Westbrook Vacation Rentals

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Browse Select Westbrook Vacation Homes

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
View from property
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
10.0 out of 10, Exceptional, (81)
"Whitegate Farm is beautiful. The staff were super friendly and always helpful. The food is delicious! Highly recommend this place for group outings "
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
View from property
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
9.8 out of 10, Exceptional, (24)
"We booked late in summer and spent 2 nights on beach road when we should have stayed longer. Fantastic location, great neighborhood, clean and comfortable beach house, my wife and I very much enjoyed the house and the shore. Can’t wait to book again!"
The price is CA $506
CA $997 total
includes taxes & fees
Oct 13 - Oct 14
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Waterfront Beach House
Terrace/patio
Waterfront Beach House
9.6 out of 10, Exceptional, (35)
"Beautiful home in great location. Worked perfectly for our family. House was in amazing shape, outdoor patio was awesome! As prior reviews have said, make sure you have water shoes, the water for the first 5-10 ft is very rocky. But overall everything was amazing"
Waterfront Beach House
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Beach nearby, sun loungers, beach towels
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
9.2 out of 10, Wonderful, (80)
"We enjoyed our long weekend stay at the Count House. Its location was perfect ... easy beach access, close to the highway, etc. Everything we needed was supplied for us to enjoy the beach, cook our meals, or play games. There was only one full-size kayak with paddle and the paddle board paddle was broken (but we used it by kneeling on the board!). We would definitely return."
The price is CA $202
CA $582 total
includes taxes & fees
Sep 29 - Sep 30
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Oceanfront Beach House lay in bed and hear the waves, boats , birds
On the beach, sun loungers, beach towels
Oceanfront Beach House lay in bed and hear the waves, boats , birds
10.0 out of 10, Exceptional, (11)
"Easy living at the beach house. Needs some finishing touches. We managed to have a good time. "
Oceanfront Beach House lay in bed and hear the waves, boats , birds
Historic Essex Home w/ Large Yard Near Downtown!
TV
Historic Essex Home w/ Large Yard Near Downtown!
9.8 out of 10, Exceptional, (39)
"All bedrooms up were difficult with luggage. Fully equipped for an extended stay would be convenient. Very close to marina and shopping."
Historic Essex Home w/ Large Yard Near Downtown!
Riverview Grandeur Tranquility & Luxury Essex CT
Fridge, microwave, oven, stovetop
Riverview Grandeur Tranquility & Luxury Essex CT
2.0 star property
9.6 out of 10, Exceptional, (4)
"This property is well maintained, conveniently located, has superb amenities and has beautiful views of the CT river. I recommend it highly and without qualification,"
Riverview Grandeur Tranquility & Luxury Essex CT
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Property grounds
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (123)
"Our stay was incredible! The property was gorgeous- even with the home owners on property we barely saw them. We had full, private access to the backyard space- beach, pool, hot tub, fire pit, etc- all to ourselves. The property was clean and inviting and we will definitely go back. Everyone was so friendly and the area is picturesque. "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Seaside Serenity: Relaxation by Jacob's Beach
TV, offices
Seaside Serenity: Relaxation by Jacob's Beach
9.2 out of 10, Wonderful, (28)
"Very close to the beach (with large playground and splash pad) and a 15 minute walk to town. Comfy beds with nice linens and plenty of towels. Included beach towels and chairs as well as a beach wagon. Host very responsive. Have stayed there before and will stay there again! "
Seaside Serenity: Relaxation by Jacob's Beach
OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW
View from property
OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW
9.4 out of 10, Exceptional, (30)
"Amazing house on the beach with tons of space for fun!!! We loved being right on the water. The kids found crabs and fished with some of the locals. Would definitely rent this place again!!"
OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW
Waterfront House with picture-perfect views from all 3 levels.
Interior
Waterfront House with picture-perfect views from all 3 levels.
9.6 out of 10, Exceptional, (72)
"It was lovely falling asleep to sound of waves every night. The house was comfortable and clean. The owners, Carolyn and Jon, were responsive and helpful. We had a great week."
Waterfront House with picture-perfect views from all 3 levels.
Ocean Beach Park Lawrence M.Hosp MitchellCollege Coast Guard Academy CT College
Fridge, microwave, oven, stovetop
Ocean Beach Park Lawrence M.Hosp MitchellCollege Coast Guard Academy CT College
9.6 out of 10, Exceptional, (44)
"We loved being next door to Ocean Beach."
Ocean Beach Park Lawrence M.Hosp MitchellCollege Coast Guard Academy CT College
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Fridge, microwave, oven, stovetop
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
10.0 out of 10, Exceptional, (5)
"To say that the property was in pristine condition and impeccably designed and decorated would be understatements. Everything was perfect and if we could have stayed in this luxurious home longer, we would have. The property was a perfect launching point for our visit to Powder Ridge for mountain biking and to visit other nearby sites in the beautiful area. The host responded to inquiries without delay and was a pleasure to interact with. We highly recommend without hesitation!"
The price is CA $809
CA $1,150 total
includes taxes & fees
Sep 27 - Sep 28
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Grammy's Lake House w/ Private Waterfront Access
Grammy's Lake House w/ Private Waterfront Access
10.0 out of 10, Exceptional, (7)
"Had a very good time We enjoyed the front porch"
Grammy's Lake House w/ Private Waterfront Access
NEW! Seaside Beach Haven with a private beach!
Property grounds
NEW! Seaside Beach Haven with a private beach!
10.0 out of 10, Exceptional, (9)
"It was absolutely gorgeous. We truly enjoyed our stay. 5 ⭐️"
NEW! Seaside Beach Haven with a private beach!
North Fork seaside retreat for design lovers
Property grounds
North Fork seaside retreat for design lovers
10.0 out of 10, Exceptional, (2)
"Awesome property with everything you need for a great getaway. European chic touches throughout and a location that is just fantastic!! Spectacular Sunrises on the deck with breakfast overlooking Orient Harbor, Bug Light, and Shelter Island are mesmerizing. The view and the setting just never gets old-a real gem!! Nicole was terrific to deal with - we’ll be back!!"
North Fork seaside retreat for design lovers
Deluxe Waterford Home w/ Views, Outdoor Bar & More
Fridge, microwave, stovetop, dishwasher
Deluxe Waterford Home w/ Views, Outdoor Bar & More
10.0 out of 10, Exceptional, (39)
"Everything about our stay was perfect!!!"
Deluxe Waterford Home w/ Views, Outdoor Bar & More
Charming Madison Home on 2 Acres: 2 Mi to Downtown
Fridge, microwave, oven, stovetop
Charming Madison Home on 2 Acres: 2 Mi to Downtown
Charming Madison Home on 2 Acres: 2 Mi to Downtown
Beach House
Beach nearby, sun loungers, beach towels
Beach House
9.8 out of 10, Exceptional, (46)
"Lovely, well maintained property. Short walk to the shoreline and the neighborhood market (which has great coffee, muffins, shakes, etc). The fenced yard was wonderful for the dogs. Serene and quiet but friendly neighborhood. Excellent communication with property owner and easy check-in/out. Everything was as described on the site and it made for a wonderful weekend getaway!"
Beach House
gorgeous victorian direct ocean front single family six bedroom, ten rooms
On the beach, beach towels
gorgeous victorian direct ocean front single family six bedroom, ten rooms
10.0 out of 10, Exceptional, (56)
"My family and I thoroughly enjoyed our getaway. The home is a perfect mix of modern amenities and antique charms. The outdoor areas are outstanding."
gorgeous victorian direct ocean front single family six bedroom, ten rooms
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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.
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Other property types in Westbrook

