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

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Our top choices for Old Saybrook vacation homes

1. 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, (140 reviews)
"This house comfortably sleeps a lot of guests and has a well equipped kitchen. Everything was very clean. The hosts were very easy to communicate with and very helpful."
United States
Alexis L.
The price is ¥59,160
¥107,080 total
includes taxes & fees
Sep 9 - Sep 10
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

2. Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (16 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is ¥31,024
¥70,780 total
includes taxes & fees
Aug 12 - Aug 13
Adorable Cottage, 5 min walk to water & town

3. 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 ¥34,707
¥73,516 total
includes taxes & fees
Aug 11 - Aug 12
Charming 2-bedroom house with WiFi, AC in lovely Waterford

4. Entire Vacation Home in Waterford Connecticut

Entire Vacation Home in Waterford Connecticut
Waterford
9.0 out of 10, Wonderful, (4 reviews)
"Such a nice quiet property in Waterford, short distance away from many local restaurants and shops and 20 minutes away from the casino. "
United States
Elise Marie K.
The price is ¥44,173
¥85,664 total
includes taxes & fees
Aug 11 - Aug 12
Entire Vacation Home in Waterford Connecticut

5. 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 ¥49,805
¥115,529 total
includes taxes & fees
Sep 9 - Sep 10
Beachside Bliss w/ Game Room, Gym & Golf Green

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

Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Old Saybrook
9.8 out of 10, Exceptional, (40 reviews)
"Enjoyed our stay"
United States
Nicole L.
The price is ¥189,312
¥285,230 total
includes taxes & fees
Aug 16 - Aug 17
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

7. Stunning Historic Waterfront Mansion with pool

Stunning Historic Waterfront Mansion with pool
Clinton
8.8 out of 10, Excellent, (5 reviews)
The price is ¥307,632
¥397,476 total
includes taxes & fees
Aug 30 - Aug 31
Stunning Historic Waterfront Mansion with pool

8. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
Newhallville
The price is ¥24,603
¥75,548 total
includes taxes & fees
Aug 11 - Aug 12
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

9. Rogers Lake House (87) · CT College+Beach+USCGA

Rogers Lake House (87) · CT College+Beach+USCGA
Old Lyme
10.0 out of 10, Exceptional, (10 reviews)
"Very clean , spacious, and comfortable accomodations! Lovely location with lake across the street and short driving distance to local historical towns and the ocean."
United States
Cheryl H.
The price is ¥95,153
¥164,326 total
includes taxes & fees
Aug 12 - Aug 13
Rogers Lake House (87) · CT College+Beach+USCGA

10. Lakeside Bliss

Lakeside Bliss
East Lyme
9.6 out of 10, Exceptional, (31 reviews)
"Lovely house - excellently equipped and fun decor. The owner was gracious and flexible and the location is beautiful. "
United States
Brenda M.
The price is ¥68,010
¥101,206 total
includes taxes & fees
Aug 17 - Aug 18
Lakeside Bliss

11. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ¥48,748
¥70,836 total
includes taxes & fees
Sep 7 - Sep 8
American Beech in Greenport - Petite King Room 7

12. The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic
East Lyme
9.0 out of 10, Wonderful, (7 reviews)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
The price is ¥30,904
¥73,537 total
includes taxes & fees
Sep 1 - Sep 2
The Bay Cottage · Rocky Neck Park, Beach & Niantic

13. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (47 reviews)
"Lovely place, very clean, host was very responsive. Thanks so much!"
United States
Marie H.
The price is ¥78,091
¥122,565 total
includes taxes & fees
Aug 26 - Aug 27
The SandPiper

14. Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!

Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!
Montville
10.0 out of 10, Exceptional, (13 reviews)
"great place to stay"
United States
christopher
The price is ¥23,506
¥54,955 total
includes taxes & fees
Aug 13 - Aug 14
Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!

15. Charming 3-bedroom ranch 1 minute from Mohegan Sun.

Charming 3-bedroom ranch 1 minute from Mohegan Sun.
Montville
10.0 out of 10, Exceptional, (20 reviews)
"Perfect location and great host. "
United States
Ellen M.
The price is ¥47,328
¥91,737 total
includes taxes & fees
Aug 11 - Aug 12
Charming 3-bedroom ranch 1 minute from Mohegan Sun.

16. Thames River Retreat · CT College+Casinos+USCGA

Thames River Retreat · CT College+Casinos+USCGA
Waterford
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful view of the waters and lots ofcroom to relax."
United States
Omar
The price is ¥79,091
¥154,959 total
includes taxes & fees
Sep 9 - Sep 10
Thames River Retreat · CT College+Casinos+USCGA

17. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (13 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is ¥31,718
¥78,571 total
includes taxes & fees
Sep 1 - Sep 2
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

18. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay!! "
United States
Callie E.
The price is ¥38,651
¥81,469 total
includes taxes & fees
Sep 7 - Sep 8
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

19. Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
New London
8.0 out of 10, Very Good, (25 reviews)
"Good location, great price, communication always great with the host. Accommodations were clean, decorative and comfortable. Heat and air, family friendly, and neat. Will return and recommend to friends and family!"
United States
Alicia W.
The price is ¥16,407
¥39,274 total
includes taxes & fees
Sep 10 - Sep 11
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

20. Thames River Cottage · Near Casinos - USCGA

Thames River Cottage · Near Casinos - USCGA
Montville
10.0 out of 10, Exceptional, (3 reviews)
"A lovely quick overnight."
United States
Bonnie H.
The price is ¥28,872
¥64,305 total
includes taxes & fees
Sep 7 - Sep 8
Thames River Cottage · Near Casinos - USCGA
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

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Old Saybrook Vacation Homes information

Number of reviews
415
Accommodation
861 Vacation Homes
Lowest Price
¥39,274
Highest Price
¥397,476