A rocky beach with large boulders and the ocean in the background.

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Old Saybrook holiday homes

Private kitchen

Charming 2-bedroom house with WiFi, AC in lovely Waterford

Charming 2-bedroom house with WiFi, AC in lovely Waterford
Waterford
10.0 out of 10, Exceptional, (2 reviews)
"The home was very clean and welcoming."
United States
Michelle M.
The price is HK$1,725
HK$3,601 total
includes taxes & fees
21 Jul - 22 Jul
Charming 2-bedroom house with WiFi, AC in lovely Waterford
Interior

Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (15 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is HK$1,388
HK$3,318 total
includes taxes & fees
20 Jul - 21 Jul
Adorable Cottage, 5 min walk to water & town
Beach nearby

adorable ranch in beach community

adorable ranch in beach community
Old Saybrook
10.0 out of 10, Exceptional, (45 reviews)
"The experience was a pleasure - the house is comfy, and the location amazing! "
United States
Matthew V.
The price is HK$3,920
HK$6,590 total
includes taxes & fees
25 Jul - 26 Jul
adorable ranch in beach community
Living area

The Beach Nest-Lux Cottage Steps to the Beach

The Beach Nest-Lux Cottage Steps to the Beach
Clinton
9.8 out of 10, Exceptional, (6 reviews)
"This is exactly what we needed. Nice area, great place to walk, easy to relax. "
United States
Karol W.
The price is HK$1,940
HK$4,587 total
includes taxes & fees
19 Jul - 20 Jul
The Beach Nest-Lux Cottage Steps to the Beach
Interior

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (139 reviews)
"Yvette was so communicative and made the stay great! The house was amazing and everything was cozy and comfortable. It was great for a group!"
United States
Hayley T.
The price is HK$3,097
HK$5,525 total
includes taxes & fees
19 Jul - 20 Jul
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Beach

Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is HK$2,665
HK$6,030 total
includes taxes & fees
17 Aug - 18 Aug
Beachside Bliss w/ Game Room, Gym & Golf Green
Terrace/patio

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Clinton
10.0 out of 10, Exceptional, (30 reviews)
"It was a very clean well kept property. The accommodation was very comfortable. We all truly enjoyed the house and location. "
United States
claire
The price is HK$8,291
HK$13,611 total
includes taxes & fees
31 Jul - 1 Aug
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Exterior

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (184 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is HK$980
HK$2,279 total
includes taxes & fees
10 Aug - 11 Aug
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Dining

The Mystic Harbor House · walk downtown Mystic · train · aquarium

The Mystic Harbor House · walk downtown Mystic · train · aquarium
Stonington
9.6 out of 10, Exceptional, (10 reviews)
"Location Location Location!"
United States
Liz T.
The price is HK$5,577
HK$8,856 total
includes taxes & fees
17 Aug - 18 Aug
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Outdoor dining

Stones Throw - Seaport 2Min walk

Stones Throw - Seaport 2Min walk
Stonington
10.0 out of 10, Exceptional, (8 reviews)
"The house was impeccably clean, rooms were comfortable, and the check in process was easy as was the communication with the owner. "
United States
Brette M.
The price is HK$2,736
HK$3,539 total
includes taxes & fees
2 Aug - 3 Aug
Stones Throw - Seaport 2Min walk
Interior

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (182 reviews)
"Host was very welcoming and the house was so charming. Great location "
United States
Andrea C.
Charming Historic House in Downtown Mystic
Private kitchen

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Stonington
10.0 out of 10, Exceptional, (65 reviews)
"Can’t wait to come back!"
United States
Jackie M.
The price is HK$2,822
HK$5,525 total
includes taxes & fees
11 Aug - 12 Aug
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Interior

1784 Denison Home~ New England Nautical Inspiration~ Welcome to Warm Hospitality

1784 Denison Home~ New England Nautical Inspiration~ Welcome to Warm Hospitality
Stonington
10.0 out of 10, Exceptional, (74 reviews)
"I can't say enough about this amazing property and Debbie and Paul. The attention to detail both in the house and our every need was top notch. Thank you so much, we'll be back!"
United States
Julie T.
The price is HK$4,581
HK$8,960 total
includes taxes & fees
5 Aug - 6 Aug
1784 Denison Home~ New England Nautical Inspiration~ Welcome to Warm Hospitality
Interior

Historic 1807 Williams Home... A Nautical New England Inspiration!

