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Compare 850 Vacation Homes in Old Saybrook with updated reviews, rates, and availability.

Cozy Bungalow Just Minutes from Mystic, Westerly Beaches, Boating and Casinos! by RedAwning
9.8 out of 10, Exceptional, (21)
"We had a great time staying in Mystic! We were in the area for a dog competition, and this property was perfect for us. Full kitchen and a gorgeous yard. Our dogs got along great with sweet Bristol and we thoroughly enjoyed her company. We’d definitely stay again!"
Cozy Bungalow Just Minutes from Mystic, Westerly Beaches, Boating and Casinos! by RedAwning
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
10.0 out of 10, Exceptional, (22)
"Great place. Five minute walk to downtown. The place was perfect. We'll definitely be back."
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
Romantic Guesthouse in Historic Downtown Waterfront District!
10.0 out of 10, Exceptional, (158)
"Anne and Ken were wonderful hosts! It was an exceptional accommodation!"
Romantic Guesthouse in Historic Downtown Waterfront District!
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
Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays
10.0 out of 10, Exceptional, (84)
"Very comfortable, clean, well-laid out for our family and only a block from the shops and restaurants. We will have fond memories of evenings on the screened-in front porch. Experienced owners are easy to contact and have been very thoughtful in how they manage and present their former home of 10 years. Highly recommend!"
Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays
3.3miles to Mohegan Sun, Barn style house. Newly renovated
10.0 out of 10, Exceptional, (3)
"I am not an easy person to please but let me tell you this place made it so easy for me. Everyone absolutely loved it here. There was so much room to accommodate all of us and we had the best time ever. I would definitely stay again."
3.3miles to Mohegan Sun, Barn style house. Newly renovated
Unbeatable Downtown Mystic Location
9.8 out of 10, Exceptional, (135)
"Because i have lived in Mystic, i knew exactly where this property was and it checked all my boxes. The location is so close to all things downtown Mystic has to offer. You can park your car and walk everywhere. Parking in Mystic has always been a problem, however now there is a huge parking lot at the end of Cottrel Street."
The price is SAR 540
SAR 1,180 total
includes taxes & fees
25 Sep - 26 Sep
Unbeatable Downtown Mystic Location
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
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
10.0 out of 10, Exceptional, (111)
"Had a quick work trip and wish we stayed longer! "
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Comfortable and bright home - near downtown Mystic.
9.8 out of 10, Exceptional, (7)
"Our stay was great. We had to be up in the area for a wedding. It was close to the venue, spacious, and comfortable. The window ac worked great in each room and common area."
Comfortable and bright home - near downtown Mystic.
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
9.4 out of 10, Exceptional, (10)
"Beautiful condo as advertised, great communication."
The price is SAR 570
SAR 1,076 total
includes taxes & fees
24 Sep - 25 Sep
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Enjoy the North Fork of Long Island at Our Lovely Home
10.0 out of 10, Exceptional, (10)
"Yard well maintained. Kitchen is beautiful. Very spacious. Nice size outdoor pool. Close to many activities like the wineries and shopping. Very nice neighborhood. The host reached out to me over our time there making sure everything was going well and if we needed anything."
Enjoy the North Fork of Long Island at Our Lovely Home
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 SAR 2,176
SAR 3,764 total
includes taxes & fees
13 Oct - 14 Oct
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Bright and Cheerful Coastal Cottage with Water Access
10.0 out of 10, Exceptional, (42)
"This cottage was so lovely and so close to parks and beaches! The neighborhood is quiet and everyone was so welcoming and friendly. Thank you so much to the owners! We had a great time!😊"
Bright and Cheerful Coastal Cottage with Water Access
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
Walk to downtown! Ideal location for Mystic adventures.
10.0 out of 10, Exceptional, (28)
"Lovely property in a great location! Great safe fenced in yard for our doggy!"
Walk to downtown! Ideal location for Mystic adventures.
The Retreat - 6 beds/3baths- Indoor Hot Tub, Theatre, Pool Tble, Mins to Casinos
8.8 out of 10, Excellent, (25)
"Some appliances didn’t work, dirty with spiderwebs in kitchen. Beds needed to be updated. Loved the small pool table in the main room. Spacious kitchen and main living room. Very small street and tight driveway to enter property. Nice big screen tv’s in each room."
The Retreat - 6 beds/3baths- Indoor Hot Tub, Theatre, Pool Tble, Mins to Casinos
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!
The Iconic Dutch Bell in Downtown Mystic
10.0 out of 10, Exceptional, (39)
"The property is amazing. The photos really do not do it justice. It's way bigger than I imagined. 6 adults and a child had so much space to hang out and coexist. The location could not be better. Everything is walkable. It's next to one of the best cocktail bars in America too (Port of Call)."
The Iconic Dutch Bell in Downtown Mystic
Captain's House · Historic Mystic Captain's House, Water Views
10.0 out of 10, Exceptional, (74)
"We had a great family reunion for my sisters and I. So much to do, the cittage is beautiful and so well cared for. All kinds of amenities and Gerard couldnt have been more helpful and responsive. Already talking about making this our annual get together!!!"
Captain's House · Historic Mystic Captain's House, Water Views
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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 Old Saybrook

Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
9.8 out of 10, Exceptional, (43)
"Amazing property and relaxing weekend! 😄 Host was accommodating and responded promptly. Disappointed with accuracy of listing regarding the spa tub and picture/listing of canoe. Planned a canoe day and was unable due to no canoe on property. Dog loved the yard and enjoyed her stay too! "
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
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 SAR 2,176
SAR 3,764 total
includes taxes & fees
13 Oct - 14 Oct
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1925)
"Excellent! Best kept secret in New Haven. My room was spacious. Lobby was beautiful and had coffee and breakfast. I would stay again, but you must have a car."
The price is SAR 372
SAR 413 total
includes taxes & fees
6 Oct - 7 Oct
New Haven Village Suites
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.