A rocky beach with large boulders and the ocean in the background.

Search Cottages in Old Saybrook

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Old Saybrook cottages

Exterior

1. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (60 reviews)
"We enjoyed our stay"
United States
JM B.
The price is AED 446
AED 847 total
includes taxes & fees
20 Oct - 21 Oct
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

2. Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town
Westbrook Center
9.0 out of 10, Wonderful, (8 reviews)
"Great host and property"
United States
Kevin K.
The price is AED 760
AED 1,925 total
includes taxes & fees
22 Sep - 23 Sep
Adorable Cottage with Cottage porch, walk to water & town
Exterior

3. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (28 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is AED 643
AED 1,174 total
includes taxes & fees
7 Oct - 8 Oct
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

4. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is AED 536
AED 1,236 total
includes taxes & fees
6 Oct - 7 Oct
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Exterior

5. Direct waterfront renovated cottage.

Direct waterfront renovated cottage.
Madison Center
10.0 out of 10, Exceptional, (96 reviews)
"Great cottage on the Sound!"
United States
David S.
The price is AED 2,571
AED 4,122 total
includes taxes & fees
28 Sep - 29 Sep
Direct waterfront renovated cottage.
Balcony

6. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (57 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is AED 1,052
AED 1,202 total
includes taxes & fees
18 Oct - 19 Oct
North Fork Resort
Exterior

7. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (11 reviews)
"Great little quiet home away from home. Tom and Stacy and all the cute animals were very friendly and welcoming. Perfect place to relax after a busy day of activity."
United States
Angela A.
The price is AED 407
AED 541 total
includes taxes & fees
28 Sep - 29 Sep
The Tiny Cottage & Mini Farm
Exterior

8. Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Waterford
10.0 out of 10, Exceptional, (33 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
The price is AED 676
AED 1,295 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Private kitchen

9. Privet Farm cottage with AC and Deck in charming Salem Connecticut

Privet Farm cottage with AC and Deck in charming Salem Connecticut
Salem
8.0 out of 10, Very good, (2 reviews)
"We enjoyed our stay at the cottage. It was perfect for traveling with our dogs very comfortable, nice and quiet."
United States
Ed B.
The price is AED 645
AED 1,190 total
includes taxes & fees
22 Sep - 23 Sep
Privet Farm cottage with AC and Deck in charming Salem Connecticut
Property grounds

10. Lakeside cottage overhanging the water, beautiful window views across the lake

Lakeside cottage overhanging the water, beautiful window views across the lake
Ledyard
9.8 out of 10, Exceptional, (235 reviews)
"The kids had a blast fishing off the dock, very clean and comfortable"
United States
katlyn w.
The price is AED 585
AED 1,137 total
includes taxes & fees
27 Sep - 28 Sep
Lakeside cottage overhanging the water, beautiful window views across the lake
Exterior

11. The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Stonington
10.0 out of 10, Exceptional, (9 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is AED 582
AED 1,165 total
includes taxes & fees
29 Sep - 30 Sep
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Terrace/patio

12. 115 Rose Cottage with 2 bedroom walk to Groton Bay

115 Rose Cottage with 2 bedroom walk to Groton Bay
Groton
8.8 out of 10, Excellent, (8 reviews)
"Very nice little place. Quite, clean and only minutes from Mystic and downtown New London."
United States
Nicholas C.
The price is AED 735
AED 1,655 total
includes taxes & fees
5 Oct - 6 Oct
115 Rose Cottage with 2 bedroom walk to Groton Bay
Exterior

13. Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
West Mystic
9.8 out of 10, Exceptional, (19 reviews)
"We had a wonderful time, great place which was like a small resort. Beautiful views and it was quiet and so peaceful there. We’re looking forward to staying again."
United States
Michael V.
The price is AED 826
AED 1,057 total
includes taxes & fees
22 Sep - 23 Sep
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
House (4 Bedrooms) | Interior

14. Groton Home < 1 Mi to Beach on Long Island Sound!

Groton Home < 1 Mi to Beach on Long Island Sound!
3.0 star property
Groton
The price is AED 1,451
AED 2,960 total
includes taxes & fees
5 Oct - 6 Oct
Groton Home < 1 Mi to Beach on Long Island Sound!
Exterior

15. Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage ON the water with beautiful views up the lake!
Ledyard
9.8 out of 10, Exceptional, (209 reviews)
"Sweet, cozy and clean. We had a nice time fishing, spotted a wide variety of birds, and enjoyed a few rounds of croquet. The lake was peaceful and quiet but is only a few minutes from the Foxwoods complex for shopping, dining, casino and shows. Thanks for a great stay!"
United States
Marcy P.
The price is AED 841
AED 1,529 total
includes taxes & fees
15 Oct - 16 Oct
Lakeside cottage ON the water with beautiful views up the lake!
Terrace/patio

16. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is AED 1,737
AED 3,227 total
includes taxes & fees
19 Oct - 20 Oct
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Terrace/patio

17. Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!

Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!
Ledyard
10.0 out of 10, Exceptional, (13 reviews)
"My husband and I stayed in the cottage with our fur baby and it was perfect. The cottage was very comfortable and very private."
United States
Kim S.
The price is AED 806
AED 976 total
includes taxes & fees
21 Oct - 22 Oct
Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!
Terrace/patio

18. Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (24 reviews)
"Fantastic place to stay. "
United States
Cathy M.
The price is AED 1,098
AED 1,366 total
includes taxes & fees
27 Sep - 28 Sep
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
Exterior

19. Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage

Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (5 reviews)
"The cottage was beautifully decorated, cozy and made our stay very comfortable. The scenery was spectacular. We will definitely be going back!"
United States
Anonymous traveler
The price is AED 1,098
AED 1,366 total
includes taxes & fees
27 Sep - 28 Sep
Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
Interior

20. Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage

Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (7 reviews)
"We loved the place. Will definitely stay there again! "
United States
Kristen C.
The price is AED 1,286
AED 1,596 total
includes taxes & fees
27 Sep - 28 Sep
Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Old Saybrook Hotel Reviews

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"Great room Layout. Plenty to do at the hotel. Clean, easy access."
Kristen 1-night trip
Posted 4 hours ago
Hyatt Place Uncasville - Casino Area

Frequently asked questions

How much do cottages in Old Saybrook cost?
Expect to pay between AED 1,202 and AED 2,960 per night for cottages in Old Saybrook. No matter your budget, a terrific stay is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Old Saybrook?
Claim your vacation time and pick from 227 cottages in Old Saybrook. Yearning for a place where you can get in touch with nature? Expedia will help you find your ideal stay in only a click or two.
Why book your cottage in Old Saybrook with Expedia?
Expedia has some terrific cottages in Old Saybrook, so start planning for an unforgettable vacation on nature's doorstep. If you have a fixed budget, click on how much you're willing to spend and your preferred property star rating. Or, use our filters to search for cottages with a pool or free WiFi. We'll help you find the perfect pad whatever your getaway looks like.
How can I find cheap cottages in Old Saybrook?
With Expedia's helpful filter tool, comparing cheap cottages in Old Saybrook is easy. To find accommodations that'll make your bank balance smile, tailor your search results by budget, star rating and amenities.

Explore a world of travel with Expedia