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

Book a Old Saybrook Cottage

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Old Saybrook cottages

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 NZ$414
includes taxes & fees
4 Nov - 5 Nov
1-bedroom cottage with Grove Beach 🏖️ access.

2. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
The price is NZ$656
includes taxes & fees
17 Nov - 18 Nov
Westbrook Getaway-Near Beaches, Train & Shoreline

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, (31 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is NZ$604
includes taxes & fees
6 Nov - 7 Nov
The gardners Cottage 1 mile from long Island Sound - pet friendly

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.
The price is NZ$1,001
includes taxes & fees
4 Nov - 5 Nov
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 NZ$614
includes taxes & fees
6 Nov - 7 Nov
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, (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 NZ$270
includes taxes & fees
8 Nov - 9 Nov
The Tiny Cottage & Mini Farm

7. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (72 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is NZ$637
includes taxes & fees
4 Nov - 5 Nov
North Fork Resort

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 NZ$559
includes taxes & fees
9 Nov - 10 Nov
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

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, (214 reviews)
"Perfect spot for a quiet family weekend. Close to mystic restaurants and activities, but removed enough for space and peace. Kayaking, hot tub, playing with all the fish off the dock - perfection!"
United States
Caitlyn G.
The price is NZ$525
includes taxes & fees
8 Nov - 9 Nov
Lakeside cottage ON the water with beautiful views up the lake!

10. 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 NZ$675
includes taxes & fees
9 Nov - 10 Nov
115 Rose Cottage with 2 bedroom walk to Groton Bay

11. 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 NZ$496
includes taxes & fees
10 Nov - 11 Nov
Lakeside cottage overhanging the water, beautiful window views across the lake

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 NZ$585
includes taxes & fees
16 Nov - 17 Nov
Privet Farm cottage with AC and Deck in charming Salem Connecticut

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

14. 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 NZ$474
includes taxes & fees
9 Nov - 10 Nov
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

15. 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 NZ$1,407
includes taxes & fees
10 Nov - 11 Nov
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

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, (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 NZ$492
includes taxes & fees
4 Nov - 5 Nov
Cozy Home near private beach , close to New Haven area colleges Hospitals

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 NZ$456
includes taxes & fees
4 Nov - 5 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!

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 NZ$544
includes taxes & fees
5 Nov - 6 Nov
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

19. Ocean Shire ☆ Coastal Wooded Escape - No Checkout Rules ꕀ Pets Welcome

Ocean Shire ☆ Coastal Wooded Escape - No Checkout Rules ꕀ Pets Welcome
Westerly
10.0 out of 10, Exceptional, (9 reviews)
"Great place and super quiet and cozy."
United States
Melissa S.
The price is NZ$702
includes taxes & fees
9 Nov - 10 Nov
Ocean Shire ☆ Coastal Wooded Escape - No Checkout Rules ꕀ Pets Welcome

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 NZ$646
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Old Saybrook Hotel Reviews

Find out more about Old Saybrook

Old Saybrook Cottages information

Number of reviews
742
Accommodation
224 Cottages
Lowest Price
NZ$270
Highest Price
NZ$1,407

Frequently asked questions

How much do cottages in Old Saybrook cost?
Expect to pay between NZ$270 and NZ$1,407 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 224 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.
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.