Old Saybrook, CT Vacation Rentals

Choose from 113 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

4.9

Outstanding(115 Reviews)

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.

$$$$

View deal

Start earning One Key rewards

5.0

Outstanding(177 Reviews)

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!

$$$$

View deal

3.7

Good(802 Reviews)

PIER BLUE INN Old Saybrook - Essex

Hotel

in Old Saybrook

2star

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.

$$$$

View deal

4.5

Excellent(332 Reviews)

Saybrook Point Resort & Marina

Hotel

in Old Saybrook

4star

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.

$$$$

View deal

Search by property type

Search by amenity

Explore vacation rentals with the most popular amenities in Old Saybrook

Vacation rentals with internet & wifi in Old Saybrook

4.7

Outstanding(75 Reviews)

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.

$$$$

View deal

4.8

Outstanding(122 Reviews)

⚓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 $461 per night for your next great vacation.

$$$$

View deal

3.1

Average(332 Reviews)

Super 8 by Wyndham Old Saybrook

Hotel

in Old Saybrook

2star

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.

$$$$

View deal

Beach nearby, sun loungers, beach towels

5.0

Outstanding(100 Reviews)

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.

$$$$

View deal

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.