
Condo vacation rentals in Westbrook
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Top-rated condo rentals in Westbrook
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Weekly condo rentals

Romantic and unique treat in Historic Montauk.
Had an amazing stay! Cannot wait to come back!

Sun N Sound Resort, Montauk, NY
We had a pleasant stay at Nick’s place. The unit was comfortable and clean. The location was perfect with a beautiful view of the water & restaurants in walking distance. Check-in was very easy and Nick was always responsive.

Westerly/Misquamicut Beach Condo
Great little place to stay in Misquamicut beach! Super short walk to the town beach, and extremely convenient location for going to westerly or anywhere else in RI! Close to mystic/ Stonington also.

Mystic Refuge w/ Patio < 1 Mi to Downtown!
Thank you for allowing us to stay at your rental. Very convenient location, very neat, and modern. Love the slider door to the one bedroom. We were informed about the long term renter on the second floor in the description, however the upstairs tenant was very active in the early hours (1am, 3am) and we were woken up each night by the sounds of heavy walking, tv, and conversation. It was not all night in duration though. Overall, it didn’t dampen our stay at the rental but if someone has a baby or toddler, they may have an issue with the sound from above.

Norwich spa retreat on golf course near casinos
Everything was amazing! Comfortable, clean space and was a great landing zone for a fun weekend. Definitely want to come back and definitely prefer to a casino hotel.

Waterfront Condo C-204 at The Cliffside Resort
lovely 2 bedroom with gorgeous water views from two roomy terraces , nice to wake up to the breeze of the water and the unspoilt natural surroundings of the wild sound. Thomas was a great host and very responsive
Pet-friendly condo rentals

Charming Sag Harbor Condo right in town/Main St!
Had a fantastic weekend getaway! The condo was a perfect place for my girlfriend and I located right on main st. Ended up having a terrific weekend and Alec was an awesome host. He helped with any questions and made it super easy and relaxing. Highly recommend!

Beautiful 2 bedrooms/ 2 bath Condo
Sheryl was great. I was in town for a conference and my schedule got thrown off by traffic on 95. She was very understanding and flexible with making my arrival time work. Once we met to get keys and a quick tour of the place she remained a phone call away but otherwise left us to enjoy the space. The other inhabitants of the place were very laid back and nice - that being said I was so busy with a conference that I was barely around. Not the Ritz but a HUGE savings over staying at any hotel downtown even if it's not right downtown. Splurge on some cabs and you are still saving money.

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr
Daniel was a blessing, I was in a jam and he not only helped me out but he did it without breaking the bank.

Stonington Getaway!
We stayed for a month in a 1 bedroom, 1 bathroom apt. in part of Anne's beautiful 19th century mansion. The Unit was the perfect size for my husband and me, and our 2 cats. Anne is an amazing host. She not only made us feel at home, but introduced us to fun activities, restaurants, museums, and sailing lessons in the area. Anne was easy to reach out to, and always responsive to our needs. Anne takes great pride in airbnb hosting, and has wonderful stories about local history and attractions. We definitely intend to come back for another stay with Anne in one of her apartments next Summer.

Chateau Blanc Yale
Our stay was a wonderful experience. The host was very helpful and accommodating. Would stay here again! 10 out of 10.

Stylish Downtown Hartford|Laundry|ConventionCenter
The next time I plan to visit Connecticut, I will definitely consider staying here again. The location was fantastic, offering beautiful views of downtown Hartford. It was a peaceful area with friendly neighbors, and the front desk staff was incredibly helpful. The only downside I encountered was that when I first walked into the apartment, it had a musty smell in the hallway due to a lack of air fresheners, and the TV remote wasn't working. However, after I reached out to the staff about the issues, I received new batteries and a wall plug from his assistant in less than 10 minutes. Unfortunately, the remote still didn’t work, so I ended up using the Roku remote on my phone. Coming from a real estate background, I’d say the place is a bit overpriced, mainly due to the building’s condition; it feels somewhat rundown. Still, I’d rate it a solid 8.8 out of 10 overall. Brain thanks for hosting me.

Charming Studio| Near Yale| Downtown New Haven
An impeccable stay, so much so that I’m actually sad to leave. A very convenient location that is a five minute walk from the campus, and anything else is extremely close by. Clear and efficient communication, clean and organized space, will 100% stay again

Cozy, cute beach condo in Westerly RI . Best value
A quiet and convenient location that made all parts of the area accessible!
Condo rentals with a pool

Modern Loft Villa, 1 mile to Mohegan Sun
We had a wonderful stay. The house was beautiful and clean and had everything we needed. Erin was so easy to communicate with. I would recommend this house for anyone visiting the area.

Second Floor Corner Unit Overlooking the Ocean
A brief stay but a great stay. It was offseason but we got lucky with sunny October weather. The stay was less than a 5 minute drive from the main village with tons of shops, cafes, etc.. the room itself had a beautiful ocean view and was very clean and comfy. Nice shower, comfy beds, plenty of linens and towels provided. Parking included. Overall a very nice stay.

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!

CASiNO, Spa, Hot Tub, Pool, Private Villa, Kingbed
Wonderful stay, lots of small added touches that made a big difference. My 13-year-old son loved it. Convenient and quiet.

Cozy French style Villa-3 Bed-Casino-Pools-Jacuzzi
Amazing stay!! Beautiful home, clean, had everything we needed. Quiet place as well!! Only thing the heated outdoor pool was closed due to maintenance during our stay, but everything else was perfect! Will definitely be staying again!!

Endless Summer Studio Condo w Balcony Bayview
We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.

Seashore getaway - CT shoreline
Thanks Lauren! We enjoyed your lovely place!

Villa @ The Spa at Norwich Inn near Mohegan Sun
We had an absolutely wonderful stay at Villa Azul! The home is beautifully decorated with a calming, relaxing vibe—perfect for a peaceful getaway. Everything was spotless, and the thoughtful, homey touches made us feel right at home. It was the ideal retreat for some much-needed relaxation. We also loved the nearby Norwich Spa, where we enjoyed fantastic spa services, and the area has so many great restaurants and entertainment options, especially at Mohegan Sun Casino. There was always something fun to do! Jen was a fantastic host-communicative, helpful, and so welcoming. We’ll definitely be returning for another stay. Highly recommend Villa Azul for anyone looking for a comfortable and relaxing getaway!
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Giants Neck Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Clinton Town Beach
- Walnut Public Beach
- TPC River Highlands
- Amagansett Beach
- Blue Shutters Beach
- Jennings Beach
- Seaside Beach
- Shennecossett Beach
- Long Island Aquarium
- Attawan Beach
- Groton Long Point Main Beach
- Bushnell Park
- Sunken Meadow State Park
- Sherwood Island State Park
- The Connecticut Golf Club