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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

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, (41 reviews)
"We had such a wonderful one night stay at Shalom Cottage! The place was absolutely beautiful—so cozy, clean, and thoughtfully decorated. Raj, the host was truly amazing! He was kind, responsive, and made sure we had everything we needed from start to finish. We felt so welcomed and comfortable the entire time. We would definitely love to stay here again and highly recommend it to anyone! "
United States
Alexis F.
The price is AED 380
AED 771 total
includes taxes & fees
21 May - 22 May
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, (2 reviews)
"We really enjoyed our stay here. The house has a cozy, homey feel and was a nice place to come back to after being out for the day. It was quiet, comfortable, and had a relaxed vibe that made the trip easy.The location was a big plus for us. Hammonasset Beach was only a few minutes away, and Madison center was just as close, which made it easy to grab dinner or pop out for anything we needed. The outdoor fireplace was also a really nice touch and made the evenings feel special.Overall, it was a...
United States
Moe B.
The price is AED 698
AED 887 total
includes taxes & fees
11 May - 12 May
NEW Coastal Cottage 2 Miles to Beach + Lake Access
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 AED 1,089
AED 2,029 total
includes taxes & fees
11 May - 12 May
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Balcony

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.8 out of 10, Excellent, (13 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is AED 1,030
AED 1,177 total
includes taxes & fees
31 May - 1 Jun
North Fork Cottages & RV Resort
Exterior

The Tiny Cottage on The Ranch

The Tiny Cottage on The Ranch
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 AED 413
AED 549 total
includes taxes & fees
13 May - 14 May
The Tiny Cottage on The Ranch
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 AED 440
AED 973 total
includes taxes & fees
11 May - 12 May
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
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, (227 reviews)
"wonderful place to stay. the pond is beautiful. plenty to do nearby "
United States
Mike
The price is AED 841
AED 1,516 total
includes taxes & fees
17 May - 18 May
Lakeside cottage overhanging the water, beautiful window views across the lake
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, (197 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 traveler
The price is AED 904
AED 1,645 total
includes taxes & fees
20 May - 21 May
Lakeside cottage ON the water with beautiful views up the lake!
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 AED 1,010
AED 1,309 total
includes taxes & fees
10 May - 11 May
Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
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 AED 1,319
AED 2,396 total
includes taxes & fees
14 May - 15 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 AED 794
AED 988 total
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

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 AED 628
AED 1,281 total
includes taxes & fees
14 May - 15 May
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
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 AED 1,205
AED 2,264 total
includes taxes & fees
25 May - 26 May
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
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
The price is AED 1,286
AED 2,123 total
includes taxes & fees
3 Jun - 4 Jun
Fully-renovated beach cottage next to golf and bike to beach and Watch Hill
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 AED 731
AED 914 total
includes taxes & fees
10 May - 11 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 traveler
The price is AED 2,149
AED 2,780 total
includes taxes & fees
21 May - 22 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 AED 2,130
AED 3,739 total
includes taxes & fees
27 May - 28 May
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)
"We truly enjoyed the gorgeous water view of the cottage. Even on a rainy/cloudy day, it was stunning. The amenities/decorations are so stylish! The property owners/manager were very quick and responsive. The location is perfect. It is close to the downtown, Mystic Seaport and Aquarium. We loved welcoming music when we unlocked the door! We will definitely go back. Would love to try kayaking, boat ride and beaches in summer. Y. Campbell"
United States
youngmin c.
The price is AED 1,010
AED 1,309 total
includes taxes & fees
10 May - 11 May
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

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

10/10 Excellent
"Check in was quick and easy. Staff was very friendly and informative. Proximity to Foxwoods was perfect as we don’t like to stay at Foxwoods. We prefer to stay in a more relaxed environment."
Kelley 1-night trip
Posted 5 hours ago
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Frequently asked questions

How much do cottages in Old Saybrook cost?
Expect to pay between AED 549 and AED 3,739 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 235 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.