Search Vacation Homes in Old Saybrook

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Old Saybrook holiday homes

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, (1 review)
"The home was very clean and welcoming."
United States
Michelle M.
The price is HK$1,170
HK$2,875 total
includes taxes & fees
25 Jan - 26 Jan
Charming 2-bedroom house with WiFi, AC in lovely Waterford

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
Clinton
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
United States
Elya D.
The price is HK$1,045
HK$4,042 total
includes taxes & fees
10 Feb - 11 Feb
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

Stylish Modern Stay Steps from the Ocean

Stylish Modern Stay Steps from the Ocean
Clinton
10.0 out of 10, Exceptional, (1 review)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
The price is HK$1,403
HK$2,815 total
includes taxes & fees
25 Jan - 26 Jan
Stylish Modern Stay Steps from the Ocean

Entire Vacation Home in Waterford Connecticut

Entire Vacation Home in Waterford Connecticut
Waterford
9.0 out of 10, Wonderful, (2 reviews)
"Located so perfectly close to everything we wanted to do on vacation. The house was so clean and comfortable. Communication with the owner was A++. The neighbors were even so friendly and waving/smiling. It felt as if we were home. If we come back to that area again we hope this place will be available. "
United States
Jennifer A.
The price is HK$1,481
HK$3,318 total
includes taxes & fees
25 Jan - 26 Jan
Entire Vacation Home in Waterford Connecticut

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$1,064
HK$3,931 total
includes taxes & fees
27 Jan - 28 Jan
Beachside Bliss w/ Game Room, Gym & Golf Green

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
9.8 out of 10, Exceptional, (8 reviews)
"This was the perfect house for our family’s long weekend getaway to coastal New England. The house was beautiful and spotless, and came with everything you might need and more. We loved the griddle, the hot tub and my son loved the game room. Would definitely stay again!"
United States
Doug F.
The price is HK$1,949
HK$4,000 total
includes taxes & fees
15 Feb - 16 Feb
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Saybrook Manor
9.6 out of 10, Exceptional, (135 reviews)
"We loved our stay!"
United States
Deana L.
The price is HK$1,754
HK$4,271 total
includes taxes & fees
25 Jan - 26 Jan
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Pleasant 2-bedroom in charming Norwich

Pleasant 2-bedroom in charming Norwich
Norwich
10.0 out of 10, Exceptional, (2 reviews)
"Our host was exceptionally responsive and very helpful. The home was very clean and comfortable. It was convenient to all of the local attractions. Private parking was an added bonus. "
United States
Kayla S.
The price is HK$749
HK$1,465 total
includes taxes & fees
25 Jan - 26 Jan
Pleasant 2-bedroom in charming Norwich

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, (17 reviews)
"Very cute house with nice extra touches like 2 bottles of water and new toothpaste (perfect because we forgot ours!). "
United States
Christie P.
The price is HK$842
HK$1,922 total
includes taxes & fees
23 Feb - 24 Feb
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is HK$897
HK$2,240 total
includes taxes & fees
25 Jan - 26 Jan
Once the old Schools house now a newly furnished Apartment

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

Rogers Lake House (87) · CT College+Beach+USCGA
Old Lyme
10.0 out of 10, Exceptional, (5 reviews)
"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"
United States
Hemie J.
The price is HK$782
HK$3,249 total
includes taxes & fees
9 Feb - 10 Feb
Rogers Lake House (87) · CT College+Beach+USCGA

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Salem
10.0 out of 10, Exceptional, (6 reviews)
"Place is nice would stay again "
United States
nic
The price is HK$873
HK$2,962 total
includes taxes & fees
29 Jan - 30 Jan
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Thames River Cottage · Near Casinos - USCGA

Thames River Cottage · Near Casinos - USCGA
Montville
10.0 out of 10, Exceptional, (2 reviews)
"A lovely quick overnight."
United States
Bonnie H.
The price is HK$762
HK$2,328 total
includes taxes & fees
28 Jan - 29 Jan
Thames River Cottage · Near Casinos - USCGA

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, (5 reviews)
"The property was perfect for our trip. Wonderful stay and amazing contact with the hosttess. "
United States
Redebaron 7.
The price is HK$1,014
HK$2,522 total
includes taxes & fees
25 Jan - 26 Jan
Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!

The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic
East Lyme
9.0 out of 10, Wonderful, (4 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 HK$923
HK$2,841 total
includes taxes & fees
4 Feb - 5 Feb
The Bay Cottage · Rocky Neck Park, Beach & Niantic

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, (11 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is HK$883
HK$2,974 total
includes taxes & fees
9 Feb - 10 Feb
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Cozy East Haven Home • Near Beach & Yale

Cozy East Haven Home • Near Beach & Yale
Momauguin
10.0 out of 10, Exceptional, (5 reviews)
"Such a cute place, loved all the nautical touches. Great space for a weekend getaway, pretty well-stocked kitchen, clean & cozy. Really appreciated the outdoor space & amenities too! And Michael the host is very responsive & helpful! "
United States
Amal A.
The price is HK$877
HK$1,165 total
includes taxes & fees
4 Feb - 5 Feb
Cozy East Haven Home • Near Beach & Yale

Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (20 reviews)
"A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!"
United States
Harmony R.
The price is HK$897
HK$1,748 total
includes taxes & fees
3 Feb - 4 Feb
Family Stays: Middletown, CT

#34- Stunning-Newly Remodeled

#34- Stunning-Newly Remodeled
Old Lyme
#34- Stunning-Newly Remodeled

Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.6 out of 10, Exceptional, (47 reviews)
"Great place to stay. I have nothing bad to say about the place."
United States
Jose M.
The price is HK$1,014
HK$2,304 total
includes taxes & fees
17 Feb - 18 Feb
Cozy, comfy,quiet &close to casinos
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Old Saybrook Hotel Reviews

Find out more about Old Saybrook

Old Saybrook Vacation Homes information

Number of reviews
179
Accommodation
984 Vacation Homes
Lowest Price
HK$1,165
Highest Price
HK$4,271

Explore a world of travel with Expedia