Discover a selection of 276 holiday rentals in Old Saybrook that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and air conditioning. Prices start at £ 126 per night, and houses and cottages are popular options for a stay in Old Saybrook. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Old Saybrook
Destination guide

The scenic city of Old Saybrook awaits you

The beaches and other outdoor surroundings create an inviting atmosphere in Old Saybrook. Travellers to this scenic city praise the golfing, boating and bird watching. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.


Sightseeing in and around Old Saybrook

Are you looking for things to do while you're in town? Venture out of your holiday home and check out everything that makes Old Saybrook a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Essex Steam Train (4 mi / 6.5 km)
  • Chamard Vineyards (8.6 mi / 13.9 km)
  • Childrens Museum of Southeastern Connecticut (9.4 mi / 15.2 km)
  • Cedar Ridge Golf Course (10.1 mi / 16.2 km)
  • Chatfield Hollow State Park (12.1 mi / 19.5 km)
  • Island's End Golf and Country Club (12.3 mi / 19.8 km)

Seasonal weather averages in Old Saybrook

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 28°F.

Natural features

Exploring the natural landscape of Old Saybrook

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Old Saybrook. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Harvey's Beach (1.9 mi / 3 km)
  • Plattwood Park (6.6 mi / 10.6 km)
  • Rocky Neck State Park (7.1 mi / 11.5 km)
  • Gillette Castle State Park (9.1 mi / 14.6 km)
  • McCook Point Beach (9.3 mi / 14.9 km)
  • Hole-in-the-Wall Beach (9.5 mi / 15.3 km)
How to get there

Travelling to and around Old Saybrook

The nearest airport is in New London, CT (GON-Groton - New London), located 17.3 mi (27.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Fishers Island, NY (FID-Elizabeth Field), which is 18.3 mi (29.4 km) away.

If you prefer train travel, you can make your way to Old Saybrook Station.

Can I find a vacation rental around Old Saybrook?

Yes, our 2021 property listings offer a large selection of 276 vacation rentals near Old Saybrook. From 251 houses to 73 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Old Saybrook for a holiday or a weekend are on Vrbo.