Although small and sparsely populated, there’s always something fun going down in Old Saybrook, which is why you’ll find tourists from far and wide visiting this town to explore what it has to offer. As it is among the oldest towns in Connecticut, it is endowed with historical sites where you can learn local history. Unlike many old towns that are dilapidated, Old Saybrook is not only well-maintained but also has modern restaurants, shopping malls, and entertainment joints. Tourists in search of vacation rentals in the town have a wide variety to choose from too. Read on below to find out more details about the top Airbnb vacation rentals in Old Saybrook, Connecticut.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on August 30, 2025.
1. Charming cottage with fast Wi-Fi (from USD 236)
Are you looking for a clean, cute, and quiet vacation rental in Old Saybrook? Make this warm two-bedroom cottage a priority. It comes furnished with hardwood floors throughout the house and large windows for stunning neighborhood views. Aside from the quiet environment that’s needed while working from home, you also have fast and reliable Wi-Fi that you can use to tend to meetings, businesses, or classes. Outside, there’s a beautiful garden with nice-smelling flowers and trees that provide shade.
Old Saybrook, Connecticut, United States
7.54 km (4.7 mi) from Florence Griswold MuseumSuperhost
Accommodates: 4
Top guest reviews
Host:
yvette is a great hostyvette was very responsive and lovelyyvette was available when needed and so helpfulyvette was kind and provided all necessary information for our visityvette was responsive flexible and best of all provided a great house for the weekendLocation:
nice location and great atmospherethe location is great; it's a short drive to town or to the beachlocated close enough to the beach for nice walkthe beach is an easy walk awaydefinitely a great place to stayCleanliness:
the cabin was very clean and gorgeousyvette’s house was very clean comfortable and charmingthe place was clean easy to find and well stockedthis cottage is the absolute perfect getaway spot it is beautifully decorated clean and so peacefulyvette's cottage is a real find cozy clean and comfortable it's the perfect place for a relaxing getawayRead more reviewsAmenities & Room:
the chairs and beds are comfortablenever used the grill but the kitchen was well stocked with everything we neededwifi worked well yvette was great at communicatingvery cozy charming and warm especially with the fireplace
2. Beautiful house near Cove Beach (from USD 255)
If you’re after a peaceful getaway in a vacation rental near the beach, then this lovely house is for you. It is conveniently located 0.3 miles (0.5 kilometers) from Cove Beach. This three-bedroom house is clean, comfortable, and well-stocked with everything you need for a pleasant holiday. After cooking your meals, you have the option to eat outside at the comfortable and large outdoor dining table. Additionally, this establishment is in a quiet shoreline neighborhood and close to beaches such as Chalker Beach and Hammock Beach.
Old Saybrook, Connecticut, United States
7.61 km (4.8 mi) from Florence Griswold MuseumAccommodates: 8
3. Snug beach house for eight (from USD 1916)
Located in the heart of Cornfield Point, this three-bedroom house accommodates up to eight guests. It’s clean, comfortable, and comes with tasteful furnishings, thus bringing out a homely feeling. The house is set in a private neighborhood and the beach is only a few minutes away. To add to the facility’s charm, it comes with a great host who is quick to respond to guests’ questions. With its comfortable beds, you will sleep like a baby and wake up feeling good.
Old Saybrook, Connecticut, United States
8.15 km (5.1 mi) from Florence Griswold MuseumAccommodates: 8
Top guest reviews
Host:
beautiful house host was communicative and flexibleizzy was very responsive and checked-in to make sure we were all setgreat communication from host and easy check-inLocation:
wonderful location with basketball court across the streetthis house is wonderful inside and out and it’s in a great location in old saybrookbeautiful home and perfect location for a vacation in old saybrookCleanliness:
we had a wonderful weekend in old saybrook house was charming beautifully renovated and cleanRead more reviewsAmenities & Room:
plenty of room in the living room and a nice dining table and chairs for a family
4. Renovated family home in a quiet community (from USD 46808)
This nine-bedroom home offers the charm of an old house with modern comforts. The facility is sparkling clean and located in a peaceful and calm community, adding to its charm. In addition, you can enjoy breathtaking water and landscape views from each room. The full-time house manager is hospitable and readily available to answer your questions as well. The house has a spacious yard where you can run around or make a barbecue.
