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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

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, (42 reviews)
"Extremely cozy, comfortable and clean! Really impressed after walking through the door...details of flowers, fruit, water, and coffee and tea. Pleasantly Surprised and would definitely stay again and recommend. Thank you!!"
United States
Kristen B.
The price is £172
includes taxes & fees
27 May - 28 May
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

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 £573
includes taxes & fees
26 May - 27 May
Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
Exterior

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, (44 reviews)
"Lovely cottage! Enjoyed our stay! "
United States
Joyce S.
The price is £447
includes taxes & fees
26 May - 27 May
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Balcony

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (18 reviews)
"Great stay & great staff!"
United States
James
The price is £240
includes taxes & fees
1 Jun - 2 Jun
North Fork Resort
Exterior

The Tiny Cottage on The Pond

The Tiny Cottage on The Pond
Oakdale,
10.0 out of 10, Exceptional, (8 reviews)
"Host was extremely nice and responsive. Cottage is so cute I can't wait to come back in the summer! Nice and private little place and adorable goats! If you're looking for a quiet, cute little getaway this is the place to go! Thank you Thomas for the hospitality!!"
United States
Sharon O.
The price is £157
includes taxes & fees
15 Jun - 16 Jun
The Tiny Cottage on The Pond
Exterior

Beach Cottage, private beach and pass

Beach Cottage, private beach and pass
East Lyme
10.0 out of 10, Exceptional, (11 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
The price is £489
includes taxes & fees
27 May - 28 May
Beach Cottage, private beach and pass
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 £203
includes taxes & fees
2 Jun - 3 Jun
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

Go Jump in the Lake!

Go Jump in the Lake!
Lebanon
10.0 out of 10, Exceptional, (154 reviews)
"If you use the fireplace do it only for 3o minutes or it will set off the carbon monoxide alarm. "
United States
Steven
The price is £247
includes taxes & fees
31 May - 1 Jun
Go Jump in 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 £198
includes taxes & fees
26 May - 27 May
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
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 £380
includes taxes & fees
2 Jun - 3 Jun
Lakeside cottage ON the water with beautiful views up the lake!
Property grounds

The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes

The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
East Shore
10.0 out of 10, Exceptional, (3 reviews)
"This is a nice spot to enjoy the Long Island Sound."
United States
Susan N.
The price is £507
includes taxes & fees
26 May - 27 May
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
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, (229 reviews)
"wonderful place to stay. the pond is beautiful. plenty to do nearby "
United States
Mike
The price is £365
includes taxes & fees
14 Jun - 15 Jun
Lakeside cottage overhanging the water, beautiful window views across the lake
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.
The price is £248
includes taxes & fees
31 May - 1 Jun
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
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 £360
includes taxes & fees
1 Jun - 2 Jun
Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
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, (22 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 £322
includes taxes & fees
9 Jun - 10 Jun
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
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, 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.
The price is £193
includes taxes & fees
26 May - 27 May
Harbor View Landing, Mystic CT - The Cove 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, (22 reviews)
"Cute, clean, and perfect little place for an overnight visit :)"
United States
Anonymous traveller
The price is £264
includes taxes & fees
26 May - 27 May
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
Terrace/patio

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 £776
includes taxes & fees
16 Jun - 17 Jun
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
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 £360
includes taxes & fees
1 Jun - 2 Jun
Harbor View Landing Mystic, CT - The Martha's Vineyard 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

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Easy check in. Super clean hotel. Friendly staff."
David 1-night trip
Posted 12 hours ago
New Haven Hotel

Find out more about Old Saybrook

Old Saybrook Cottages information

Number of reviews
804
Accommodation
234 Cottages
Lowest Price
£157
Highest Price
£776

Frequently asked questions

How much do cottages in Old Saybrook cost?
Expect to pay between £157 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 234 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.