479+ Vacation Rentals & Holiday Homes in Old Saybrook |
  1. USA
  2. Connecticut
  3. Old Saybrook

Old Saybrook Accommodations - Hotels & Rentals

About Old Saybrook Vacation Rentals

Discover More than 479 Incredible Getaway Rentals Available in Old Saybrook. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Old Saybrook.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Old Saybrook, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Old Saybrook. The Average Size of Places to Stay Near Old Saybrook is 915.98 ft², with Prices Averaging US $487 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Old Saybrook. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

Show more
Show less

Top Hotels & Vacation Rentals in Old Saybrook

Type Count
Vacation Homes 300
Cottages 92
Holiday Apartments 30

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

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Old Saybrook with Online Reservations.

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

Activities Old SaybrookGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World Old SaybrookGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


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

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Middlesex County 426 Properties
Westbrook Center 98 Properties
Westbrook 98 Properties
Madison Center 84 Properties
Clinton 66 Properties
Old Saybrook Center 55 Properties
Madison 50 Properties
East Haddam 47 Properties
Haddam 38 Properties
Cockaponset State Forest 38 Properties
Killingworth 29 Properties
Saybrook Manor 26 Properties

Frequently Asked Questions About Old Saybrook?

What are the top hotels, lake houses & vacation rentals in Old Saybrook?

We provide an array of great vacation destinations in Old Saybrook. If you are looking to stay in or around the Old Saybrook area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Old Saybrook:

How many Hotels & Vacation Rentals have private pools in Old Saybrook?

We have 17 Hotels & Vacation Rentals featuring a private pool in and near Old Saybrook. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Old Saybrook is best for families?

Searching for a family-friendly getaway in Old Saybrook? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Old Saybrook?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 479 in the Old Saybrook area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Old Saybrook.

Nearby Neighborhood (6) 
Neighborhood Property Count
Westbrook Center Vacation Rentals in Old Saybrook, Connecticut 98
Old Saybrook Center Vacation Rentals in Old Saybrook, Connecticut 55
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

Online Reservation in Old Saybrook

Recently Booked Hotels, Resorts, or Rentals in Old Saybrook