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Old Saybrook Vacation Rentals

Find 166 available offers from 6 partners
Old Saybrook
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed and breakfast
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
3.5+

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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Best Vacation Home Deals in Old Saybrook

Save up to 76%

House Old Saybrook
Mar 30 - Apr 6
-71%
$309
$89 per night
House ∙ 6 guests ∙ 1 bedroom
House in Saybrook Manor with Grill & Yard
4.9
Outstanding (58 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Sep 30 - Oct 7
-76%
$1,297
$306 per night
House ∙ 6 guests ∙ 4 bedrooms
House in Old Saybrook with Grill & Yard + Incredible Views
5.0
Outstanding (17 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Mar 23 - Mar 30
-58%
$695
$295 per night
House ∙ 12 guests ∙ 5 bedrooms
House in Old Saybrook with Grill & Yard + Direct Views
5.0
Outstanding (187 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Find a dreamlike vacation rental from $90 per night by exploring the 166 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 76%.

Top-Rated Rentals and Accommodations in Old Saybrook

Book Vacation Rental Offers with the Highest User Rating

House Old Saybrook
Dec 9 - Dec 16
-30%
$180
$126 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Old Saybrook with Yard & Grill
4.9
Outstanding (23 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Cottage Old Saybrook
Feb 17 - Feb 24
$321 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
Rental Cottage in Saybrook Manor with Grill & Yard
5.0
Outstanding (9 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Sep 14 - Sep 21
$307 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Old Saybrook with Grill & Yard
5.0
Outstanding (6 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Recommended Vacation Rentals in Old Saybrook

Find your perfect vacation rental in Old Saybrook: from $90 per night

House Old Saybrook
Mar 23 - Mar 30
$150 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Old Saybrook
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Aug 24 - Aug 31
$420 per night
House ∙ 7 guests ∙ 3 bedrooms
House in Old Saybrook with Yard
5.0
Outstanding (2 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Cottage Old Saybrook
Jan 13 - Jan 20
-28%
$350
$251 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Nice Cottage in Old Saybrook Center with Yard & Grill
4.7
Excellent (48 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Oct 20 - Oct 27
-35%
$447
$292 per night
House ∙ 4 guests ∙ 3 bedrooms
House in Old Saybrook with Grill
5.0
Outstanding (52 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Oct 10 - Oct 17
$275 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Old Saybrook Center with Grill & Yard
4.9
Outstanding (26 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Sep 28 - Oct 5
$220 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Saybrook Manor with Grill + Panoramic Views
4.9
Outstanding (63 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Jan 19 - Jan 26
-40%
$373
$225 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Saybrook Manor with Yard & Grill + Beautiful Views
5.0
Outstanding (35 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Cottage Old Saybrook
Sep 14 - Sep 21
-31%
$284
$197 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Family Friendly Lovely Cottage in Saybrook Manor with Grill & Yard
4.7
Excellent (89 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Cottage Old Saybrook
Oct 22 - Oct 29
-49%
$519
$263 per night
Cottage ∙ 7 guests ∙ 4 bedrooms
Cottage in Old Saybrook with Grill
5.0
Outstanding (19 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Budget-friendly Vacation Rentals in Old Saybrook

Find Fantastic yet Inexpensive Offers

House Old Saybrook
Feb 3 - Feb 10
$791 per night
House ∙ 6 guests ∙ 3 bedrooms
Beautiful House in Saybrook Manor with Grill & Yard + Ocean Views
4.0
Very good (2 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Cottage Old Saybrook
Dec 2 - Dec 9
-66%
$579
$198 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Cottage in Old Saybrook with Grill
5.0
Outstanding (7 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Oct 5 - Oct 12
$275 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Saybrook Manor with Private Parking
4.9
Outstanding (24 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Old Saybrook rental with full kitchen.

Cottage  Old Saybrook
Oct 20 - Oct 27
-50%
$654
$325 per night
Cottage ∙ 7 guests ∙ 4 bedrooms
Cottage in Old Saybrook with Grill
Old Saybrook, Middlesex County, Connecticut, United States
Kitchen
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House  Old Saybrook
Oct 21 - Oct 28
-53%
$1,087
$512 per night
House ∙ 12 guests ∙ 3 bedrooms
Vacation Home in Saybrook Manor with Grill
4.9
Outstanding (35 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Kitchen
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House  Old Saybrook
Oct 20 - Oct 27
-17%
$1,197
$988 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Old Saybrook with Grill & Yard
5.0
Outstanding (11 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Kitchen
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Old Saybrook accommodation with high-speed internet.

