476+ Private Villas and Holiday Rentals in Old Saybrook |
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Old Saybrook Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Old Saybrook

Discover more than 476 vacation rentals available in Old Saybrook. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Old Saybrook.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Old Saybrook, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Old Saybrook. On average, places to stay near Old Saybrook offer 917.33 ft², with nightly prices averaging CA $681.

With Casai, finding and comparing holiday rentals in Old Saybrook is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Old Saybrook

Type Count
Vacation Homes 297
Cottages 92
Holiday Apartments 30

Use these Quick Filters to Find a Holiday Rental in Old Saybrook

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Old Saybrook.

Weather in Old Saybrook, CT

View the weather forecast for Old Saybrook before booking your Old Saybrook Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Old Saybrook, CT

Casai offers a large selection of top attractions around Old Saybrook . Research things to do on your vacation before you visit Old Saybrook.


Essex Steam Train
Hammonasset Beach State Park
Essex Library
Clinton Crossing Premium Outlets
Goodspeed Opera House
Tanger Outlets
Harvey's Beach
Devil's Hopyard State Park
Ivoryton Playhouse
Essex Saybrook Antique Village Shopping Center
Gillette Castle State Park
Anna Mia's
Cockaponset State Forest
Katharine Hepburn Cultural Arts Center
Crystal Lake Town Park
Millers Pond State Park
Clinton Plaza Shopping Center
Museum of Fife and Drum
Banner Country Club
Meigs Point Nature Center

Other Places to Stay in Old Saybrook, CT


Middlesex County 383 Properties
Westbrook Center 89 Properties
Westbrook 89 Properties
Madison Center 84 Properties
Clinton 60 Properties
Old Saybrook Center 51 Properties
Madison 49 Properties
East Haddam 47 Properties
Haddam 38 Properties
Killingworth 29 Properties
Saybrook Manor 26 Properties
Deep River Center 25 Properties

Frequently Asked Questions About Old Saybrook?

What are the top holiday rentals in Old Saybrook?

With numerous options available in Old Saybrook, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Old Saybrook:

How many holiday rentals have private pools in Old Saybrook?

Discover a selection of holiday rentals with private pools near Old Saybrook with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Old Saybrook are best for families?

If you're searching for a family-friendly holiday home in Old Saybrook, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Old Saybrook:

How many Casai.ca holiday rentals are available in Old Saybrook?

As of 2025, Casai boasts over 476 properties listed in the Old Saybrook area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Old Saybrook.

Nearby Neighborhood (6) 
Neighborhood Property Count
Westbrook Center Vacation Rentals in Old Saybrook, Connecticut 89
Old Saybrook Center Vacation Rentals in Old Saybrook, Connecticut 51
Saybrook Manor Vacation Rentals in Old Saybrook, Connecticut 26
Madison Center Vacation Rentals in Old Saybrook, Connecticut 84
Deep River Center Vacation Rentals in Old Saybrook, Connecticut 25
Chester Center Vacation Rentals in Old Saybrook, Connecticut 49

People Also Ask

There are 476 Old Saybrook, CT Holiday Rentals

Recently Booked Holiday Rentals in Old Saybrook