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

Search Old Saybrook Cottage Rentals

  • 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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

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, (51 reviews)
"We enjoyed our stay"
United States
JM B.
The price is ￥20,918
￥38,770 total
includes taxes & fees
Sep 7 - Sep 8
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

2. Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.6 out of 10, Exceptional, (51 reviews)
"Lovely cottage! Enjoyed our stay! "
United States
Joyce S.
The price is ￥95,272
￥153,855 total
includes taxes & fees
Aug 18 - Aug 19
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
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, (25 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is ￥31,694
￥55,663 total
includes taxes & fees
Sep 1 - Sep 2
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

4. Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water

Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
Westbrook Center
9.4 out of 10, Exceptional, (3 reviews)
"We had a lovely time during our stay. The hosts were excellent with communication and quick responses throughout our stay. The 2 family suites were perfect for our families to all stay together during this trip. We would definitely book again! "
United States
Kate G.
The price is ￥76,177
￥134,393 total
includes taxes & fees
Aug 11 - Aug 12
Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
Exterior

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
The price is ￥24,959
￥57,664 total
includes taxes & fees
Aug 24 - Aug 25
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Balcony

6. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (44 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is ￥49,786
￥56,880 total
includes taxes & fees
Sep 7 - Sep 8
North Fork Resort
Exterior

7. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (10 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is ￥24,833
￥36,285 total
includes taxes & fees
Aug 13 - Aug 14
The Tiny Cottage & Mini Farm
Exterior

8. Beach Cottage, private beach and pass

Beach Cottage, private beach and pass
East Lyme
10.0 out of 10, Exceptional, (13 reviews)
"An absolutely adorable and cozy cottage steps from a lovely beach. The location is great, beds were so comfortable and everything was clean and well designed. Would definitely stay here again"
United States
Maria M.
The price is ￥63,230
￥112,229 total
includes taxes & fees
Aug 31 - Sep 1
Beach Cottage, private beach and pass
Exterior

9. 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 stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
The price is ￥61,486
￥99,392 total
includes taxes & fees
Aug 27 - Aug 28
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Property grounds

10. Studio Cottage at Marina Bay

Studio Cottage at Marina Bay
Waterford
The price is ￥35,110
￥39,840 total
includes taxes & fees
Aug 30 - Aug 31
Studio Cottage at Marina Bay
House (4 Bedrooms) | Interior

11. 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 ￥62,596
￥127,719 total
includes taxes & fees
Aug 31 - Sep 1
Groton Home < 1 Mi to Beach on Long Island Sound!
Exterior

12. 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, (202 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 ￥57,049
￥94,289 total
includes taxes & fees
Aug 19 - Aug 20
Lakeside cottage ON the water with beautiful views up the lake!
Exterior

13. Go Jump in the Lake!

Go Jump in the Lake!
Lebanon
9.8 out of 10, Exceptional, (159 reviews)
"The stay was clean and neat, the host responded to messages quickly, very enjoyable to stay for the weekend!"
United States
Manny D.
The price is ￥32,486
￥61,486 total
includes taxes & fees
Aug 20 - Aug 21
Go Jump in the Lake!
Interior

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

Privet Farm cottage with AC and Deck in charming Salem Connecticut
Salem
The price is ￥30,949
￥55,441 total
includes taxes & fees
Aug 11 - Aug 12
Privet Farm cottage with AC and Deck in charming Salem Connecticut
Exterior

15. Lakeview Carriage House with Spectacular Sunset Views

Lakeview Carriage House with Spectacular Sunset Views
Lake Pocotopaug
10.0 out of 10, Exceptional, (19 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
The price is ￥21,393
￥47,580 total
includes taxes & fees
Sep 7 - Sep 8
Lakeview Carriage House with Spectacular Sunset Views
Exterior

16. 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 ￥33,290
￥61,349 total
includes taxes & fees
Sep 2 - Sep 3
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Exterior

17. 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 at this cottage! It was extremely clean and very welcoming! It had everything we needed for an impromptu night away! The hostess was very responsive and accommodating. We would definitely stay here again! "
United States
Terri D.
The price is ￥46,513
￥60,112 total
includes taxes & fees
Aug 17 - Aug 18
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
Property grounds

18. 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, (232 reviews)
"wonderful place to stay. the pond is beautiful. plenty to do nearby "
United States
Mike
The price is ￥37,874
￥67,405 total
includes taxes & fees
Sep 7 - Sep 8
Lakeside cottage overhanging the water, beautiful window views across the lake
Terrace/patio

19. 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 ￥45,362
￥56,817 total
includes taxes & fees
Aug 12 - Aug 13
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

20. 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 ￥101,262
￥171,277 total
includes taxes & fees
Sep 7 - Sep 8
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
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

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Nice clean room, very helpful and friendly staff, Everyone we interacted with was polite & helpful and engaged, from maintenance staff to front desk.,"
charlotte 1-night trip
Posted less than an hour ago
New Haven Hotel

Find out more about Old Saybrook

Old Saybrook Cottages information

Number of reviews
822
Accommodation
235 Cottages
Lowest Price
￥36,285
Highest Price
￥171,277

Frequently asked questions

How much do cottages in Old Saybrook cost?
Expect to pay between ￥36,285 and ￥171,277 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 235 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.
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 Center and Chalker Beach. Essex Saybrook Antique Village Shopping Center, Crystal Lake Town Park and Saybrook Country Barn are other highlights.