Old Saybrook Vacation Rentals

Compare 257 available properties from 14 providers
Old Saybrook
Save up to 43%

Best vacation home deals in Old Saybrook

$212
from $166
-22%
600 ft² House
6 2
Old Saybrook, Middlesex County, Connecticut, United States
Found on
HomeAway
$413
from $339
-18%
2000 ft² House
8 3
Old Saybrook, Middlesex County, Connecticut, United States
Found on
HomeAway
$1,190
from $676
-43%
House
10 4
Old Saybrook, Middlesex County, Connecticut, United States
Found on
HomeAway

Find a dreamlike vacation rental from $47 per night by exploring the 257 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 43%.

Recommended vacation rentals in Old Saybrook

Rent a vacation accommodation in Old Saybrook: from $47 per night

$177
from $123
-30%
House
2 1
Old Saybrook, Middlesex County, Connecticut, United States
4.8
"Excellent" 8 reviews
Found on HomeAway
$208
from $111
-46%
House
4 1
Old Saybrook, Middlesex County, Connecticut, United States
4.0
"Very good" 1 review
Found on HomeAway
$244
from $150
-39%
1030 ft² House
6 3
Old Saybrook, Middlesex County, Connecticut, United States
5.0
"Excellent" 9 reviews
Found on HomeAway
from $115
840 ft² House
6 3
Old Saybrook, Middlesex County, Connecticut, United States
5.0
"Excellent" 17 reviews
Found on HomeAway
from $158
House
4 2
Old Saybrook, Middlesex County, Connecticut, United States
5.0
"Excellent" 3 reviews
Found on HomeAway
$212
from $166
-22%
600 ft² House
6 2
Old Saybrook, Middlesex County, Connecticut, United States
5.0
"Excellent" 14 reviews
Found on HomeAway
from $236
1450 ft² House
8 3
Old Saybrook, Middlesex County, Connecticut, United States
4.8
"Excellent" 4 reviews
Found on HomeAway
from $283
House
6 3
Old Saybrook, Middlesex County, Connecticut, United States
5.0
"Excellent" 4 reviews
Found on HomeAway
See all offers

  Vacation homes with fishing spots nearby

from $287
3200 ft² House
7 3
Old Saybrook, Middlesex County, Connecticut, United States
4.0
"Very good" 4 reviews
Found on HomeAway
$242
from $119
-51%
1000 ft² House
5 3
Old Saybrook, Middlesex County, Connecticut, United States
4.7
"Excellent" 20 reviews
Found on HomeAway
$328
from $236
-28%
1190 ft² House
6 2
Old Saybrook, Middlesex County, Connecticut, United States
4.6
"Excellent" 74 reviews
Found on HomeAway
$335
from $257
-23%
1270 ft² House
7 3
Old Saybrook, Middlesex County, Connecticut, United States
4.8
"Excellent" 12 reviews
Found on HomeAway
See all offers

  Vacation rentals with a fireplace

$258
from $187
-27%
650 ft² House
4 1
Old Saybrook, Middlesex County, Connecticut, United States
4.5
"Excellent" 6 reviews
Found on HomeAway
from $422
1710 ft² House
6 3
Old Saybrook, Middlesex County, Connecticut, United States
5.0
"Excellent" 1 review
Found on HomeAway
$266
from $204
-23%
House
6 3
Old Saybrook, Middlesex County, Connecticut, United States
4.9
"Excellent" 9 reviews
Found on HomeAway
from $445
2700 ft² House
7 3
Old Saybrook, Middlesex County, Connecticut, United States
5.0
"Excellent" 2 reviews
Found on HomeAway
See all offers

  Apartments with a balcony or patio

$244
from $151
-38%
800 ft² House
6 2
Old Lyme, New London County, Connecticut, United States
5.0
"Excellent" 15 reviews
Found on HomeAway
from $315
1400 ft² House
8 4
Old Saybrook, Middlesex County, Connecticut, United States
5.0
"Excellent" 1 review
Found on HomeAway
from $153
1000 ft² House
8 4
Old Saybrook, Middlesex County, Connecticut, United States
4.8
"Excellent" 9 reviews
Found on HomeAway
$474
from $236
-50%
2770 ft² House
8 4
Old Saybrook, Middlesex County, Connecticut, United States
5.0
"Excellent" 8 reviews
Found on HomeAway
See all offers

Popular rental amenities in Old Saybrook

  • Internet (201)
  • Kitchen (198)
  • No smoking (195)
  • TV (191)
  • Parking (183)
  • Microwave (172)
  • AC (159)
  • Grill (148)
  • Fishing (140)
  • Yard (128)
  • No pets (117)
  • Washer (111)
Filters are conveniently available so you can find the ideal vacation rental in Old Saybrook. In Old Saybrook, 188 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 "cribs," "saunas," and "Jacuzzis."

The weather in Old Saybrook

39°
25°
39°
25°
46°
32°
57°
39°
70°
52°
75°
59°
82°
66°
81°
64°
73°
57°
63°
46°
52°
37°
45°
32°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Check out the climate diagram for Old Saybrook. July is the warmest month in Old Saybrook with average maximum temperatures of 82°. On the contrary, the coolest month is January. The month of November has nice weather with only 9 rainy days.

187 out of the 257 listed rentals in Old Saybrook are house rentals. They account for more than two-thirds of the accommodation options in this destination (75.1%). In addition, these properties have an average size of 1,620 ft² and an average price of $327 a night. Furthermore, if you are going in a group of 8, 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 bed & breakfast rentals, which are the second most popular accommodation option in Old Saybrook. While house rentals in Old Saybrook have an average size of 1,620 ft², bed & breakfast rentals have an average size of 290 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.

Show all 257 properties
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 250 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 Wimdu 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