House  Old Saybrook
May 18 - May 25
-55%
$707
$316 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Saybrook Manor with Grill
4.7
Excellent (19 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Internet
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House  Old Saybrook
Jul 19 - Jul 26
$327 per night
House ∙ 8 guests ∙ 2 bedrooms
House in Saybrook Manor with Yard & Grill + Water Views
5.0
Outstanding (26 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Internet
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Cottage  Old Saybrook
Sep 14 - Sep 21
-15%
$256
$216 per night
Cottage ∙ 5 guests ∙ 3 bedrooms
Cottage in Saybrook Manor
5.0
Outstanding (1 rating)
Old Saybrook, Middlesex County, Connecticut, United States
Internet
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Vacation Rentals With Fireplaces

Get warm and cozy on cold winter nights in Old Saybrook by booking a vacation home with a fireplace.

Bed and breakfast  Old Saybrook
Nov 4 - Nov 11
-33%
$428
$287 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
Bed & Breakfast in Old Saybrook Center with Yard
4.8
Outstanding (5 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Fireplace
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Bed and breakfast  Old Saybrook
Oct 7 - Oct 14
-30%
$373
$261 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
Bed And Breakfast in Old Saybrook Center with Yard
4.8
Outstanding (5 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Fireplace
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House  Old Saybrook
Oct 6 - Oct 13
$707 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Old Saybrook with Fantastic Pool
5.0
Outstanding (8 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Fireplace
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Popular Rental Amenities in Old Saybrook

  • Pet-friendly (28)
  • Air conditioning (155)
  • Pool (67)
  • WiFi (166)
  • TV (142)
  • Parking (3)
  • Washing machine (80)
  • Kitchen (75)
  • Dishwasher (57)
  • Grill (103)
  • Microwave (118)
  • No smoking (108)

Filters are conveniently available so you can find the ideal vacation rental in Old Saybrook. In Old Saybrook, 28 rentals offer "Pets allowed". So, if you are looking for a pet-friendly rental, use the Pets allowed filter to compare these rentals. Three features that are not common are "Fenced," "Crib," and "Smoking."

The Weather in Old Saybrook

max.
Min.
39°
25°
14 days 14
max.
Min.
39°
25°
15 days 15
max.
Min.
46°
32°
14 days 14
max.
Min.
57°
39°
13 days 13
max.
Min.
70°
52°
13 days 13
max.
Min.
75°
59°
12 days 12
max.
Min.
82°
66°
12 days 12
max.
Min.
81°
64°
11 days 11
max.
Min.
73°
57°
11 days 11
max.
Min.
63°
46°
13 days 13
max.
Min.
52°
37°
9 days 9
max.
Min.
45°
32°
15 days 15
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- 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 25°. The rainiest month is February while the driest month is November.

7-Day Weather Forecast in Old Saybrook

Wed, 27 Sep
62°
53°

0%

4 h

6 mi/h

Thu, 28 Sep
64°
53°

10%

8 h

7 mi/h

Fri, 29 Sep
64°
55°

15%

2 h

5 mi/h

Sat, 30 Sep
69°
55°

0%

6 h

7 mi/h

Sun, 1 Oct
75°
57°

0%

11 h

9 mi/h

Mon, 2 Oct
68°
53°

0%

11 h

3 mi/h

Tue, 3 Oct
62°
53°

10%

8 h

6 mi/h

Accommodations for your vacation in Old Saybrook

42 out of the 166 listed rentals in Old Saybrook are house rental. They account for more than half of the accommodation options in this destination (57.53%). In addition, these properties have an average size of 179 m² and an average price of $547 a night. Furthermore, if you are going in a group of 7, house rental are an excellent accommodation type in Old Saybrook, as they usually accommodate this exact group size. Vacationers looking for something other than house rental can also find many cabin, which are the second most popular accommodation option in Old Saybrook. While house rental in Old Saybrook have an average size of 179 m², cabin have an average size of 101 m².
Where to find the best food in Old Saybrook?

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.

What are the best places to discover the arts and culture of Old Saybrook?

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.

What are the best events and festivals in Old Saybrook?

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!

Information about vacation rentals in Old Saybrook

🏡 Vacation rentals available 166 homes
💳 Possible discounts up to 76%
🌙 Nightly prices starting at $90
⭐ Popular amenities Pets allowed, Air conditioning and Pool
🐾 Pet friendly homes 27 homes
🏊 Vacation rentals with pools 67 homes

Frequently Asked Questions

What is the average nightly price for a vacation home in Old Saybrook?

The nightly price of accommodations in Old Saybrook starts at $90. If you are looking for a house rental, the nightly price is $547 on average. A cabin Old Saybrook will cost on average $521 per night.

How many vacation homes are available to book in Old Saybrook?

There are 166 vacation rentals available for booking for your next trip.

What amenities are most popular for vacation rentals in Old Saybrook?

Travelers look for Pets allowed, Air conditioning, and Pool when booking a vacation rental in Old Saybrook.

How many vacation rentals with a pool are there in Old Saybrook?

Old Saybrook has 67 Hotel room and Motel on offer to book.

Are pets allowed in vacation homes in Old Saybrook?

If you are traveling with a dog in Old Saybrook - 16% of vacation rentals allow pets.

What's the best time of year to travel to Old Saybrook?

Old Saybrook has its warmest time of year around July and August, with average nightly prices being around $90.

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