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

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Old Saybrook holiday rentals

Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (275 reviews)
"Comfortable and clean, and the beach location is amazing. The sunset was spectacular. We will definitely come back again!"
United States
Suzanne
The price is ₹32,482
₹41,308 total
includes taxes & fees
28 Jul - 29 Jul
Cliffside Resort Condominiums
View from property

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (173 reviews)
"Beautiful view, very clean !"
United States
Karolyne
The price is ₹13,037
₹23,876 total
includes taxes & fees
26 Aug - 27 Aug
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (39 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is ₹48,182
₹55,048 total
includes taxes & fees
10 Aug - 11 Aug
North Fork Resort
House (4 Bedrooms) | Interior

Groton Home < 1 Mi to Beach on Long Island Sound!

Groton Home < 1 Mi to Beach on Long Island Sound!
3.0 star property
Groton
Groton Home < 1 Mi to Beach on Long Island Sound!
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

Two Trees Inn

Two Trees Inn

10/10 Excellent
"Great stay. They did a nice job fixing the hotel up!!"
Shane 2-night trip
Posted 5 hours ago
Two Trees Inn

Find out more about Old Saybrook

Holiday Rentals in Old Saybrook

Search for holiday rentals in Old Saybrook on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Old Saybrook using one of the methods below:

  • View our selection of featured holiday rentals in Old Saybrook
  • Use the map to find apartments and other holiday homes in the Old Saybrook neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Old Saybrook while they last

Look no further and take a look at our great range of rental properties in Old Saybrook!

Frequently asked questions

Can I find a holiday rental in Old Saybrook?

Yes, there are holiday rentals in Old Saybrook close to Katharine Hepburn Cultural Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches and shops in Old Saybrook. Allow some time to check out the spas during your trip.

How many holiday rentals will I find in Old Saybrook?

Choose from 50 Expedia holiday rentals in Old Saybrook for a memorable holiday.

What’s there to see and do in Old Saybrook?

Family-friendly attractions include Stay and Play LLC and Saybrook Country Barn, whereas Harvey's Beach and Chalker Beach are a couple of great spots to enjoy the outdoors. Other places in town to visit include Connecticut River and Katharine Hepburn Cultural Arts Center.

What’s a holiday rental in Old Saybrook like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Old Saybrook. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.