Search Vacation Homes in Westbrook

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Compare 396 Vacation Homes in Westbrook with updated reviews, rates, and availability.

Exterior
Enjoy the North Fork of Long Island at Our Lovely Home
Enjoy the North Fork of Long Island at Our Lovely Home
Gateway to tranquility at the private beach is only a 5 minute walk.
Spacious, beautiful home. 5-min walk to beach. 1 min to Water's Edge Resort!
10.0 out of 10, Exceptional, (42)
"This home was immaculately clean, well decorated and well equipped. It had everything you need including toiletries (soap, shampoo, conditioner, etc). I would definitely recommend it."
Spacious, beautiful home. 5-min walk to beach. 1 min to Water's Edge Resort!
Beach
Waterfront Beach House
9.6 out of 10, Exceptional, (33)
"The cottage is a perfect cozy stay on the water - we stayed in the winter and still were able to enjoy the sand and the sunrises right outside the window. House is well-appointed and well-located within area with access to restaurants and shops in Clinton, Madison, Westbrook, Old Saybrook, etc."
Waterfront Beach House
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Property grounds
The SandPiper
9.4 out of 10, Exceptional, (3)
"This listing was exactly as described and was a great little apartment in Greenport with everything we needed. About a 10 minute walk to downtown area which was very convenient. It sits on a busy street so there is some noise from the road but it did not bother us too much and the host provided noise machines in the bedrooms which was very helpful. Overall I recommend this apartment and would definitely stay in the future!"
The SandPiper
Private kitchen
Beach Cottage, > .5 walk to beach, quaint, Beach community
10.0 out of 10, Exceptional, (1)
"Pretty gingerbread cottage, well appointed. Lovely area, 2 min walk to the beach. Owners super helpful. Overall beautiful, serene, highly recommmend."
The price is AED 569
AED 1,163 total
includes taxes & fees
30 May - 31 May
Beach Cottage, > .5 walk to beach, quaint, Beach community
Living area
Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
Waterford Vacation Rental | 2BR | 2BA | 1,300 Sq Ft | Stairs to Access
Remodeled Farmhouse in Waterford Near 2 Beaches!
10.0 out of 10, Exceptional, (60)
"Great stay, convenient location, very charming house with everything we needed."
Remodeled Farmhouse in Waterford Near 2 Beaches!
Our access point to Limewood Beach.
Beautiful 4BR Beach House with Private Beach Access.
10.0 out of 10, Exceptional, (65)
"Visited family back in CT and this was the perfect place to stay. Kind of like a Tardis, it was bigger on the inside! Thank you!"
Beautiful 4BR Beach House with Private Beach Access.
Living area
Amazing Lakefront Property
10.0 out of 10, Exceptional, (15)
"This was my second go round staying at this property. My family and I enjoyed it the first time. More so the second time with the upgrades. Being familiar with the area was a great help. This time we went in the lake and enjoyed ourselves. We are looking forward to returning back again. Thank you Raymond for letting us stay at your property. Richard and Joanne"
Amazing Lakefront Property
Beach
Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️
10.0 out of 10, Exceptional, (22)
"Our group of four friends in our 50s loved our stay here. Heather was a responsive, welcoming, flexible host who left us a card, bottle of wine and a prepped wood pile in the fire pit. The decor was tasteful and beautiful, clean and modern. The mattresses were firm, which we liked. We made use of the comfortable couch on the deck as well as the gas fireplace in the living room. The location is lovely and we had a short, 5-minute walk to the beach. Birders would enjoy the tremendous diversity of...
Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️
Outdoor dining
Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches
10.0 out of 10, Exceptional, (162)
"Got away for a girls weekend and this was perfect. It was close to wineries, and a short Uber away to Greenport. The house was comfortable, clean, and private with enough space for all 8 of us. The outside was also beautiful- right on the water. Highly recommend!!"
Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches
Bridal Suite
Charming Castle Cottage
Charming Castle Cottage
Dining/work  for 8 with combined high and low seatings in newly refurbished area
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
9.4 out of 10, Exceptional, (3)
"The stairs outside are steep and the apartment is older but it severed the purpose."
The price is AED 452
AED 1,002 total
includes taxes & fees
4 Jun - 5 Jun
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Living room with big sectional
Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>
10.0 out of 10, Exceptional, (10)
"We had a big group with all different ages. Everybody enjoyed their stay. The home was clean, comfortable, and very thoughtfully decorated. The pool table, poker table and Pac-Man kept us all entertained during out time there. Hosts were friendly and responsive."
Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>
Family room
Close to Mystic, Stonington, Westerly. Room for everyone. 3 mins to Ocean Beach.
9.8 out of 10, Exceptional, (21)
"This was a great place for us to have the whole family for a graduation from the USCGA. Plenty of space for everyone and a great outdoor area that we used a lot since the weather was beautiful. The hosts were very responsive. We would stay again."
Close to Mystic, Stonington, Westerly. Room for everyone. 3 mins to Ocean Beach.
Private kitchen
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
10.0 out of 10, Exceptional, (10)
"Perfect spot for a weekend on the North Fork"
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
Pool
Newly built ranch, beautifully landscaped with pool, large yard, patio,...
9.6 out of 10, Exceptional, (5)
"Beautiful, well appointed new construction in desirable Greenport area. Minutes to local vineyards and the shoreline. Comfortable for 3 couples. Kitchen was perfect for simple meals. Off season, so we didn’t get to use the pool but it looked amazing!"
Newly built ranch, beautifully landscaped with pool, large yard, patio,...
Living area
Family and dog-friendly getaway near amazing wineries, beaches and restaurants!
10.0 out of 10, Exceptional, (37)
"We had the best time visiting Sam & Matt’s place in Southold. The house is the perfect size for us- 3 adults and 3 kids plus 2 dogs. And it was an ideal location to explore all the north fork has to offer. We can’t wait to return!"
Family and dog-friendly getaway near amazing wineries, beaches and restaurants!
Front of House
adorable ranch in beach community
10.0 out of 10, Exceptional, (42)
"Old Saybrook is a nice little CT beach town and the property is perfect for a small family. Check in and everything was very easy and the hosts are super responsive if you need anything or have any questions. We'll definitely be going back when we need a couple of days away!"
The price is AED 1,286
AED 2,373 total
includes taxes & fees
30 May - 31 May
adorable ranch in beach community
Sit back and relax
Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport
9.0 out of 10, Wonderful, (6)
"Lovely home set right off the water with a sprawling yard. Unfortunately the weather was not on our side but the town had so many wonderful shops and amazing places to eat that we didn’t miss a beat. The house was clean and comfortable set in a beautiful neighborhood ."
Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport
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See all available properties in Westbrook
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Westbrook

Marina
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
10.0 out of 10, Exceptional, (88)
"Positive experience, great location, and cozy accommodations for a centrally located family weekend."
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Exterior
Patchogue River Retreat, 8 minute walk to West Beach
10.0 out of 10, Exceptional, (6)
"House was very nice. Location is great. Easy walk to beach and convenient to Westbrook center."
Patchogue River Retreat, 8 minute walk to West Beach
Gateway to tranquility at the private beach is only a 5 minute walk.
Spacious, beautiful home. 5-min walk to beach. 1 min to Water's Edge Resort!
10.0 out of 10, Exceptional, (42)
"This home was immaculately clean, well decorated and well equipped. It had everything you need including toiletries (soap, shampoo, conditioner, etc). I would definitely recommend it."
Spacious, beautiful home. 5-min walk to beach. 1 min to Water's Edge Resort!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Recent reviews of Westbrook hotels
Expedia verified reviews