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
Outdoor pool

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

10.0 out of 10, Exceptional, (85)
"WG farm was just lovely, and met our needs in every way possible. We wanted a NE farm experience for T-giving and we got it. Everything was beyond expected. Lovely time was had by all!"
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Spacious 5-bedroom, 6 bath vacation home just 5 min drive to Connecticut River
Outdoor pool

Spacious 5-bedroom, 6 bath vacation home just 5 min drive to Connecticut River

10.0 out of 10, Exceptional, (32)
"We stayed for our annual Columbus Day weekend away with a group of 9 friends. The house was very comfortable and we had plenty of space. We really enjoyed the game room in the evenings - all the games were in excellent condition and everything was in working order (which has not usually been the case at other vacation rentals we have been to). We were lucky enough to have beatiful fall weather all weekend, so we could enjoy the lovely back yard. We made use of the gas grill, watch a playoff game...
Spacious 5-bedroom, 6 bath vacation home just 5 min drive to Connecticut River
Spectacular home with an amazing river view
Property grounds

Spectacular home with an amazing river view

9.6 out of 10, Exceptional, (68)
"Totally hit the mark! This was a stay for family members for a wedding, Thanksgiving and a homecoming from a military family member. We had about 20 people for Thanksgiving and the open Floorplan dining area was perfect. We loved all the open views from windows and doors"
Spectacular home with an amazing river view
Charming beach home, complete with pool & cozy guest house!
Interior

Charming beach home, complete with pool & cozy guest house!

9.6 out of 10, Exceptional, (23)
"Wonderful property. Plenty of room for 7 adults. Would definitely stay there again. "
Charming beach home, complete with pool & cozy guest house!
Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>
Pool

Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>

10.0 out of 10, Exceptional, (21)
"We celebrated an early Christmas in New London. The house was decorated with a Christmas Tree next to the fire place which added such a beautiful cozy touch. I usually bring a tree and didn’t have to. The house was packed with amenities including towels, sheets, toiletries, some coffee and plenty of games. The house was decorated beautifully and the entire family felt right at home. We planned to go to the Connecticut River Museum but didn’t want to leave the house and instead went to the...
Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>
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

9.0 out of 10, Wonderful, (86)
"Very cute ranch in a lovely neighborhood. Good location for access to area sites like Hammonasset Beach, Chamard Vineyard, and the Water's Edge. Not truly a "water's view", but the house had all the amenities needed for a fun stay! "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!
Outdoor pool, a heated pool

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

10.0 out of 10, Exceptional, (24)
"The house is an architectural gem with plenty of space for the family. We enjoyed the fireplace in the evenings."
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!
Ocean Beach Park Lawrence M.Hosp MitchellCollege Coast Guard Academy CT College
Aerial view

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
Aqua Vista
Sun loungers, beach towels

Aqua Vista

10.0 out of 10, Exceptional, (11)
"My sister and I stayed at Aqua Vista the last weekend in October. The weather was amazing. The house is located just a block form the ferry to Shelter Island and a couple of blocks to all the shops in Greenport.The apartment was clean well equipped and well maintained. Located in a lovely area close to all the shops. We would definitely stay there again . The"
Aqua Vista
The beach is waiting.
Outdoor dining

The beach is waiting.

10.0 out of 10, Exceptional, (24)
"Susan's place was perfect for my family to visit the neighborhood where I grew up! It was clean, comfortable and had everything we needed. It's also a few steps from the beach and the amenities GNB has to offer."
The beach is waiting.
Enjoy a taste of New England in Historic Guilford Ct
Beach nearby

Enjoy a taste of New England in Historic Guilford Ct

10.0 out of 10, Exceptional, (9)
"Wonderful property combining original details with modern amenities. Well located near the town green and shops. We would definitely stay here again."
Enjoy a taste of New England in Historic Guilford Ct
North Fork seaside retreat for design lovers
Miscellaneous

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
Ranch style living at its best with country garden & patio!
Exterior

Ranch style living at its best with country garden & patio!

9.6 out of 10, Exceptional, (8)
"Host worked with me due to larger dog. Very accurate instructions and all amenities were very good. Will stay here again"
Ranch style living at its best with country garden & patio!
Waterford Manitock Spring Water Residence with handicap accessible home
Outdoor dining

Waterford Manitock Spring Water Residence with handicap accessible home

10.0 out of 10, Exceptional, (4)
"I recently had the pleasure of staying at the Manitock Spring Water Residence in Waterford, Connecticut, and it was a delightful experience. The home is thoughtfully designed with handicap accessibility, ensuring comfort for all guests. Its location is ideal, with Lawrence + Memorial Hospital, Flanders Plaza Shopping Center, Hempstead Houses and Mystic all within a short drive. The open-concept design of the dining room and kitchen creates an airy and inviting atmosphere. The host was attentive...
Waterford Manitock Spring Water Residence with handicap accessible home
The Dollhouse is conveniently located. Mystic, Beaches, parks, casinos, shopping
Fridge, microwave, oven, stovetop

The Dollhouse is conveniently located. Mystic, Beaches, parks, casinos, shopping

10.0 out of 10, Exceptional, (5)
"The pictures do not do justice to how beautiful this home is. I was blown away how clean and immaculate this place was. The owner was so quick to assist when needed. Often going above and beyond to ensure our stay was perfect. It was. Highly recommended. "
The Dollhouse is conveniently located. Mystic, Beaches, parks, casinos, shopping
Groton Home < 1 Mi to Beach on Long Island Sound!
Interior

Groton Home < 1 Mi to Beach on Long Island Sound!

10.0 out of 10, Exceptional, (2)
"We were 11 family members staying for 5 days. The hosts were so accommodating and gracious. The home is gorgeous and exceptionally appointed it had everything we needed and then some. We would 100% stay there again and recommend it to anyone. "
Groton Home < 1 Mi to Beach on Long Island Sound!
Spacious, quiet suburban getaway in Madison. 15 min from beach & hiking trails!
Outdoor dining

Spacious, quiet suburban getaway in Madison. 15 min from beach & hiking trails!

2.0 star property
10.0 out of 10, Exceptional, (6)
"We had an absolute fantastic time staying at this place. My son was got married at the Beech Tree Cottages (also was the perfect wedding venue) in Madison, Ct. about 15 minutes from the house which worked out perfectly for staying here. From start to finish, everything exceeded our expectations. The communication with Chase was smooth and prompt, making the booking process hassle free. Upon our arrival we were greeted with a welcome gift. The space was clean, modern and beautifully...
Spacious, quiet suburban getaway in Madison. 15 min from beach & hiking trails!
Cozy Coastal Getaway
Interior

Cozy Coastal Getaway

2.0 star property
10.0 out of 10, Exceptional, (1)
"My daughter and I recently spent four wonderful nights at this incredible home, and we couldn't have been happier. It was cozy, impeccably clean, and the hosts were very responsive. The location was perfect—just halfway to the water and two blocks from the charming Guilford Green. It’s a beautiful area, perfect for walking or running. The hosts went above and beyond by providing thoughtful touches like B&BW toiletries, high-quality linens, coffee, and essential cooking ingredients. We truly...
Cozy Coastal Getaway
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Dining

Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

9.8 out of 10, Exceptional, (26)
"When my hometown sib couldn't host, we rented here and had our family Thanksgiving! It was great!"
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
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, (58)
"Great"
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
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

9.8 out of 10, Exceptional, (105)
"Lovely rental; very easy to work with property manager. Clean, close to ocean - would rent again"
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, (54)
"We really enjoyed our stay at the property. The home was very clean, the beds were comfortable, and the location was convenient for all of our weekend activities."
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.