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

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Old Saybrook cottages

A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

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

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (55 reviews)
"We enjoyed our stay"
United States
JM B.
The price is AU$335
includes taxes & fees
28 Sept - 29 Sept
1-bedroom cottage with Grove Beach 🏖️ access.
A white cottage with a front door, a garage, and a small porch with a potted plant.

2. 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)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is AU$454
includes taxes & fees
8 Sept - 9 Sept
The gardners Cottage 1 mile from long Island Sound - pet friendly
A two-story house with a porch, a mailbox, and a lawn.

3. 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, (1 review)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is AU$503
includes taxes & fees
8 Sept - 9 Sept
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

4. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (53 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is AU$481
includes taxes & fees
7 Sept - 8 Sept
North Fork Resort
A small white house with black shutters, a porch, and a red barn in the background.

5. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (11 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is AU$210
includes taxes & fees
7 Sept - 8 Sept
The Tiny Cottage & Mini Farm
A living room with a blue sofa, a wicker ottoman, and a side table with a lamp and a potted plant.

6. Private One-Bedroom Cottage

Private One-Bedroom Cottage
Waterford
The price is AU$270
includes taxes & fees
7 Sept - 8 Sept
Private One-Bedroom Cottage
A small, single-story house with a white porch and a wooden front door.

7. 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, (32 reviews)
"The home is very well kept and is in a wonderful location. We enjoyed it a great deal and would go back in a heart beat."
United States
Chrissy R.
The price is AU$582
includes taxes & fees
6 Oct - 7 Oct
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
A deck with a grill, a glass table, and kayaks by a lake.

8. 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, (234 reviews)
"The kids had a blast fishing off the dock, very clean and comfortable"
United States
katlyn w.
The price is AU$458
includes taxes & fees
8 Sept - 9 Sept
Lakeside cottage overhanging the water, beautiful window views across the lake
A small, single-story building with a red door and windows, a covered picnic table, and a barbecue grill outside.

9. 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, (206 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 AU$518
includes taxes & fees
10 Sept - 11 Sept
Lakeside cottage ON the water with beautiful views up the lake!
A single-story house with a grey exterior, a front door, and two windows.

10. 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 AU$445
includes taxes & fees
9 Sept - 10 Sept
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
A covered outdoor seating area with a view of a lake and dock.

11. 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 AU$445
includes taxes & fees
9 Sept - 10 Sept
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
A small white house with a green door, two wicker chairs with red cushions, and a welcome mat.

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 AU$615
includes taxes & fees
5 Oct - 6 Oct
115 Rose Cottage with 2 bedroom walk to Groton Bay
A single-story house with a sloped roof, a front porch, and a small garden with various plants and flowers.

13. Ocean Shire ☆ Beach Pass - Flex Check-in & out ꕀ Kids & Pet Welcome!

Ocean Shire ☆ Beach Pass - Flex Check-in & out ꕀ Kids & Pet Welcome!
Westerly
10.0 out of 10, Exceptional, (7 reviews)
"The place was so clean and neat. Barbara was very communicative and accommodating. Wonderful place in Westerly."
United States
Amy V.
Ocean Shire ☆ Beach Pass - Flex Check-in & out ꕀ Kids & Pet Welcome!
A covered outdoor seating area with wicker furniture, a wooden table, and a bottle of wine.

14. 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, (12 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 AU$423
includes taxes & fees
16 Sept - 17 Sept
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!
A compact kitchen with white cabinets, a microwave, an oven, a refrigerator, and a trash bin.

15. 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 AU$480
includes taxes & fees
10 Sept - 11 Sept
Privet Farm cottage with AC and Deck in charming Salem Connecticut
A covered outdoor deck with wicker furniture, a ceiling fan, and a view of a park.

16. 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 AU$1,119
includes taxes & fees
5 Oct - 6 Oct
Groton Home < 1 Mi to Beach on Long Island Sound!
A deck with a gray sofa, a wooden chair, and a metal fire pit.

17. 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 AU$1,345
includes taxes & fees
30 Sept - 1 Oct
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
A white porch with a blue cushioned bench, a compass wall decoration, and a view of greenery.

18. Studio Cottage at Marina Bay

Studio Cottage at Marina Bay
Waterford
The price is AU$222
includes taxes & fees
7 Sept - 8 Sept
Studio Cottage at Marina Bay
A wooden house with a porch, stone steps, and a gravel pathway.

19. Large Family-Friendly Cottage

Large Family-Friendly Cottage
Waterford
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our weekend at Marina Bay for our daughter’s birthday weekend with her friends. Everything was easy to find and use, the space was perfectly sized and comfortable. We hope to return soon!"
United States
Henry B.
The price is AU$364
includes taxes & fees
7 Sept - 8 Sept
Large Family-Friendly Cottage
A small, single-story building with a dark roof and light gray siding, labeled "THE COVE".

20. 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, (18 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 AU$403
includes taxes & fees
7 Sept - 8 Sept
Harbor View Landing, Mystic CT - The Cove 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.
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Top Old Saybrook Hotel Reviews

Two Trees Inn

Two Trees Inn

8/10 Good
"Clean rooms, friendly staff"
donald 1-night trip
Posted less than an hour ago
Two Trees Inn

Find out more about Old Saybrook

Old Saybrook Cottages information

Number of reviews
452
Accommodation
227 Cottages
Lowest Price
AU$210
Highest Price
AU$1,345

Frequently asked questions

How much do cottages in Old Saybrook cost?
Rates for cottages in Old Saybrook range between AU$210 and AU$1,345 per night. No matter your budget, you're sure to find an ideal place to get reacquainted with nature. This price was 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?
Stay close to nature in one of the 227 cottages waiting for you in Old Saybrook. To help you reserve a stay that's right for you, use our filter tool to search for perks or amenities you prefer.
What is there to do in Old Saybrook near my cottage?
Old Saybrook has enough activities and experiences to keep you amused for weeks (or months!), starting with Harveys Beach. Chamard Vineyards, Clinton Town Beach and Chalker Beach are other popular attractions. If you have time to spare, Connecticut River Museum and Stay and Play LLC will cap off your itinerary nicely.