Sunken Meadow State Park
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach