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

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Our top choices for Old Saybrook cottages

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

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (63 reviews)
"We enjoyed our stay"
United States
JM B.
The price is AU$335
includes taxes & fees
26 Oct - 27 Oct
1-bedroom cottage with Grove Beach 🏖️ access.

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, (30 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is AU$425
includes taxes & fees
28 Oct - 29 Oct
The gardners Cottage 1 mile from long Island Sound - pet friendly

3. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
The price is AU$482
includes taxes & fees
27 Oct - 28 Oct
Westbrook Getaway-Near Beaches, Train & Shoreline

4. 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)
"Very clean and comfortable"
United States
Francine F.
Adorable Cottage with Cottage porch, walk to water & town

5. 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
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is AU$504
includes taxes & fees
27 Oct - 28 Oct
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

6. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (13 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is AU$202
includes taxes & fees
28 Oct - 29 Oct
The Tiny Cottage & Mini Farm

7. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (69 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is AU$494
includes taxes & fees
25 Oct - 26 Oct
North Fork Resort

8. Private Guest House w/ Deck + Spectacular Views!

Private Guest House w/ Deck + Spectacular Views!
3.0 star property
Montville
10.0 out of 10, Exceptional, (3 reviews)
"The pool was amazing, the host was great, very accessible and the property was prisine. The views alone made us immediately want to come back. Very clean and well stocked. "
United States
agata
Private Guest House w/ Deck + Spectacular Views!

9. Private Guest House w/ Deck + Spectacular Views!

Private Guest House w/ Deck + Spectacular Views!
Montville
10.0 out of 10, Exceptional, (42 reviews)
"Home away from home with one major key asset: Allan, the host is a gem ; extremely welcoming, discreet, hands-on, friendly - very smart so will adapt to the guests. keeps the place a perfect spot to spend few days with family or friends away from the action of the city but very close by car. You are right in the middle of nature (great if you love it), with a wonderful view, an amazingly private large pool (never seen on any rentals before) and a comfortable guesthouse with all the basics you...
United States
pierre g.
The price is AU$484
includes taxes & fees
25 Oct - 26 Oct
Private Guest House w/ Deck + Spectacular Views!

10. 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, (35 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
The price is AU$497
includes taxes & fees
15 Nov - 16 Nov
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

11. 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$649
includes taxes & fees
4 Nov - 5 Nov
115 Rose Cottage with 2 bedroom walk to Groton Bay

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

Privet Farm cottage with AC and Deck in charming Salem Connecticut
Salem
9.0 out of 10, Wonderful, (4 reviews)
"The place was perfect! So much bigger and nicer in person!!!!! Well appointed very cozy! Clean!!!!! Very pet friendly! Great shower!"
United States
Kellie
The price is AU$457
includes taxes & fees
25 Oct - 26 Oct
Privet Farm cottage with AC and Deck in charming Salem Connecticut

13. 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, (10 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is AU$421
includes taxes & fees
18 Nov - 19 Nov
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

14. 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, (211 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$479
includes taxes & fees
5 Nov - 6 Nov
Lakeside cottage ON the water with beautiful views up the lake!

15. 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 AU$386
includes taxes & fees
2 Nov - 3 Nov
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!

16. Cozy Home near private beach , close to New Haven area colleges Hospitals

Cozy Home near private beach , close to New Haven area colleges Hospitals
Branford
9.4 out of 10, Exceptional, (84 reviews)
"Property was clean with some nice cozy touches. Wine on the table, fruit in the frig, chocolate for comfort, coffee for wakeup. Host was very pleasant and accommodating. Will definitely stay there again."
United States
Vincent
The price is AU$428
includes taxes & fees
2 Nov - 3 Nov
Cozy Home near private beach , close to New Haven area colleges Hospitals

17. 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, (238 reviews)
"All great"
United States
Ewa B.
The price is AU$452
includes taxes & fees
11 Nov - 12 Nov
Lakeside cottage overhanging the water, beautiful window views across the lake

18. Montville Retreat Near Mohegan Sun: 2-home Bundle!

Montville Retreat Near Mohegan Sun: 2-home Bundle!
3.0 star property
Montville
The price is AU$1,468
includes taxes & fees
25 Oct - 26 Oct
Montville Retreat Near Mohegan Sun: 2-home Bundle!

19. 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$1,229
includes taxes & fees
17 Nov - 18 Nov
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

20. 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$452
includes taxes & fees
26 Oct - 27 Oct
Harbor View Landing, Mystic CT - The Block Island 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

Find out more about Old Saybrook

Old Saybrook Cottages information

Number of reviews
827
Accommodation
226 Cottages
Lowest Price
AU$202
Highest Price
AU$1,468

Frequently asked questions

How much do cottages in Old Saybrook cost?
Rates for cottages in Old Saybrook range between AU$202 and AU$1,468 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 226 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.