Choose from 136 vacation rentals located in Old Saybrook, Connecticut. Top filters in Old Saybrook include Internet / Wifi, Parking, and Kitchen or Kitchenette. Prices range from $59 to $2,875 per night. Our most popular vacation rental types near Old Saybrook are Apartment and Hotel.

Top vacation rentals in Old Saybrook

Start earning One Key rewards
Property grounds
4.9 / 5.0
Outstanding(119 Ratings)
Saybrook Point Cottage - Charming and Private
Cottage
 in Old Saybrook
2 guests · 1 bedroom · 1 bath
Garden · Pets allowed · Kitchen or Kitchenette

Discover the beauty of Old Saybrook with a stay at Saybrook Point Cottage - Charming and Private, a top rated Cottage with amenities such as Air conditioner, Internet / Wifi and Pets allowed, and more.

$$$$
vrbo logo
View deal
Start earning One Key rewards
Interior
5.0 / 5.0
Outstanding(177 Ratings)
Beachfront Classic New England Home With Direct Views Of Long Island Sound
House
 in Old Saybrook
12 guests · 5 bedrooms · 4 baths
Garden · Pets allowed · Kitchen or Kitchenette
Most favorited

This House in Old Saybrook, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
vrbo logo
View deal
Property building
3.7 / 5.0
Good(802 Ratings)
PIER BLUE INN Old Saybrook - Essex
Hotel
 in Old Saybrook
2-star
1 queen bed
Pets allowed · Kitchen or Kitchenette · Air conditioner

Looking for a memorable stay in Old Saybrook? Our Hotel might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Pets allowed, and more during your stay.

$$$$
booking logo
View deal
Bird's eye view, Sea view
4.5 / 5.0
Excellent(332 Ratings)
Saybrook Point Resort & Marina
Hotel
 in Old Saybrook
4-star
1 king bed
Garden · Pool · Pets allowed

Business stays, family stays, couples stay, getaway vacation, and rental in Old Saybrook at Saybrook Point Resort & Marina for $319 for your next trip.

$$$$
booking logo
View deal

Search by amenity

Vacation rentals with internet & wifi in Old Saybrook

Sun loungers
4.7 / 5.0
Outstanding(75 Ratings)
Wonderful location, walk to beach, private yard, credit cards
Cottage
 in Old Saybrook
4 guests · 2 bedrooms · 1 bath
Garden · Pool · Pets allowed

Experience the best of Old Saybrook with this Cottage available for $421. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
vrbo logo
View deal
Terrace/patio
4.8 / 5.0
Outstanding(122 Ratings)
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
House
 in Old Saybrook
14 guests · 5 bedrooms · 2 baths
Garden · Pool · Pets allowed

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Old Saybrook, at $477 per night for your next great vacation.

$$$$
vrbo logo
View deal
Property building, On site
3.1 / 5.0
Average(332 Ratings)
Super 8 by Wyndham Old Saybrook
Hotel
 in Old Saybrook
2-star
2 full beds
Garden · Pool · Pets allowed

Are you ready to indulge in a relaxing getaway? Our Hotel in Old Saybrook has everything you need for a rejuvenating stay. Treat yourself to Super 8 by Wyndham Old Saybrook's exceptional amenities, such as Air conditioner, Internet / Wifi and Pets allowed.

$$$$
booking logo
View deal
Beach nearby, sun loungers, beach towels
5.0 / 5.0
Outstanding(105 Ratings)
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Cottage
 in Westbrook
8 guests · 5 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner

Looking for a memorable stay in Old Saybrook? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more during your stay.

$$$$
vrbo logo
View deal
city photo
Old Saybrook

Old Saybrook travel guide

Let us help you plan your perfect Old Saybrook vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Old Saybrook, and more.

Frequently asked questions

What is the price range for rentals in Old Saybrook?

Vacation rentals in Old Saybrook have a price range between $59-$2,875. The average price for rentals in Old Saybrook is $357 per night.

What are the most popular vacation rental amenities in Old Saybrook?

  • Internet / Wifi
  • Parking
  • Kitchen or Kitchenette

Explore near Old Saybrook

Rentals near top attractions

Related vacation destinations

Nearby vacation destinations

Travel inspiration

Keep exploring