Old Saybrook Vacation Rentals

Compare 232 available properties from 15 providers
Old Saybrook

Find a dreamlike vacation rental from $60 per night by exploring the 232 properties available in Old Saybrook. Using HomeToGo you can directly compare the prices of each available property to find the best price and save up to 10%.

Recommended Vacation Rentals in Old Saybrook

Rent a vacation accommodation in Old Saybrook: from $60 per night

House ∙ 4 guests ∙ 1 bedroom
Old Saybrook, Middlesex County, Connecticut, United States
from $112
VRBO
4.0
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Apartment ∙ 2 guests ∙ 1 bedroom
Old Saybrook, Middlesex County, Connecticut, United States
from $130
VRBO
5.0
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House ∙ 6 guests ∙ 3 bedrooms
Old Saybrook, Middlesex County, Connecticut, United States
from $115
VRBO
5.0
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House ∙ 4 guests ∙ 2 bedrooms
Old Saybrook, Middlesex County, Connecticut, United States
from $158
VRBO
5.0
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House ∙ 6 guests ∙ 3 bedrooms
Old Saybrook, Middlesex County, Connecticut, United States
from $297
VRBO
5.0
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House ∙ 7 guests ∙ 5 bedrooms
Old Saybrook, Middlesex County, Connecticut, United States
from $265
VRBO
4.7
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House ∙ 8 guests ∙ 4 bedrooms
Old Saybrook, Middlesex County, Connecticut, United States
from $143
VRBO
4.9
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House ∙ 8 guests ∙ 4 bedrooms
Old Saybrook, Middlesex County, Connecticut, United States
from $168
VRBO
4.8
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House ∙ 8 guests ∙ 4 bedrooms
Old Saybrook, Middlesex County, Connecticut, United States
from $189
VRBO
5.0
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 2 guests ∙ 1 bedroom
Old Saybrook, Middlesex County, Connecticut, United States
from $123
VRBO
4.8
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Fishing
House ∙ 5 guests ∙ 3 bedrooms
Old Saybrook, Middlesex County, Connecticut, United States
from $118
VRBO
4.6
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Fishing
House ∙ 6 guests ∙ 3 bedrooms
Old Saybrook, Middlesex County, Connecticut, United States
from $171
VRBO
5.0
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Vacation Rentals With Fireplaces

Fireplace
House ∙ 6 guests ∙ 2 bedrooms
Old Saybrook, Middlesex County, Connecticut, United States
from $165
VRBO
5.0
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Fireplace
House ∙ 4 guests ∙ 1 bedroom
Old Saybrook, Middlesex County, Connecticut, United States
from $158
VRBO
4.4
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Fireplace
House ∙ 7 guests ∙ 3 bedrooms
Old Saybrook, Middlesex County, Connecticut, United States
from $272
VRBO
4.7
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Dog-Friendly Vacation Rentals

Pet-friendly
House ∙ 6 guests ∙ 3 bedrooms
Old Saybrook, Middlesex County, Connecticut, United States
from $253
VRBO
5.0
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Pet-friendly
Apartment ∙ 4 guests ∙ 1 bedroom
Old Saybrook, Middlesex County, Connecticut, United States
from $118
VRBO
4.6
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Pet-friendly
House ∙ 7 guests ∙ 3 bedrooms
Old Saybrook, Middlesex County, Connecticut, United States
from $420
VRBO
5.0
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Popular Rental Amenities in Old Saybrook

  • No smoking (161)
  • Internet (160)
  • Kitchen (159)
  • Parking (157)
  • TV (147)
  • Microwave (144)
  • AC (122)
  • Grill (117)
  • No pets (108)
  • Fishing (106)
  • Washer (95)
  • Yard (89)
Filters are conveniently available so you can find the ideal vacation rental in Old Saybrook. In Old Saybrook, 201 rentals offer "internet". So, if you need internet access during your vacation, use the internet filter to compare these rentals. Three features that are not common are "saunas," "Jacuzzis," and "pools."

