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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

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)
"Cozy vrbo with a great location to the beach, outlets shops and excellent restaurants!"
United States
Marcy C.
$200 nightly
The price is $229
Nov 10 - Nov 11
Total with taxes and fees
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, (31 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
$291 nightly
The price is $332
Nov 10 - Nov 11
Total with taxes and fees
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
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
$245 nightly
The price is $280
Nov 15 - Nov 16
Total with taxes and fees
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

4. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
$341 nightly
The price is $389
Dec 1 - Dec 2
Total with taxes and fees
Westbrook Getaway-Near Beaches, Train & Shoreline
A two-story house with a porch, multiple windows, and a front door.

5. 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.
$485 nightly
The price is $554
Nov 10 - Nov 11
Total with taxes and fees
Adorable Cottage with Cottage porch, walk to water & town
A small white house with black shutters, a porch, and a red barn in the background.

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
$131 nightly
The price is $149
Nov 11 - Nov 12
Total with taxes and fees
The Tiny Cottage & Mini Farm
A small, single-story house with a white porch and a wooden front door.

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, (36 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
$253 nightly
The price is $290
Nov 11 - Nov 12
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

8. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
$303 nightly
The price is $347
Nov 10 - Nov 11
Total with taxes and fees
North Fork Resort
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
$330 nightly
The price is $377
Dec 7 - Dec 8
Total with taxes and fees
115 Rose Cottage with 2 bedroom walk to Groton Bay
A small, single-story building with a red door and windows, a covered picnic table, and a barbecue grill outside.

10. 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.
$263 nightly
The price is $299
Dec 1 - Dec 2
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
A covered outdoor deck with wicker furniture, a ceiling fan, and a view of a park.

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
$701 nightly
The price is $806
Nov 22 - Nov 23
Total with taxes and fees
Groton Home < 1 Mi to Beach on Long Island Sound!
A deck with a grill, a glass table, and kayaks by a lake.

12. 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.
$241 nightly
The price is $274
Nov 12 - Nov 13
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake
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.

13. 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
$265 nightly
The price is $302
Nov 10 - Nov 11
Total with taxes and fees
Privet Farm cottage with AC and Deck in charming Salem Connecticut
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.
$755 nightly
The price is $863
Nov 17 - Nov 18
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
A single-story house with a grey exterior, a front door, and two windows.

15. 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.
$221 nightly
The price is $253
Nov 10 - Nov 11
Total with taxes and fees
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
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.
$227 nightly
The price is $251
Nov 11 - Nov 12
Total with taxes and fees
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 two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

17. 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
$245 nightly
The price is $280
Nov 11 - Nov 12
Total with taxes and fees
Cozy Home near private beach , close to New Haven area colleges Hospitals
A covered outdoor seating area with a view of a lake and dock.

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.
$259 nightly
The price is $297
Nov 10 - Nov 11
Total with taxes and fees
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
A small, single-story building with a dark roof and light gray siding, labeled "THE COVE".

19. 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, (19 reviews)
"We had a wonderful time, great place which was like a small resort. Beautiful views and it was quiet and so peaceful there. We’re looking forward to staying again."
United States
Michael V.
$233 nightly
The price is $267
Nov 10 - Nov 11
Total with taxes and fees
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
A house with a stone foundation, a sloped roof, and a view of a lake.

20. 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 traveler
$310 nightly
The price is $355
Nov 10 - Nov 11
Total with taxes and fees
Harbor View Landing Mystic, CT - The Nantucket Waterfront 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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Old Saybrook and related destinations

Stroll the historic Main Street where local shops and seafood restaurants showcase New England's coastal charm. Kayak along the peaceful Connecticut River or relax at Harvey's Beach, where sunset views of Long Island Sound captivate visitors.

See all hotels in Old Saybrook
A coastal town with a lighthouse, houses, and a river.

Frequently Asked Questions

How much do cottages in Old Saybrook cost?

Expect to pay between $148 and $862 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 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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