rocks at low tide on beach at Harkness State Park

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Old Saybrook cottages

Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (44 reviews)
"The place was super cozy and the host was wonderful! "
United States
Philip L.
The price is €217
includes taxes & fees
26 Jun - 27 Jun
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

NEW Coastal Cottage 2 Miles to Beach + Lake Access

NEW Coastal Cottage 2 Miles to Beach + Lake Access
Clinton
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful stay at this cottage. It was comfortable, beautifully decorated, and exceptionally clean. Even though the weather during our trip was terrible, we still thoroughly enjoyed our time there.The hosts were very helpful and provided all the information we needed about the cottage as well as local attractions and activities. Overall, it was an excellent experience, and I would absolutely give it 5 stars."
United States
Erin M.
The price is €537
includes taxes & fees
14 Jun - 15 Jun
NEW Coastal Cottage 2 Miles to Beach + Lake Access
Balcony

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (22 reviews)
"Great stay & great staff!"
United States
James
The price is €288
includes taxes & fees
15 Jun - 16 Jun
North Fork Resort
Exterior

The Tiny Cottage on The Pond

The Tiny Cottage on The Pond
Oakdale,
10.0 out of 10, Exceptional, (9 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is €133
includes taxes & fees
15 Jun - 16 Jun
The Tiny Cottage on The Pond
Terrace/patio

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 €272
includes taxes & fees
8 Jul - 9 Jul
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!
Property grounds

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, (230 reviews)
"wonderful place to stay. the pond is beautiful. plenty to do nearby "
United States
Mike
The price is €277
includes taxes & fees
14 Jun - 15 Jun
Lakeside cottage overhanging the water, beautiful window views across the lake
Exterior

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, (5 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is €280
includes taxes & fees
14 Jun - 15 Jun
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Exterior

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, (24 reviews)
"The home was exactly as described and well appointed, yet charming and cozy. Great location near Niantic, Stonington and Mystic. Perfect for a sister’s birthday getaway. "
United States
Dianne B.
The price is €328
includes taxes & fees
14 Jun - 15 Jun
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Exterior

Beach Cottage, private beach and pass

Beach Cottage, private beach and pass
East Lyme
10.0 out of 10, Exceptional, (12 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
The price is €609
includes taxes & fees
18 Jun - 19 Jun
Beach Cottage, private beach and pass
Exterior

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, (199 reviews)
"We had a wonderful stay at the cottage! It was so cozy and peaceful, exactly what we were looking for. Mini splits kept our rooms toasty on the cold night, and we had everything we needed. Our host was super communicative and helpful. Would definitely stay here again!"
United States
Anonymous traveller
The price is €596
includes taxes & fees
9 Jul - 10 Jul
Lakeside cottage ON the water with beautiful views up the lake!
Interior

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 €375
includes taxes & fees
25 Jun - 26 Jun
Privet Farm cottage with AC and Deck in charming Salem Connecticut
Exterior

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Lake Pocotopaug
10.0 out of 10, Exceptional, (16 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Exterior

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 €280
includes taxes & fees
16 Jun - 17 Jun
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
Smart TV, table football, ping pong

Private One-Bedroom Cottage

Private One-Bedroom Cottage
Waterford
Private One-Bedroom Cottage
Outdoor dining

Fully-renovated beach cottage next to golf and bike to beach and Watch Hill

Fully-renovated beach cottage next to golf and bike to beach and Watch Hill
Westerly
Fully-renovated beach cottage next to golf and bike to beach and Watch Hill
Exterior

Ocean Shire Coastal Retreat and Beach Pass

Ocean Shire Coastal Retreat and Beach Pass
Westerly
10.0 out of 10, Exceptional, (3 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 €776
includes taxes & fees
27 Jun - 28 Jun
Ocean Shire Coastal Retreat and Beach Pass
House (3 Bedrooms) | Interior

Near Yale & Lighthouse Point Beach: Home w/ Pool!

Near Yale & Lighthouse Point Beach: Home w/ Pool!
3.0 star property
East Shore
The price is €639
includes taxes & fees
30 Jun - 1 Jul
Near Yale & Lighthouse Point Beach: Home w/ Pool!
Exterior

Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage

Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (7 reviews)
"Welcoming and communicative hosts. Beautiful property!"
United States
Anthony M.
The price is €364
includes taxes & fees
14 Jun - 15 Jun
Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage
Exterior

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
Janet R.
The price is €736
includes taxes & fees
24 Jun - 25 Jun
Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
Terrace/patio

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, (23 reviews)
"Cute, clean, and perfect little place for an overnight visit :)"
United States
Anonymous traveller
The price is €651
includes taxes & fees
23 Jun - 24 Jun
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

Winnapaug Inn

Winnapaug Inn

8/10 Good
"Problems with TV Pool was nice"
Jackie 3-night trip
Posted 1 hour ago
Winnapaug Inn

Find out more about Old Saybrook

Old Saybrook Cottages information

Number of reviews
621
Accommodation
244 Cottages
Lowest Price
€133
Highest Price
€776

Frequently asked questions

How much do cottages in Old Saybrook cost?
Expect to pay between €133 and €776 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 244 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.