Price and Availability Index in Old Saybrook

Vacation Rental Price Information in Old Saybrook

In the above graph, you will find information on average prices of the vacation homes & apartments in Old Saybrook. The most expensive week to book a rental in Old Saybrook is in November (11/17 - 11/24). Prices drop in September to an average of $261 per night (9/14 - 9/21).

Rental Availability Information in Old Saybrook

The availability graph shows the percentage of available rentals in Old Saybrook. In November (11/17 - 11/24), only 48 are available. More accommodations are available in a week of June (6/1 - 6/8) as the booking rate is only 22%.

The Weather in Old Saybrook

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52°
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32°
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- Rainy days

You can see our climate diagram above. In the next 6 months, July will have higher average temperatures. January is the coolest month, with average minimal temperature reaching 24°. The rainiest month is July while the driest month is November.

Accommodations in Old Saybrook

150 out of the 232 listed rentals in Old Saybrook are house rentals. They account for two-thirds of the accommodation options in this destination (72.12%). In addition, these properties have an average size of 1,630 ft² and an average price of $400 a night. Furthermore, if you are going in a group of 7, house rentals are an excellent accommodation type in Old Saybrook, as they usually accommodate this exact group size. Vacationers looking for something other than house rentals can also find many hotel rooms, which are the second most popular accommodation option in Old Saybrook. While house rentals in Old Saybrook have an average size of 1,630 ft², hotel rooms have an average size of 800 ft².

Exploring New England's beauty: a vacation rental in Old Saybrook

As one of the oldest towns in Connecticut, Old Saybrook is home to historical sites dating back to English colonial times. A vacation rental in Old Saybrook offers beautiful views of the marina and beyond.

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Food & Drinks

New England cusine at its elegant best

When in New England, your trip is incomplete without a taste of the finest oysters and seafood in the country. Old Saybrook is home to Liv's Oyster Bar & Restaurant, which is an absolute favorite among locals and visitors.The clams, monkfish, and other locally-sourced dishes that stand out among the other fried seafood establishments.

Breakfast and brunch fans also have many options, the best of which is Mirsina's, a greek-inspired restaurant offering delicious omelettes, eggs benedict, greek salad fresh bread and vegetable dishes. The portions are huge and the food delicious.

Art & Culture

Art and culture at its finest: exploring the rich history of Old Saybrook

If you or your family are fans of performance art, Old Saybrook will not disappoint you. The most famous spot for all cultural events is the Katherine Hepburn Cultural Arts Center, which has been around since 1905.

In addition to a museum dedicated to the history of Katherine Hepburn's life, the Center also hosts concerts and theater productions as well as an entire children's series and a camp for kids.

Another great option for families with children is Treehouse Players, which creates a fun environment for children to explore theater, dialogue, music, and improvised movement.

Local Events

Annual events at Old Saybrook

There's no better way to explore a town's history than by attending the regular events held there every year. Old Saybrook hosts an Annual Arts & Crafts Festival each July, which proudly welcomes over 150 artists and crafters and 10.000 visitors.

If stained glass, quilts, pottery, sculpture, jewelry, photography, leather, painting, acrylic, wood carving and more sound appealing to you, July is the best time to visit good Old Saybrook!

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Old Saybrook VRBO Vacation Rentals in Old Saybrook HomeAway Vacation Rentals in Old Saybrook TripAdvisor Vacation Rentals in Old Saybrook VacationRentals.com Vacation Rentals in Old Saybrook HouseTrip Vacation Rentals in Old Saybrook FlipKey Vacation Rentals in Old Saybrook 9flats.com Vacation Rentals in Old Saybrook VaycayHero Vacation Rentals in Old Saybrook PerfectPlaces.com Vacation Rentals in Old Saybrook Homestay.com Vacation Rentals in Old Saybrook Only-apartments Vacation Rentals in Old Saybrook Interhome Vacation Rentals in Old Saybrook Bedycasa Vacation Rentals in Old Saybrook Novasol Vacation Rentals in Old Saybrook HomeEscape Vacation Rentals in Old Saybrook

Vacation Destinations Near Old Saybrook