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

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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 CA $161
CA $310 total
includes taxes & fees
Sep 8 - Sep 9
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

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, (26 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is CA $278
CA $493 total
includes taxes & fees
Sep 2 - Sep 3
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

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
The price is CA $219
CA $505 total
includes taxes & fees
Sep 3 - Sep 4
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Exterior

4. 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)
"Great spot easy walk to the water and very close to town!"
United States
Genevieve G.
The price is CA $887
CA $1,416 total
includes taxes & fees
Aug 18 - Aug 19
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Balcony

5. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (45 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is CA $438
CA $500 total
includes taxes & fees
Sep 13 - Sep 14
North Fork Resort
Exterior

6. 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 CA $169
CA $222 total
includes taxes & fees
Aug 17 - Aug 18
The Tiny Cottage & Mini Farm
Exterior

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 stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
The price is CA $416
CA $715 total
includes taxes & fees
Aug 27 - Aug 28
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Smart TV, foosball, table tennis

8. Private One-Bedroom Cottage

Private One-Bedroom Cottage
Waterford
The price is CA $379
CA $432 total
includes taxes & fees
Aug 30 - Aug 31
Private One-Bedroom Cottage
Dining

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

Privet Farm cottage with AC and Deck in charming Salem Connecticut
Salem
6.0 out of 10, (1 review)
"Host was communicative before booking, but communication was not possible other than solely thru this platform. It was difficult to advise the host of my experience or needs. The bedroom rug had a potent urine odor, as well as, being dirty. The toilet was not clean. There is no dishwasher, limited wine glasses and one coffee mug. Though this is a pet-friendly host, the rooms smelled of pet urine. The window A/Cs were not adequately sealed, allowing bugs, moths, and spiders inside the bedroom and...
United States
Liz H.
The price is CA $271
CA $484 total
includes taxes & fees
Aug 31 - Sep 1
Privet Farm cottage with AC and Deck in charming Salem Connecticut
Exterior

10. 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 CA $285
CA $536 total
includes taxes & fees
Aug 20 - Aug 21
Go Jump in the Lake!
Terrace/patio

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 CA $314
CA $674 total
includes taxes & fees
Sep 9 - Sep 10
115 Rose Cottage with 2 bedroom walk to Groton Bay
Exterior

12. 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 CA $201
CA $436 total
includes taxes & fees
Sep 7 - Sep 8
Lakeview Carriage House with Spectacular Sunset Views
Exterior

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, (9 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is CA $278
CA $518 total
includes taxes & fees
Sep 2 - Sep 3
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Property grounds

14. 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)
"The kids had a blast fishing off the dock, very clean and comfortable"
United States
katlyn w.
The price is CA $333
CA $591 total
includes taxes & fees
Sep 8 - Sep 9
Lakeside cottage overhanging the water, beautiful window views across the lake
House (4 Bedrooms) | Interior

15. 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 CA $550
CA $1,122 total
includes taxes & fees
Aug 31 - Sep 1
Groton Home < 1 Mi to Beach on Long Island Sound!
Exterior

16. 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 CA $333
CA $609 total
includes taxes & fees
Sep 10 - Sep 11
Lakeside cottage ON the water with beautiful views up the lake!
Terrace/patio

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 CA $866
CA $1,494 total
includes taxes & fees
Sep 9 - Sep 10
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Exterior

18. 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 CA $411
CA $524 total
includes taxes & fees
Aug 24 - Aug 25
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
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 CA $430
CA $537 total
includes taxes & fees
Aug 17 - Aug 18
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!
Exterior

20. 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 CA $517
CA $588 total
includes taxes & fees
Aug 30 - Aug 31
Large Family-Friendly 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

Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

10/10 Excellent
"Clean room, basic continental breakfast and staff was nice. Beds were comfy. Would stay again."
Lynette 2-night trip
Posted 2 hours ago
Hilltop Inn and Suites, near Foxwoods Casino

Find out more about Old Saybrook

Old Saybrook Cottages information

Number of reviews
812
Accommodation
236 Cottages
Lowest Price
CA $222
Highest Price
CA $1,494

Frequently asked questions

How much do cottages in Old Saybrook cost?
Expect to pay between CA $222 and CA $1,494 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 236 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.

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