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

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

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
9.8 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay"
United States
JM B.
The price is HK$1,275
HK$2,117 total
includes taxes & fees
4 Nov - 5 Nov
1-bedroom cottage with Grove Beach 🏖️ access.
A two-story house with a porch, multiple windows, and a front door.

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)
"Very clean and comfortable"
United States
Francine F.
Adorable Cottage with Cottage porch, walk to water & town
A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

3. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
The price is HK$2,083
HK$2,951 total
includes taxes & fees
17 Nov - 18 Nov
Westbrook Getaway-Near Beaches, Train & Shoreline
A white cottage with a front door, a garage, and a small porch with a potted plant.

4. 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)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is HK$1,589
HK$2,786 total
includes taxes & fees
6 Nov - 7 Nov
The gardners Cottage 1 mile from long Island Sound - pet friendly
A two-story house with a porch, a mailbox, and a lawn.

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 HK$1,236
HK$2,847 total
includes taxes & fees
6 Nov - 7 Nov
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.

6. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (71 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is HK$2,521
HK$2,880 total
includes taxes & fees
1 Nov - 2 Nov
North Fork Resort
A small white house with black shutters, a porch, and a red barn in the background.

7. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (14 reviews)
"Love love love this place. A very unique setting on a little farm and the cabin was great. Everything ya need. A gorgeous setting. Tom, the owner is great. Will. Be. Back."
United States
Paul
The price is HK$812
HK$1,091 total
includes taxes & fees
2 Nov - 3 Nov
The Tiny Cottage & Mini Farm
A small, single-story house with a white porch and a wooden front door.

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, (36 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
The price is HK$1,412
HK$2,840 total
includes taxes & fees
4 Nov - 5 Nov
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
A small white house with a green door, two wicker chairs with red cushions, and a welcome mat.

9. 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, (9 reviews)
"We had a great time and the property provided everything we needed. Thank you!"
United States
Meredith
The price is HK$1,295
HK$3,195 total
includes taxes & fees
9 Nov - 10 Nov
115 Rose Cottage with 2 bedroom walk to Groton Bay
A dining area with a round wooden table surrounded by six white chairs with dark cushions. A potted plant with green foliage and pink flowers is placed in the center.

10. 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 HK$1,377
HK$2,542 total
includes taxes & fees
1 Nov - 2 Nov
Privet Farm cottage with AC and Deck in charming Salem Connecticut
A small, single-story building with a red door and windows, a covered picnic table, and a barbecue grill outside.

11. 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, (213 reviews)
"What a beautiful place to unwind! We will be back!"
United States
Cheryl H.
The price is HK$1,042
HK$2,344 total
includes taxes & fees
4 Nov - 5 Nov
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.

12. 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 HK$1,013
HK$2,200 total
includes taxes & fees
9 Nov - 10 Nov
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
A covered outdoor deck with wicker furniture, a ceiling fan, and a view of a park.

13. 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 HK$3,099
HK$6,323 total
includes taxes & fees
22 Nov - 23 Nov
Groton Home < 1 Mi to Beach on Long Island Sound!
A deck with a gray sofa, a wooden chair, and a metal fire pit.

14. 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 HK$3,664
HK$6,830 total
includes taxes & fees
11 Nov - 12 Nov
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
A deck with a grill, a glass table, and kayaks by a lake.

15. 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)
"Very beautiful view and really enjoyed lake, canoe, swing. Very peaceful environment."
United States
Himali P.
The price is HK$1,004
HK$2,187 total
includes taxes & fees
3 Nov - 4 Nov
Lakeside cottage overhanging the water, beautiful window views across the lake
A covered outdoor seating area with wicker furniture, a wooden table, and a bottle of wine.

16. 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 HK$1,697
HK$1,985 total
includes taxes & fees
3 Nov - 4 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!
A covered outdoor seating area with a view of a lake and dock.

17. 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 HK$1,961
HK$2,428 total
includes taxes & fees
1 Nov - 2 Nov
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

18. 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, (86 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 HK$840
HK$2,165 total
includes taxes & fees
3 Nov - 4 Nov
Cozy Home near private beach , close to New Haven area colleges Hospitals
A single-story house with a sloped roof, a front porch, and a small garden with various plants and flowers.

19. Ocean Shire ☆ Holiday Escape - Easy Check Out No Rules ꕀ Quiet Woods - 500Mbps

Ocean Shire ☆ Holiday Escape - Easy Check Out No Rules ꕀ Quiet Woods - 500Mbps
Westerly
10.0 out of 10, Exceptional, (9 reviews)
"Great place and super quiet and cozy."
United States
Melissa S.
The price is HK$1,875
HK$3,094 total
includes taxes & fees
2 Nov - 3 Nov
Ocean Shire ☆ Holiday Escape - Easy Check Out No Rules ꕀ Quiet Woods - 500Mbps
A two-story house with a front porch, a white picket fence, and a mailbox.

20. Pet friendly king-bed suite in historic downtown Mystic carriage house

Pet friendly king-bed suite in historic downtown Mystic carriage house
Mystic River Historic District
8.0 out of 10, Very good, (1 review)
"The location was perfect for our needs. In town for a wedding and it was central to the venues and close to downtown. Nice neighborhood, felt safe."
United States
Carolyn G.
The price is HK$1,765
HK$3,044 total
includes taxes & fees
9 Nov - 10 Nov
Pet friendly king-bed suite in historic downtown Mystic carriage house
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

Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

8/10 Good
"Room was clean, but had a stale odor in the room. Breakfast was very good."
Nancy 2-night trip
Posted 6 hours ago
Spark by Hilton Mystic Groton

Find out more about Old Saybrook

Old Saybrook Cottages information

Number of reviews
740
Accommodation
222 Cottages
Lowest Price
HK$1,091
Highest Price
HK$6,830

Frequently asked questions

How much do cottages in Old Saybrook cost?
Expect to pay between HK$1,091 and HK$6,830 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 holiday time and pick from 222 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 holiday 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 accommodation that'll make your bank balance smile, tailor your search results by budget, star rating and amenities.
What is there to do in Old Saybrook near my cottage?
You'll find loads of terrific things to sink your teeth into in Old Saybrook. Make tracks to major attractions like Harvey's Beach, Katharine Hepburn Cultural Arts Centre and Chalker Beach. Essex Saybrook Antique Village Shopping Centre, Crystal Lake Town Park and Saybrook Country Barn are other highlights.

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