Old Saybrook Vacation Rentals
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Vacation Rentals in Old Saybrook
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Stonington CT
$623 nightly
The price is $705 total per night
$705 total
Sep 21 - Sep 22
Total with taxes and fees
With a stay at this vacation home, you'll be centrally located in Mystic, within a 5-minute drive of Mystic Downtown Marina and Mystic Aquarium and Institute for Exploration.
Washer
Dryer
New Madison beach house - Ocean front- Great views- booking Summer 2026
Madison CT
Located in Madison, this vacation home is by the ocean, within a 10-minute drive of Madison Green Historic District and Deacon John Grave House.
Kitchen
Washer
Beach House
East Lyme CT
Located in Niantic, this vacation home is by the sea, a 3-minute drive from Attawan Beach and 6 minutes from McCook Point Beach.
Hot Tub
Kitchen
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
New London CT
$228 nightly
The price is $259 total per night
$259 total
Sep 22 - Sep 23
Total with taxes and fees
With a stay at this vacation home, you'll be centrally located in New London, within a 15-minute drive of Naval Submarine Base New London and Mystic Aquarium and Institute for Exploration.
Kitchen
Free WiFi
Beach, Pool, Wine, Shopping!
Mattituck NY
Located in Mattituck, this vacation home is in a rural location, a 2-minute drive from Love Lane and 6 minutes from Pellegrini Vineyards.
Pool
Kitchen
Historic home in downtown Mystic-1 block from green, river, shops & restaurants
Stonington CT
With a stay at this vacation home, you'll be centrally located in Mystic, within a 5-minute drive of Mystic Downtown Marina and Mystic Aquarium and Institute for Exploration.
Kitchen
Washer
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
West Haven CT
When you stay at this vacation home in West Haven, you'll be on the beach, within a 10-minute drive of Yale University and Yale-New Haven Hospital.
Kitchen
Washer
Amazing Ocean Front 2 Story Home, Steps Away From The Water
Westerly RI
With a stay at this vacation home in Westerly (Misquamicut), you'll be within a 15-minute walk of Misquamicut State Beach and East Beach.
Kitchen
Pet friendly
TREETOPS house! AUG openings! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12
Guilford CT
A stay at this vacation home places you in the heart of Guilford, within a 5-minute drive of Guilford Town Green and Hyland House Museum.
Pool
Kitchen
The SandPiper
Greenport, NY
$329 nightly
The price is $376 total per night
$376 total
Sep 28 - Sep 29
Total with taxes and fees
With a stay at this vacation home in Greenport (Pipes Cove), you'll be steps from Railroad Museum of Long Island and 3 minutes by foot from East End Seaport Maritime Museum.
Kitchen
Washer
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.
Old Saybrook Vacation Rentals essential information
Accommodation | 835 Vacation Rentals |
|---|---|
Lowest Price | $259 |
Highest Price | $705 |
Popular accommodation | Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths., New Madison beach house - Ocean front- Great views- booking Summer 2026, Beach House, Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA, Beach, Pool, Wine, Shopping! , Historic home in downtown Mystic-1 block from green, river, shops & restaurants, Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends, Amazing Ocean Front 2 Story Home, Steps Away From The Water, TREETOPS house! AUG openings! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12, The SandPiper , Luxurious midcentury modern glass house in the woods, chefs kitchen & great art , Phenomenal One Bedroom Cottage in Historic Old Lyme, Connecticut |