Old Saybrook Vacation Rentals

Check prices for these upcoming dates

Old Saybrook Travel Guide

Full of charm, history, picturesque views and the kind of quintessential American town atmosphere that Hollywood loves, Old Saybrook is a delightful Connecticut coastal town, and it's also one of the oldest.

Things to Do in Old Saybrook

Classic buildings and houses adorn the waterfront downtown, so feel free to stroll the streets and get the vintage vibe with old signs depicting the Saybrook Hardware Co., Old Colony Package Store and others. Discover boutique clothes and shoes, antiques and gifts in several one-of-a-kind shops.Outdoor enthusiasts can enjoy running, fishing and kayaking along the wilderness area of the Connecticut River or wander the boats in the harbor and enjoy the sea views from the beaches or walk towards the Lynde Point Lighthouse for atmospheric photos at sunset. There's plenty of great places to eat seafood and enjoy craft beers here with wonderful coastal views.

Best Time to Visit Old Saybrook

Summer brings crowds enjoying the beach and boating opportunities, fall can be spectacular with that lovely New England fall atmosphere as the trees change color and people are still enjoying the hours of golden daylight.

Price and Availability in Old Saybrook

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
The cheapest day to stay at a vacation rental in Old Saybrook tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Old Saybrook tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Old Saybrook is in March, while the cheapest month is in October. The most popular time to book a vacation rental in Old Saybrook is in the high season in July. Old Saybrook has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Old Saybrook

Rainy days
91° 52°
1
84° 43°
0
88° 36°
3
70° 18°
2
59° 12°
4
59°
3
61°
2
66°
2
72° 27°
3
86° 39°
2
91° 46°
2
97° 61°
2
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Rainy days

This climate histogram shows you the weather patterns in Old Saybrook. The hottest month in Old Saybrook is June, when temperatures peak at 97 ˚F. The coolest month is December, when temperatures drop to 0 ˚F. The wettest month in Old Saybrook is January with 4.39 inches of rain, while the driest month is April with 0.35 inches of rain.

What Expert Travelers Think

  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels
  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide

Destinations near Old Saybrook

  • Mystic464 Properties
  • Norwalk387 Properties
  • New Haven256 Properties
  • Milford245 Properties
  • Danbury231 Properties
  • Fairfield213 Properties
  • Stamford210 Properties
  • Old Lyme199 Properties
  • Groton185 Properties
  • New London182 Properties
  • Branford179 Properties
  • Greenwich165 Properties
  • Hartford162 Properties
  • Stonington151 Properties
  • Niantic114 Properties
  • Westbrook65 Properties