Search Cottages in Old Saybrook

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 230 Cottages in Old Saybrook with updated reviews, rates, and availability.

Private Guest House w/ Deck + Spectacular Views!

10.0 out of 10, Exceptional, (28)
"Great place. Great host"
Private Guest House w/ Deck + Spectacular Views!

Charming Westbrook Cottage, Steps to Private Beach

9.6 out of 10, Exceptional, (5)
"Cozy cottage, good location, nice access to the Sound."
Charming Westbrook Cottage, Steps to Private Beach

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

9.8 out of 10, Exceptional, (177)
"Spent 4 days here with my wife for our 20th anniversary and although it was in the middle of an arctic blast, the cottage made the whole trip worth it!! Amazing being right on the water, and cottage had all the amenities to make you feel at home!! Can't wait to go back, hopefully to do some fishing with the grandkids!!"
The price is AED 878
AED 1,612 total
includes taxes & fees
3 Jun - 4 Jun
Lakeside cottage ON the water with beautiful views up the lake!

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

9.8 out of 10, Exceptional, (202)
"Beautiful location that met every expectation. The management team was very responsive and through dutiful communication we were able to check in early. Our stay was short (1 night), but was exactly what we needed and wanted. Bobby (owner) was there to greet us on arrival and was extremely hospitable. We will recommend this to others and hopeful to return in the future "
The price is AED 804
AED 1,516 total
includes taxes & fees
8 Jun - 9 Jun
Lakeside cottage overhanging the water, beautiful window views across the lake

Sweet Cottage in Beach Community

10.0 out of 10, Exceptional, (6)
"Cute cottage, newly refurbished, quiet, nice neighborhood, well stocked."
Sweet Cottage in Beach Community

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"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...
The price is AED 606
AED 1,259 total
includes taxes & fees
2 Jun - 3 Jun
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Beach Cottage

10.0 out of 10, Exceptional, (4)
"The cottage was very comfortable and had everything that I needed. The hosts were very attentive. The location was perfect; a quiet area just one block from a private beach. I would definitely stay again."
The price is AED 735
AED 1,612 total
includes taxes & fees
4 Jun - 5 Jun
Beach Cottage

Enchanted Waterfront Cottage

9.0 out of 10, Wonderful, (19)
"The location was perfect. Very comfortable."
Enchanted Waterfront Cottage

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

9.8 out of 10, Exceptional, (70)
"Very enjoyable- we've booked already for next summer!"
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Direct waterfront cottage on private sandy beach

10.0 out of 10, Exceptional, (3)
"Enjoyed our stay very much. Cute cottage, rustic. Only downside was the airport is close "
Direct waterfront cottage on private sandy beach

The gardners Cottage 1 mile from long Island Sound - pet friendly

10.0 out of 10, Exceptional, (13)
"Property is charming, beautifully decorated, clean. Host was very responsiveand even shared produce from her lovely garden! We hope to return."
The gardners Cottage 1 mile from long Island Sound - pet friendly

Go Jump in the Lake!

10.0 out of 10, Exceptional, (138)
"Spent Christmas at the cottage with my family and we had an amazing time!! I highly recommend! Beautiful place, beautiful area! The host was fantastic and very responsive! 10/10! "
Go Jump in the Lake!

Direct waterfront renovated cottage.

10.0 out of 10, Exceptional, (71)
"Perfect stay in Madison. Beautiful location. Clean and comfy house. Will be back!"
Direct waterfront renovated cottage.

Updated cottage "Beriozka" on Cedar Lake

10.0 out of 10, Exceptional, (7)
"The cottage was adorable and perfectly suited our needs as a friend getaway. When I got Covid in August (our original vacation date), the host was so understanding and allowed us to move the time. Chester was a great town, beautiful scenery, and yummy restaurants. Would stay here again!"
Updated cottage "Beriozka" on Cedar Lake

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

10.0 out of 10, Exceptional, (71)
"Perfect and cozy home base for visiting with family!"
Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Cozy 3 bd Cottage w/ access to private lake

10.0 out of 10, Exceptional, (2)
"Beautiful place and excellent house."
Cozy 3 bd Cottage w/ access to private lake

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

10.0 out of 10, Exceptional, (2)
"Wonderful stay in a remodeled stone house. Host was great and the house is very comfortable. We really enjoyed the beautifully restored building and all the touches throughout. "
The price is AED 1,157
AED 1,933 total
includes taxes & fees
4 Jun - 5 Jun
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more

Charming Old Lyme Cottage, Steps to Private Beach!

7.8 out of 10, Good, (8)
"The location and property were perfect for our stay. Homeowner was very accommodating. Can’t wait to go back!!!!"
Charming Old Lyme Cottage, Steps to Private Beach!

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

10.0 out of 10, Exceptional, (26)
"The property was clean, exactly as advertised and extremely cozy and convenient. The host was super helpful and quick to respond!"
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Orient Village — Historic Bayfront Cottage — 2025 Season

10.0 out of 10, Exceptional, (20)
"We had an amazing time enjoying the house and exploring the area. Fishing wasn’t fantastic, but that’s nobody’s fault. Would definitely go back!"
Orient Village — Historic Bayfront Cottage — 2025 Season
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

How much do cottages in Old Saybrook cost?
Expect to pay between AED 646 and AED 1,157 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 230 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.