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

Search Old Saybrook Cottages

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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, (63 reviews)
"We enjoyed our stay"
United States
JM B.
$198 nightly
The price is $224
Oct 27 - Oct 28
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, (30 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
$263 nightly
The price is $297
Oct 25 - Oct 26
Total with taxes and fees
The gardners Cottage 1 mile from long Island Sound - pet friendly
A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

3. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
$310 nightly
The price is $350
Oct 27 - Oct 28
Total with taxes and fees
Westbrook Getaway-Near Beaches, Train & Shoreline
A two-story house with a porch, multiple windows, and a front door.

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.
$485 nightly
The price is $549
Oct 25 - Oct 26
Total with taxes and fees
Adorable Cottage with Cottage porch, walk to water & town
A two-story house with a porch, a mailbox, and a lawn.

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.
$314 nightly
The price is $356
Oct 27 - Oct 28
Total with taxes and fees
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
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, (69 reviews)
"Everything was perfect 💞"
United States
Altynai
$300 nightly
The price is $343
Nov 23 - Nov 24
Total with taxes and fees
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, (13 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
$124 nightly
The price is $139
Oct 29 - Oct 30
Total with taxes and fees
The Tiny Cottage & Mini Farm
A wooden deck with potted plants and a view of a lush landscape.

8. Private Guest House w/ Deck + Spectacular Views!

Private Guest House w/ Deck + Spectacular Views!
3.0 star property
Montville
10.0 out of 10, Exceptional, (3 reviews)
"The pool was amazing, the host was great, very accessible and the property was prisine. The views alone made us immediately want to come back. Very clean and well stocked. "
United States
agata
$301 nightly
The price is $346
Oct 25 - Oct 26
Total with taxes and fees
Private Guest House w/ Deck + Spectacular Views!
A wooden deck with potted plants and a view of a lush landscape.

9. Private Guest House w/ Deck + Spectacular Views!

Private Guest House w/ Deck + Spectacular Views!
Montville
10.0 out of 10, Exceptional, (43 reviews)
"Home away from home with one major key asset: Allan, the host is a gem ; extremely welcoming, discreet, hands-on, friendly - very smart so will adapt to the guests. keeps the place a perfect spot to spend few days with family or friends away from the action of the city but very close by car. You are right in the middle of nature (great if you love it), with a wonderful view, an amazingly private large pool (never seen on any rentals before) and a comfortable guesthouse with all the basics you...
United States
pierre g.
$309 nightly
The price is $350
Oct 25 - Oct 26
Total with taxes and fees
Private Guest House w/ Deck + Spectacular Views!
A small, single-story house with a white porch and a wooden front door.

10. 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, (35 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
$323 nightly
The price is $366
Nov 9 - Nov 10
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
A compact kitchen with white cabinets, a microwave, an oven, a refrigerator, and a trash bin.

11. 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
$286 nightly
The price is $323
Oct 25 - Oct 26
Total with taxes and fees
Privet Farm cottage with AC and Deck in charming Salem Connecticut
A small white house with a green door, two wicker chairs with red cushions, and a welcome mat.

12. 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.
$360 nightly
The price is $407
Nov 9 - Nov 10
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.

13. 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, (211 reviews)
"What a beautiful place to unwind! We will be back!"
United States
Cheryl H.
$304 nightly
The price is $344
Nov 4 - Nov 5
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
A single-story house with a grey exterior, a front door, and two windows.

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.
$275 nightly
The price is $311
Oct 26 - Oct 27
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.

15. 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.
$239 nightly
The price is $263
Oct 28 - Oct 29
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.

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, (85 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
$263 nightly
The price is $298
Nov 4 - Nov 5
Total with taxes and fees
Cozy Home near private beach , close to New Haven area colleges Hospitals
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.
$796 nightly
The price is $909
Nov 9 - Nov 10
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
A covered outdoor area with a stone patio, a grill, and Adirondack chairs overlooking a forested landscape.

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

Montville Retreat Near Mohegan Sun: 2-home Bundle!
3.0 star property
Montville
$897 nightly
The price is $1,031
Oct 25 - Oct 26
Total with taxes and fees
Montville Retreat Near Mohegan Sun: 2-home Bundle!
A deck with a grill, a glass table, and kayaks by a lake.

19. 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)
"All great"
United States
Ewa B.
$286 nightly
The price is $324
Nov 3 - Nov 4
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake
A covered outdoor seating area with a view of a lake and dock.

20. 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.
$286 nightly
The price is $324
Oct 26 - Oct 27
Total with taxes and fees
Harbor View Landing, Mystic CT - The Block Island 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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Top Old Saybrook Hotel Reviews

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"Good location to visit the Casino. Only note is that the shuttle is only available Friday and Saturday."
Susane 1-night trip
Posted 1 hour ago
Hyatt Place Uncasville - Casino Area

Find out more about Old Saybrook

Old Saybrook Cottages information

Number of reviews
829
Accommodation
222 Cottages
Lowest Price
$139
Highest Price
$1,031

Frequently asked questions

How much do cottages in Old Saybrook cost?
Expect to pay between $139 and $1,031 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 222 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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