Old Saybrook holiday homes

We found 423 holiday rentals — enter your dates for availability

Select from 55 homes, 23 cottages and other holiday rentals in Old Saybrook to find one that's perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include parking and a washer and dryer. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Old Saybrook

Showing deals for:18 Jul - 25 Jul

Image gallery for SeaStar Beach House CLOSE WALK TO OCEAN

Sea Star Beach House
10 out of 10 rating
Exceptional
(11 reviews)

SeaStar Beach House CLOSE WALK TO OCEAN

Old Saybrook, CT

8% off
Price is NZ$5,596
NZ$799 per night
includes taxes & fees
SeaStar Beach House CLOSE WALK TO OCEAN

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Travel to scenic Old Saybrook

Enjoy the history and other features of Old Saybrook. This city is scenic and relaxing, recognised for its beaches, golfing and shopping. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Old Saybrook

Do you want to find top things to see and do in the city? Venture out of your cosy holiday rental and experience everything that Old Saybrook has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Dinosaur Place at Nature's Art (12.3 mi / 19.9 km)
  • Kontokosta Winery (12.6 mi / 20.2 km)
  • Gardiner's Bay Country Club (14.4 mi / 23.1 km)
  • Machimoodus State Park (14.7 mi / 23.7 km)
  • Sparkling Pointe (16.6 mi / 26.8 km)
  • The Book Barn (8.9 mi / 14.4 km)

Exploring the beaches and other natural features in Old Saybrook

Whether you're an outdoor enthusiast or just want to take in the scenery, Old Saybrook is a great place to get outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Harvey's Beach (1.9 mi / 3 km)
  • Goose Island (3.1 mi / 4.9 km)
  • Westbrook Town Beach (4.3 mi / 7 km)
  • Clinton Town Beach (7.7 mi / 12.3 km)
  • McCook Point Beach (9.3 mi / 15 km)
  • Hammonasset Beach (9.4 mi / 15.1 km)

Seasonal weather averages in Old Saybrook

If you're planning a holiday around warm-weather activities, July, August, June and September are the hottest months to visit, when temperatures average 21°C.

How to get 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 book a flight to Fishers Island, NY (FID-Elizabeth Field), which is 18.3 mi (29.4 km) away.

If you prefer train travel, the main station serving the city is Old Saybrook Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in Old Saybrook?
According to our data, houses are the most desirable type of holiday home in Old Saybrook. But that goes without saying, everyone’s idea of the perfect trip differs. Bookabach has holiday homes of all sizes and shapes, and we’ll help you find the perfect match.
How much does it cost to rent a holiday home in Old Saybrook?
Property type, length of stay and time of year are some factors that can determine the price of a holiday home. Simply click on your dates of travel to find the ultimate escape. From homey country cottages to plush villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Old Saybrook?
When you travel and the style and size of the property will influence the cost of your beachside holiday home. Click on your Old Saybrook travel dates to view your available options on Bookabach. Can’t live without a hot tub? Use the filters to pick the features and amenities you need.
Are there pet-friendly holiday homes in Old Saybrook?
There certainly are. You can pick from 34 holiday homes that welcome pets in Old Saybrook on Bookabach. Our furry companions deserve a getaway too, so simply use our search function for pet-friendly holiday homes to book a property where your puppy dog can join in the fun.
Can I rent a house with a pool in Old Saybrook?
Check the “pool” box in our filter tool and you’ll find two houses with private pools in Old Saybrook on Bookabach. Lazy soak or races and ball games? Free time is up to you when your holiday property comes with a swimming pool.
What are popular home amenities in Old Saybrook?
Some of the most popular home amenities people are looking for in Old Saybrook include a garden, a fireplace and a nearby waterfront. Whether you’re on the road with family, pals or even pets, Bookabach holiday homes include the best amenities for beginning new traditions with the people you love.
Are there large group holiday homes in Old Saybrook?
With four holiday homes that can sleep 10 or more guests in Old Saybrook, there’s no need to keep your invite list short. From fun family get-togethers to special events like birthday and Christmas parties, Bookabach can help you find a large group home that fits the occasion.
Are there holiday homes in Old Saybrook that welcome kids?
Old Saybrook has 34 family-friendly holiday homes to pick from. And securing a stay that welcomes kids is a cinch with our “Properties good for families” filter. Besides having the whole place to yourselves, you’ll get conveniences and perks such as living rooms, kitchens and pools.
What are the top attractions for families in Old Saybrook?
There’s a ton of awesome things to see and do with the family in Old Saybrook, such as:

  • Essex Steam Train
  • Harveys Beach
  • Clinton Town Beach

Can I find two-bedroom holiday homes in Old Saybrook?
Old Saybrook has five two-bedroom properties for you to pick from. Go for a holiday home with all the space and privacy you’re looking for at a price that’s hard to resist on Bookabach.
Are there holiday homes with WiFi in Old Saybrook?
Old Saybrook has 19 holiday homes with WiFi, so you can stay connected when you’re away. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movies with your family to posting pics on social media, these Bookabach homes make it easy to go online.
How can I find holiday homes with air conditioning in Old Saybrook?
Pick your travel dates and then make use of the filters to locate holiday homes with air conditioning in Old Saybrook on Bookabach. With 30 air-conditioned properties on offer here, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a holiday home in Old Saybrook?
The minimum age is generally 16, 18 or 21. It can differ across properties on Bookabach, so check the rules of your chosen Old Saybrook stay before booking your stay.
How long can I rent a holiday home in Old Saybrook for?
The amount of time you can stay in an Old Saybrook holiday home for is down to the property. Just put in your preferred travel dates to browse options that offer extended stays. They come with all you require to make your extended getaway more convenient and enjoyable, such as air conditioning and kitchens. Some holiday homes may also offer weekly or monthly discounts, so you can have a longer stay for less.

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