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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Cottages in Old Saybrook and around

1-bedroom cottage with Grove Beach 🏖️ access.
Smart TV

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (29)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is €220
includes taxes & fees
19 Aug - 20 Aug
1-bedroom cottage with Grove Beach 🏖️ access.
Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
Dining

Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water

10.0 out of 10, Exceptional, (2)
"Clean..parking for 3 cars..nice neighborhood..close to water"
Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
2 bedrooms, iron/ironing board, free WiFi, bed sheets

A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

10.0 out of 10, Exceptional, (1)
"We visited here for a weekend in the Mystic area. Our daughter joined us for an evening and the home was cozy and comfortable for 3 adults. The check in process was seamless and communication with the host was always timely. They thought of everything to make our stay enjoyable and everything was within arms reach. The home is located in a great spot and enabled us to enjoy many surrounding areas. Pawcatuck/Westerly, Mystic, Watch Hill... all were very close so this was a perfect base of...
The price is €330
includes taxes & fees
10 Sept - 11 Sept
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Fridge, microwave, stovetop, coffee/tea maker

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

10.0 out of 10, Exceptional, (3)
"Great stay with friends! "
The price is €239
includes taxes & fees
25 Aug - 26 Aug
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Lakeside cottage ON the water with beautiful views up the lake!
Property grounds

Lakeside cottage ON the water with beautiful views up the lake!

9.8 out of 10, Exceptional, (183)
"Enjoyable and comfortable, great spot to chill."
The price is €554
includes taxes & fees
31 Aug - 1 Sept
Lakeside cottage ON the water with beautiful views up the lake!
Lakeside cottage overhanging the water, beautiful window views across the lake
Outdoor dining

Lakeside cottage overhanging the water, beautiful window views across the lake

9.8 out of 10, Exceptional, (207)
"Great cottage right on the water! Cute swings on the deck! The hot tub was great! "
The price is €362
includes taxes & fees
8 Sept - 9 Sept
Lakeside cottage overhanging the water, beautiful window views across the lake
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
1 bedroom, iron/ironing board, Internet, bed sheets

Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

10.0 out of 10, Exceptional, (18)
"Cute, clean, and perfect little place for an overnight visit :)"
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
Exterior

Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage

10.0 out of 10, Exceptional, (5)
"Stayed in the Nantucket cottage. Property luxuriously appointed and very well maintained. All furnishings in cottage were brand new, clean and stylish. Decor had relaxing and coastal vibe. Very quiet despite proximity to train which was not at all a problem. Kayaks and paddle boards plentiful and in excellent condition. Lovely views of marina. Great water pressure. Comfortable beds. Cute kitchenette . Very convenient to downtown."
The price is €663
includes taxes & fees
7 Sept - 8 Sept
Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage
Interior

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

10.0 out of 10, Exceptional, (5)
"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"
Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
Exterior detail

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

9.8 out of 10, Exceptional, (17)
"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."
The price is €334
includes taxes & fees
26 Aug - 27 Aug
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
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

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!

10.0 out of 10, Exceptional, (12)
"My husband and I stayed in the cottage with our fur baby and it was perfect. The cottage was very comfortable and very private."
The price is €242
includes taxes & fees
25 Aug - 26 Aug
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!
115 Rose Cottage with 2 bedroom walk to Groton Bay
Fridge, microwave, oven, stovetop

115 Rose Cottage with 2 bedroom walk to Groton Bay

8.8 out of 10, Excellent, (8)
"Very nice little place. Quite, clean and only minutes from Mystic and downtown New London."
115 Rose Cottage with 2 bedroom walk to Groton Bay
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Outdoor dining

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

2.0 star property
10.0 out of 10, Exceptional, (7)
"My friends and I had a great weekend here. The property is accurately described as listed. It was just enough space for a weekend. There were 3 of us. We used the fold down couch as the 3rd bed which was a good bed. Communication with the host was excellent. The property inside and out was great. We sat outside in the backyard for a while. The walk over the bridge to the Niantic boardwalk wasn’t too long when the weather is good. And we sat outside at Fat Tuna which was within walking distance...
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Beach Cottage, private beach and pass
Fridge, microwave, oven, stovetop

Beach Cottage, private beach and pass

10.0 out of 10, Exceptional, (8)
"Great location! Easy communication. "
The price is €502
includes taxes & fees
14 Sept - 15 Sept
Beach Cottage, private beach and pass
The Answer - Charming, Unique, Tidal, Riverfront Escape - Kayaks, AC Firepit
Exterior

The Answer - Charming, Unique, Tidal, Riverfront Escape - Kayaks, AC Firepit

10.0 out of 10, Exceptional, (4)
"What a wonderful place, so peaceful.The Eight Mile River and Hamburg Cove are an authentic experience.The home is very comfortable… you will feel special!I’ll definitely return!!"
The price is €508
includes taxes & fees
7 Sept - 8 Sept
The Answer - Charming, Unique, Tidal, Riverfront Escape - Kayaks, AC Firepit
Historic cottage in Deep River, CT
Property grounds

Historic cottage in Deep River, CT

10.0 out of 10, Exceptional, (1)
"Wonderful stay. Charming and perfect. "
The price is €314
includes taxes & fees
9 Sept - 10 Sept
Historic cottage in Deep River, CT
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
Property grounds

Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more

10.0 out of 10, Exceptional, (3)
"Lovely location and host."
The price is €470
includes taxes & fees
1 Sept - 2 Sept
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
1930s Waterfront Cottage on Tuttle's Point
Interior

1930s Waterfront Cottage on Tuttle's Point

9.6 out of 10, Exceptional, (29)
"We had a wonderful stay! The kitchen was well outfitted and the beach was perfect for our little grandson. Great kayaking, biking, hiking and of course, eating! Backyard and porch were awesome."
1930s Waterfront Cottage on Tuttle's Point
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
On the beach, sun-loungers, beach towels

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

10.0 out of 10, Exceptional, (3)
"This is a nice spot to enjoy the Long Island Sound."
The price is €749
includes taxes & fees
19 Aug - 20 Aug
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
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

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"The property "
Mary 1-night trip
Posted 1 day ago
Pier Blue Inn Old Saybrook - Essex

Frequently asked questions

How much do cottages in Old Saybrook cost?
Expect to pay between €220 and €554 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 236 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.