Historic 1807 Williams Home... A Nautical New England Inspiration!
Old Mystic
10.0 out of 10, Exceptional, (11 reviews)
"We had a great time at the house. We loved looking at all the great treasures and were impressed with how clean and well appointed the home is. Everyone loved our stay and Debbe was very responsive and helpful."
United States
Brett C.
The price is HK$3,059
HK$6,999 total
includes taxes & fees
19 Jul - 20 Jul
Historic 1807 Williams Home... A Nautical New England Inspiration!
Exterior detail

Downtown Mystic Home Just Steps from Downtown, Restaurants and More!

Downtown Mystic Home Just Steps from Downtown, Restaurants and More!
Mystic River Historic District
10.0 out of 10, Exceptional, (133 reviews)
"This house was in the perfect location- it is clean, large and comfortable. 4 of us stayed and had a wonderful time in Mystic. "
United States
donna b.
The price is HK$7,840
HK$11,149 total
includes taxes & fees
12 Aug - 13 Aug
Downtown Mystic Home Just Steps from Downtown, Restaurants and More!
Dining

Historic Mystic Maritime House - 5 min Walk to Downtown Restaurants and Seaport

Historic Mystic Maritime House - 5 min Walk to Downtown Restaurants and Seaport
Mystic River Historic District
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and spacious the showers are amazing. "
United States
Brandi W.
The price is HK$6,852
HK$10,528 total
includes taxes & fees
3 Aug - 4 Aug
Historic Mystic Maritime House - 5 min Walk to Downtown Restaurants and Seaport
Marina

NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining

NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining
Mystic River Historic District
10.0 out of 10, Exceptional, (23 reviews)
"This was a great house for our family! Plenty of room, close to downtown and even pet-friendly! Hosts were great to work with and very flexible!! You can’t go wrong with booking this property!"
United States
Sharon W.
The price is HK$5,293
HK$9,376 total
includes taxes & fees
22 Jul - 23 Jul
NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining
Property grounds

Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic River Historic District
9.8 out of 10, Exceptional, (172 reviews)
"Great location "
United States
Brian S.
The price is HK$1,984
HK$3,566 total
includes taxes & fees
11 Aug - 12 Aug
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
3 bedrooms, iron/ironing board, Internet, bed sheets

Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only

Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only
West Mystic
10.0 out of 10, Exceptional, (11 reviews)
"Great home and location, and Mystic is a gem"
United States
Clifford D.
The price is HK$10,466
HK$13,526 total
includes taxes & fees
10 Aug - 11 Aug
Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only
Exterior

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Mystic River Historic District
10.0 out of 10, Exceptional, (93 reviews)
"Great location responsive hosts fully stocked cozy accommodations "
United States
dolly o.
The price is HK$2,709
HK$6,588 total
includes taxes & fees
19 Jul - 20 Jul
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
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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Top Old Saybrook Hotel Reviews

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

8/10 Good
"Solo pasamos 1 noche. El hotel está muy bien ubicado. Al lado de la Universidad Yale. Una zona con muchos restaurantes, bares, con ambiente. El cuarto muy limpio. Camas cómodas, el baño impecable y el agua caliente."
Glorin 1-night trip
Posted 1 hour ago
Omni New Haven Hotel at Yale

Find out more about Old Saybrook

Old Saybrook Vacation Homes information

Number of reviews
795
Accommodation
949 Vacation Homes
Lowest Price
HK$2,279
Highest Price
HK$13,611

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