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Beach nearby, sun loungers, beach towels
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
10.0 out of 10, Exceptional, (99)
"My family and I had a great stay at this adorable beach house! It had plenty of room for our family of 6. The private beach was just a short walk around the corner! "
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Patchogue River Retreat, 8 minute walk to West Beach
Smart TV, fireplace
Patchogue River Retreat, 8 minute walk to West Beach
10.0 out of 10, Exceptional, (8)
"My staff and I stayed here for a horse show. It was clean and very comfortable. We wished we had time to actual enjoy the house!!!"
Patchogue River Retreat, 8 minute walk to West Beach
Updated spacious home, huge kitchen, 5 min walk to beach, 1 min to Water's Edge
Fridge, microwave, oven, stovetop
Updated spacious home, huge kitchen, 5 min walk to beach, 1 min to Water's Edge
10.0 out of 10, Exceptional, (50)
"Together with our cousins we had such a lovely weekend stay. The house is beautiful, clean, and exactly as described. It is a short walk to the beach, and the kids enjoyed riding their bikes there. We drove to the bigger town beach one of the days which was also beautiful. Our favorite part was to hang on the covered patio at night time after dinner. Thank you for offering your home to us! Highly recommended. "
Updated spacious home, huge kitchen, 5 min walk to beach, 1 min to Water's Edge
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.