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Old Saybrook Vacation Rentals

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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
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Distance to center
Max. 1 km
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Outstanding: 4.5+
Very Good: 4+
Good: 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

House Old Saybrook
Oct 14 - Oct 21
-23%
$1,300
$1,001 per night
House ∙ 6 guests ∙ 4 bedrooms
House in Old Saybrook with Grill & Yard + Incredible Views
5.0
"Excellent" (12 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Dec 2 - Dec 9
-16%
$343
$287 per night
House ∙ 6 guests ∙ 4 bedrooms
Pleasant House in Old Saybrook with Grill
5.0
"Excellent" (11 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
May 6 - May 13
-35%
$417
$270 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Saybrook Manor with Grill & Yard
4.8
"Excellent" (8 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Find a dreamlike vacation rental from $90 per night by exploring the 184 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 50%.

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Top-Rated Rentals and Accommodations in Old Saybrook

House Old Saybrook
Mar 9 - Mar 16
-45%
$550
$300 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Old Saybrook with Grill
5.0
"Excellent" (53 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Mar 25 - Apr 1
-55%
$499
$225 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Saybrook Manor with Yard & Grill + Beautiful Views
5.0
"Excellent" (36 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Oct 14 - Oct 21
-37%
$715
$450 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Saybrook Manor with Grill
4.8
"Excellent" (14 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

Cottage Old Saybrook
Jul 29 - Aug 5
$375 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
Beachfront Cottage in Old Saybrook + Water Views
5.0
"Excellent" (4 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Cottage Old Saybrook
Jun 17 - Jun 24
$225 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
Cottage in Saybrook Manor with Grill & Yard
5.0
"Excellent" (36 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Sep 6 - Sep 13
-19%
$352
$287 per night
House ∙ 10 guests ∙ 3 bedrooms
Vacation Home in Old Saybrook with Grill & Yard
5.0
"Excellent" (4 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Cottage Old Saybrook
Jun 17 - Jun 24
$196 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
Cottage in Saybrook Manor with Grill & Yard
5.0
"Excellent" (8 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Mar 21 - Mar 28
-43%
$334
$191 per night
House ∙ 8 guests ∙ 3 bedrooms
Wonderful House in Saybrook Manor with Yard & Grill
5.0
"Excellent" (3 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Feb 17 - Feb 24
$398 per night
House ∙ 14 guests ∙ 5 bedrooms
House in Saybrook Manor with Yard & Grill
4.9
"Excellent" (57 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Mar 31 - Apr 7
-24%
$943
$488 per night
House ∙ 8 guests ∙ 4 bedrooms
Family Friendly House in Old Saybrook with Grill & Yard
4.5
"Outstanding" (31 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Feb 17 - Feb 24
$481 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Old Saybrook with Grill + Water Views
4.8
"Excellent" (47 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Dec 16 - Dec 23
$718 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Old Saybrook with Fantastic Pool
5.0
"Excellent" (6 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Budget-friendly Vacation Rentals in Old Saybrook

Cottage Old Saybrook
May 6 - May 13
$175 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
Family Friendly Cottage in Old Saybrook with Grill + Water Views
5.0
"Excellent" (49 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Cottage Old Saybrook
Apr 15 - Apr 22
-29%
$275
$196 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Family Friendly Lovely Cottage in Saybrook Manor with Grill & Yard
4.6
"Outstanding" (45 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Mar 21 - Mar 28
-39%
$380
$231 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Saybrook Manor with Grill & Yard
5.0
"Excellent" (49 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Old Saybrook and book a vacation rental with air conditioning.

House Air conditioning Old Saybrook
Dec 16 - Dec 23
-67%
$274
$90 per night
House ∙ 6 guests ∙ 1 bedroom
House in Saybrook Manor with Grill & Yard
5.0
"Excellent" (41 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Air conditioning
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Cottage Air conditioning Old Saybrook
Sep 2 - Sep 9
$235 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Family Friendly Cottage in Saybrook Manor with Grill & Yard
5.0
"Excellent" (62 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Air conditioning
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Cottage Air conditioning Old Saybrook
Mar 9 - Mar 16
$175 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Cottage in Old Saybrook Center with Grill & Yard
4.9
"Excellent" (126 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Air conditioning
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Vacation rentals with Wi-Fi

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

House Internet Old Saybrook
Mar 21 - Mar 28
-44%
$341
$190 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Saybrook Manor with Yard & Grill
4.7
"Outstanding" (14 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Internet
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Cottage Internet Old Saybrook
Apr 15 - Apr 22
-40%
$499
$299 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Nice Cottage in Old Saybrook Center with Yard & Grill
4.7
"Outstanding" (36 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Internet
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House Internet Old Saybrook
Oct 11 - Oct 18
-32%
$475
$325 per night
House ∙ 8 guests ∙ 3 bedrooms
Family Friendly Nice House in Old Saybrook with Yard & Grill
5.0
"Excellent" (25 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Internet
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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.

