Search Vacation Homes in Old Saybrook
Change your mindBook hotels with free cancellation
Be pickySearch 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 vacation homes
Adorable Cottage, 5 min walk to water & town
Adorable Cottage, 5 min walk to water & townWestbrook Center
9.4 out of 10, Exceptional, (15 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
Donovan V.
The price is AED 608
AED 1,498 total
includes taxes & fees
26 May - 27 May
Charming 2-bedroom house with WiFi, AC in lovely Waterford
Charming 2-bedroom house with WiFi, AC in lovely WaterfordWaterford
10.0 out of 10, Exceptional, (1 review)
"The home was very clean and welcoming."
Michelle M.
The price is AED 588
AED 1,400 total
includes taxes & fees
24 May - 25 May
Entire Vacation Home in Waterford Connecticut
Entire Vacation Home in Waterford ConnecticutWaterford
8.8 out of 10, Excellent, (3 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. "
Jennifer A.
The price is AED 808
AED 1,712 total
includes taxes & fees
24 May - 25 May
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and RetreatsSaybrook Manor
9.8 out of 10, Exceptional, (137 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!"
Hayley T.
The price is AED 1,304
AED 2,634 total
includes taxes & fees
2 Jun - 3 Jun
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 VillageStonington
9.8 out of 10, Exceptional, (178 reviews)
"A bright and cozy vibe as well as being thoroughly equipped with everything to make our stay comfortable.We appreciated the winter escape and enjoyed Stonington, Mystic, and Westerly. A lovely stay!"
Dawn R.
The price is AED 349
AED 927 total
includes taxes & fees
26 May - 27 May
Rogers Lake House (87) · CT College+Beach+USCGA
Rogers Lake House (87) · CT College+Beach+USCGAOld Lyme
10.0 out of 10, Exceptional, (6 reviews)
"Host was very responsive. Property as described. We would stay again! "
john18250
The price is AED 497
AED 1,711 total
includes taxes & fees
27 May - 28 May
Once the old Schools house now a newly furnished Apartment
Once the old Schools house now a newly furnished ApartmentWallingford Center
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
Jeanette W.
The price is AED 433
AED 1,071 total
includes taxes & fees
3 Jun - 4 Jun
Cozy, comfy,quiet &close to casinos
Cozy, comfy,quiet &close to casinosMontville
9.4 out of 10, Exceptional, (53 reviews)
"Clean home. Couldn’t be easier to get to Mohegan Sun! Very convenient."
Angela
The price is AED 493
AED 1,099 total
includes taxes & fees
22 May - 23 May
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.
Find vacation rentals that suit your style
Cottages
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Old Saybrook Hotel Reviews
Hyatt Place Uncasville - Casino Area
8/10 Good
