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

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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
9.6 out of 10, Exceptional, (53 reviews)
"We enjoyed our stay"
United States
JM B.
The price is £176
includes taxes & fees
30 Aug - 31 Aug
1-bedroom cottage with Grove Beach 🏖️ access.
A white cottage with a front door, a garage, and a small porch with a potted plant.

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, (28 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is £247
includes taxes & fees
1 Sept - 2 Sept
The gardners Cottage 1 mile from long Island Sound - pet friendly
A two-story house with a porch, a mailbox, and a lawn.

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
10.0 out of 10, Exceptional, (1 review)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is £273
includes taxes & fees
3 Sept - 4 Sept
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
An aerial view of a marina with boats docked, surrounded by residential buildings and greenery.

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 £551
includes taxes & fees
24 Sept - 25 Sept
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
A two-story house with a porch, multiple windows, and a front door.

5. 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 £565
includes taxes & fees
1 Sept - 2 Sept
Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
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, (51 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is £253
includes taxes & fees
29 Sept - 30 Sept
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, (10 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is £116
includes taxes & fees
29 Sept - 30 Sept
The Tiny Cottage & Mini Farm
A living room with a blue sofa, a wicker ottoman, and a side table with a lamp and a potted plant.

8. Private One-Bedroom Cottage

Private One-Bedroom Cottage
Waterford
The price is £286
includes taxes & fees
19 Sept - 20 Sept
Private One-Bedroom Cottage

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

Privet Farm cottage with AC and Deck in charming Salem Connecticut
Salem
8.0 out of 10, Very good, (2 reviews)
"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 £241
includes taxes & fees
31 Aug - 1 Sept
Privet Farm cottage with AC and Deck in charming Salem Connecticut
An aerial view of a lakeside residential area with houses, a dock, and a boat.

10. 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 £247
includes taxes & fees
7 Sept - 8 Sept
Lakeview Carriage House with Spectacular Sunset Views
A small white house with a green door, two wicker chairs with red cushions, and a welcome mat.

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 £341
includes taxes & fees
29 Sept - 30 Sept
115 Rose Cottage with 2 bedroom walk to Groton Bay
A covered outdoor area with a stone patio, a grill, and Adirondack chairs overlooking a forested landscape.

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

Montville Retreat Near Mohegan Sun: 2-home Bundle!
3.0 star property
Montville
The price is £852
includes taxes & fees
15 Sept - 16 Sept
Montville Retreat Near Mohegan Sun: 2-home Bundle!
A single-story house with a grey exterior, a front door, and two windows.

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 £237
includes taxes & fees
1 Sept - 2 Sept
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
A small, single-story building with a red door and windows, a covered picnic table, and a barbecue grill outside.

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, (205 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 £284
includes taxes & fees
31 Aug - 1 Sept
Lakeside cottage ON the water with beautiful views up the lake!
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, (233 reviews)
"The kids had a blast fishing off the dock, very clean and comfortable"
United States
katlyn w.
The price is £313
includes taxes & fees
7 Sept - 8 Sept
Lakeside cottage overhanging the water, beautiful window views across the lake
A house with a stone foundation, a sloped roof, and a view of a lake.

16. Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage

Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (5 reviews)
"The cottage was beautifully decorated, cozy and made our stay very comfortable. The scenery was spectacular. We will definitely be going back!"
United States
Anonymous traveller
The price is £287
includes taxes & fees
30 Aug - 31 Aug
Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
A deck with a gray sofa, a wooden chair, and a metal fire pit.

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 £807
includes taxes & fees
15 Sept - 16 Sept
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
A covered outdoor seating area with wicker furniture, a wooden table, and a bottle of wine.

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!

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 £251
includes taxes & fees
16 Sept - 17 Sept
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 coastal town with a marina, sandy beach, and residential buildings.

19. Ocean Shire ☆ Beach Pass - Flex Check-in & out ꕀ Kids & Pet Welcome!

Ocean Shire ☆ Beach Pass - Flex Check-in & out ꕀ Kids & Pet Welcome!
Westerly
10.0 out of 10, Exceptional, (7 reviews)
"The place was so clean and neat. Barbara was very communicative and accommodating. Wonderful place in Westerly."
United States
Amy V.
The price is £368
includes taxes & fees
23 Sept - 24 Sept
Ocean Shire ☆ Beach Pass - Flex Check-in & out ꕀ Kids & Pet Welcome!
A small, single-story house with a blue door and multiple windows.

20. Private Two-Bedroom Cottage

Private Two-Bedroom Cottage
Waterford
6.0 out of 10, (1 review)
The price is £360
includes taxes & fees
19 Sept - 20 Sept
Private Two-Bedroom 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

Two Trees Inn

Two Trees Inn

10/10 Excellent
"It’s really a wonderful place to stay. The staff was helpful to me. I forgot a couple of toiletries they were available right away. My room was spotless. It was super comfortable. Breakfast was so good and it was right near where I was attending a conference. It was minutes away. The pool is clean. The showers are nice and hot. Everything was just really really great. I recommended highly"
Patricia 2-night trip
Posted 4 hours ago
Two Trees Inn

Find out more about Old Saybrook

Old Saybrook Cottages information

Number of reviews
571
Accommodation
226 Cottages
Lowest Price
£116
Highest Price
£852

Frequently asked questions

How much do cottages in Old Saybrook cost?
Expect to pay between £116 and £852 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 226 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.