House Kitchen Old Saybrook
Apr 8 - Apr 15
$900 per night
House ∙ 9 guests ∙ 4 bedrooms
Vacation Home in Old Saybrook with Complimentary Parking
5.0
"Excellent" (27 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Kitchen
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House Kitchen Old Saybrook
Dec 9 - Dec 16
-50%
$653
$325 per night
House ∙ 7 guests ∙ 3 bedrooms
Vacation Home in Old Saybrook with Private Parking + Water Views
5.0
"Excellent" (39 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Kitchen
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House Kitchen Old Saybrook
Mar 31 - Apr 7
-44%
$341
$190 per night
House ∙ 7 guests ∙ 3 bedrooms
Vacation Home in Saybrook Manor with Yard & Grill
4.2
"Very good" (16 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Kitchen
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Popular Rental Amenities in Old Saybrook

  • Internet (188)
  • Air conditioning (172)
  • TV (169)
  • Microwave (144)
  • No smoking (130)
  • Grill (115)
  • Yard (105)
  • No pets (103)
  • Kitchen (98)
  • Washer (83)
  • Fireplace (76)
  • Fishing (75)

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 can't imagine a vacation without internet, use the Internet filter to compare these rentals. Three features that are not common are "Smoking," "Fenced," and "Parking."

The Weather in Old Saybrook

max.
Min.
39°
25°
14 days 14
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39°
25°
15 days 15
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46°
32°
14 days 14
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Min.
57°
39°
13 days 13
max.
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70°
52°
13 days 13
max.
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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

Mon, 20 Mar
44°
32°

0%

11 h

12 mi/h

Tue, 21 Mar
50°
37°

0%

8 h

10 mi/h

Wed, 22 Mar
48°
41°

15%

3 h

6 mi/h

Thu, 23 Mar
51°
46°

15%

0 h

7 mi/h

Fri, 24 Mar
57°
50°

15%

0 h

9 mi/h

Sat, 25 Mar
46°
42°

15%

0 h

6 mi/h

Sun, 26 Mar
51°
37°

0%

11 h

7 mi/h

Accommodations for your vacation in Old Saybrook

60 out of the 184 listed rentals in Old Saybrook are house rental. They account for many of the accommodation options in this destination (60.61%). In addition, these properties have an average size of 184 m² and an average price of $670 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 184 m², cabin have an average size of 95 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 184 properties
💳 Possible discounts up to 35%
🌙 Nightly prices starting at $90
⭐ Popular amenities Internet, Air conditioning and TV
🐾 Pet friendly accommodations 44 properties
🏊 Vacation rentals with pools 75 properties

Frequently Asked Questions

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

The average accommodation in Old Saybrook is priced at $90 per night. If you would like to stay in a house rental, the average price is $670 per night. A cabin Old Saybrook will cost on average $564 per night.

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

There are 184 rentals in Old Saybrook to browse and rent for your trip.

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

The most popular amenities for vacation home rentals in Old Saybrook include accommodations that have: Air conditioning, Internet, and TV.

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

There are 75 vacation homes from 6 providers in Old Saybrook.

Are pets allowed in vacation homes in Old Saybrook?

Yes, there are 44 vacation rentals in Old Saybrook that allow pets , with an average price of $612 per night.

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

July and August are usually the warmest months in Old Saybrook with temperatures around 82 °F. January and February in Old Saybrook are the coldest, with 25 °F on average.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Old Saybrook TripAdvisor Vacation Rentals in Old Saybrook Vrbo Vacation Rentals in Old Saybrook VacationRentals.com Vacation Rentals in Old Saybrook HouseTrip Vacation Rentals in Old Saybrook FlipKey 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 Novasol Vacation Rentals in Old Saybrook HomeEscape Vacation Rentals in Old Saybrook

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