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Old Saybrook Vacation Rentals

Find 180 available offers from 7 partners
Old Saybrook
Anytime
Guests
Old Saybrook
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Old Saybrook

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin

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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Vacation rentals and apartments with air conditioning

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

House  Old Saybrook
Sep 14 - Sep 21
-23%
$1,300
$1,000 per night
House ∙ 6 guests ∙ 4 bedrooms

House in Old Saybrook with Grill, Yard & Patio + Incredible Views

5.0
Outstanding (22 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Air conditioning
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Cottage  Old Saybrook
Mar 8 - Mar 15
$170 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Family Friendly Lovely Cottage in Saybrook Manor with Grill, Yard & Patio

4.7
Excellent (87 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Air conditioning
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Cottage  Old Saybrook
Mar 8 - Mar 15
$304 per night
Cottage ∙ 7 guests ∙ 4 bedrooms

Cottage in Old Saybrook with Grill

5.0
Outstanding (26 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Air conditioning
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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  Old Saybrook
Oct 5 - Oct 12
-37%
$395
$250 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Saybrook Manor with Patio, Yard & Grill + Beautiful Views

5.0
Outstanding (42 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Kitchen
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House  Old Saybrook
May 31 - Jun 7
$300 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
Kitchen
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House  Old Saybrook
Jun 23 - Jun 30
$350 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Saybrook Manor with Patio, Yard & Grill

5.0
Outstanding (8 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 31 - Jun 7
$390 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Old Saybrook

5.0
Outstanding (3 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Internet
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House  Old Saybrook
Jul 28 - Aug 4
-17%
$300
$250 per night
House ∙ 4 guests ∙ 1 bedroom

House in Saybrook Manor with Grill, Yard & Patio

4.9
Outstanding (64 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Internet
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Cottage  Old Saybrook
Sep 7 - Sep 14
$235 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Family Friendly Cottage in Saybrook Manor with Patio, Grill & Yard

5.0
Outstanding (64 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
Internet
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Best Vacation Home Deals in Old Saybrook

Save up to 42%

House Old Saybrook
Jun 10 - Jun 17
-42%
$267
$156 per night
House ∙ 6 guests ∙ 3 bedrooms

Pleasant Vacation Home in Saybrook Manor with Grill & Patio

5.0
Outstanding (6 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
May 31 - Jun 7
-33%
$375
$250 per night
House ∙ 7 guests ∙ 3 bedrooms

House in Old Saybrook with Yard

5.0
Outstanding (6 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Cottage Old Saybrook
Sep 11 - Sep 18
-28%
$550
$397 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Nice Cottage in Old Saybrook Center with Yard & Grill

4.8
Outstanding (53 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Find a dreamlike vacation rental from $116 per night by exploring the 180 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 44%.

Recommended Vacation Rentals in Old Saybrook

Find your perfect vacation rental in Old Saybrook: from $116 per night

House Old Saybrook
Jun 3 - Jun 10
$348 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Old Saybrook with Grill, Patio & Yard

5.0
Outstanding (10 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
May 31 - Jun 7
$797 per night
House ∙ 8 guests ∙ 4 bedrooms

Family Friendly House in Old Saybrook with Grill, Patio & Yard + Sunset View

4.7
Excellent (36 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Cottage Old Saybrook
Oct 5 - Oct 12
$161 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Old Saybrook Center with Grill, Patio & Yard

5.0
Outstanding (136 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Cottage Old Saybrook
Jun 23 - Jun 30
$345 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Old Saybrook with Patio & Yard

Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Jun 24 - Jul 1
$475 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Old Saybrook with Patio & Grill

5.0
Outstanding (1 rating)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Jul 25 - Aug 1
$433 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Old Saybrook with Grill

4.9
Outstanding (12 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Jun 10 - Jun 17
$325 per night
House ∙ 6 guests ∙ 2 bedrooms

Lovely House in Old Saybrook Center with Grill, Yard & Patio

4.9
Outstanding (15 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Jul 13 - Jul 20
$400 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Old Saybrook with Grill, Yard & Patio

5.0
Outstanding (8 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Jun 8 - Jun 15
$500 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Old Saybrook with Grill & Patio

5.0
Outstanding (4 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
May 31 - Jun 7
$229 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Saybrook Manor with Grill & Patio + Panoramic Views

4.9
Outstanding (64 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Cottage Old Saybrook
Aug 10 - Aug 17
$330 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Old Saybrook with Patio & Grill

5.0
Outstanding (21 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Jun 29 - Jul 6
$1,172 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Old Saybrook with Grill, Yard & Patio

5.0
Outstanding (14 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Top-Rated Rentals and Accommodations in Old Saybrook

Book Vacation Rental Offers with the Highest User Rating

House Old Saybrook
Jun 3 - Jun 10
$619 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Old Saybrook with Patio & Grill + Water Views

4.9
Outstanding (63 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Jun 8 - Jun 15
$350 per night
House ∙ 4 guests ∙ 3 bedrooms

House in Old Saybrook with Patio

5.0
Outstanding (52 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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House Old Saybrook
Jul 25 - Aug 1
$396 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Saybrook Manor with Patio, Grill & Yard

4.6
Excellent (10 ratings)
Old Saybrook, Middlesex County, Connecticut, United States
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Popular Rental Amenities in Old Saybrook

  • Pet-friendly (31)
  • Air conditioning (161)
  • Pool (67)
  • WiFi (172)
  • TV (149)
  • Washing machine (88)
  • Kitchen (82)
  • Dishwasher (59)
  • Grill (104)
  • Microwave (123)
  • No smoking (167)
  • Yard (90)

Filters are conveniently available so you can find the ideal vacation rental in Old Saybrook. In Old Saybrook, 32 rentals offer "Pets allowed". So, if you travel with your pet, use the Pets allowed filter to compare these rentals. Three features that are not common are "Crib," "Sauna," and "Wheelchair accessible."

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

Tue, 28 May
73°
69°

5%

5 h

8 mi/h

Wed, 29 May
73°
69°

0%

5 h

5 mi/h

Thu, 30 May
68°
66°

15%

2 h

6 mi/h

Fri, 31 May
69°
68°

0%

5 h

6 mi/h

Sat, 1 Jun
69°
64°

10%

3 h

7 mi/h

Sun, 2 Jun
66°
64°

0%

6 h

8 mi/h

Mon, 3 Jun
68°
66°

0%

6 h

12 mi/h

Accommodations for your vacation in Old Saybrook

52 out of the 180 listed rentals in Old Saybrook are house rental. They account for many of the accommodation options in this destination (60.47%). In addition, these properties have an average size of 164 m² and an average price of $606 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 164 m², cabin have an average size of 102 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 180 rentals
💳 Possible discounts up to 44%
🌙 Nightly prices starting at $116
⭐ Popular amenities Pets allowed, Air conditioning and Pool
🐾 Pet friendly homes 32 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 $116. If you are looking for a house rental, the nightly price is $606 on average. A cabin Old Saybrook will cost on average $510 per night.

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

There are 180 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 - 18% 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 $116.

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