Old Saybrook, Connecticut, United States
6.84 km (4.3 mi) from Florence Griswold MuseumAccommodates: 16
Top guest reviews
Host:
jack was a great hostthank you again jack for your hospitality and for being such a great hostjack was very responsive whenever we had questionsjack was a perfect host - very responsive and helpfuljack the owner was always prompt with email responses and helpful suggestionsLocation:
location was gorgeous - exactly what we hoped forthe location is soothing and so magicalthis was such a perfect house for a quiet cozy getawaythis is easily the nicest place i've ever come across via airbnbCleanliness:
he keeps a very organized and clean househouse was incredibly clean and equippedthe house is huge super clean and super fabulousthe house was spotlessly cleanthe whole house is really clean and thoughtfully decoratedRead more reviewsAmenities & Room:
there is a stunning view from each room and being there was just automatically relaxingbeautifully appointed immaculate bright cozy and inviting with the most amazing viewswhat a fantastic place the views are amazing the house is beautifully appointed comfortable and spacious
5. Two-bedroom house with a garden (from USD 3332)
Enjoy a wonderful stay in a quiet neighborhood located near a pristine beach where you can take evening walks or go swimming. It’s clean, cozy, and has a great host who will ensure that you enjoy your holiday to the fullest. If you’d like to relax outdoors and enjoy the local weather, a nice garden and a fenced-in yard is at your disposal. There are also ceiling fans throughout the house to keep you cool. Other features include a sound system in the kitchen and WiFi throughout the property.
Old Saybrook, Connecticut, United States
8.29 km (5.2 mi) from Florence Griswold MuseumAccommodates: 6
Top guest reviews
Host:
all the residents walking jogging walking their own dogs were extremely friendlythe house was perfect for a quick family get away and john was a great hostLocation:
neighborhood is very quiet and friendlywe would love to come back in the warm weather and really appreciate the locationwonderful stay at john’s place in old saybrookpristine beach is a bit of a walk but totally worth itRead more reviewsCleanliness:
this home met all of our needs was very clean and comfortablejohn’s home is clean cozy and adorable
6. Centrally located four-bedroom house with deck (from USD 2112)
This stunning house is located in a fantastic location near tourist spots and local establishments such as shops and restaurants. However, despite its convenient setting, it is also in a very quiet community, away from busy streets and noisy entertainment joints. Sit by the beautiful fireplace and enjoy drinking coffee or reading a book during the cold season. With the spacious and comfortable living room, you have a nice spot where you can unwind. The kitchen has top-notch equipment that will make cooking an easy and enjoyable task. The house also has a deck where you can lounge in and look at calming water views.
Old Saybrook, Connecticut, United States
8.16 km (5.1 mi) from Florence Griswold MuseumAccommodates: 8
Top guest reviews
Host:
hosts were greatthey are wonderful hoststhe hosts clearly have experience in renting to 3rd parties and have each and every detail coveredjeff and pam were friendly helpful and courteousjeff and pam are very accommodating and kindLocation:
great kitchen and locationhouse has everything you need beautifully updated and love the location in cornfield pointa beautiful location and the neighbors were welcoming and very friendlythis home was in a sweet location in old saybrookthe location was lovely and is a fabulous spot for walks or runs by the waterCleanliness:
jeff has a beautiful clean homethe place is very clean and homeyvery clean and luxurious furnishingsspacious comfortable and cleanthe house was clean comfortable and well-equippedRead more reviewsAmenities & Room:
beautiful home with ones ty of room for a large group or familywarm everything you need for cooking a feast (the kitchen is brilliant with a 6 burner stove)the beehive was even more fabulous in person than the photos modern spacious clean and comfortablethe home and the whole experience was very comfortable for our group of 8 adults and one toddler
7. Cozy waterfront cottage with fantastic views (from USD 371)
This two-bedroom cottage is set in a great location close to local conveniences while providing lots of privacy at the same time. As the property is a waterfront property, it’s the perfect spot for kayaking, fishing, and paddleboarding. Additionally, it’s in a quiet area with stunning water, landscape, and sunset views. You are also free to sit outside in the beautiful and well-kept lawn and enjoy Old Saybrook’s sun. Take advantage of the facility’s private dock and explore the surrounding area too.
Old Saybrook, Connecticut, United States
7.69 km (4.8 mi) from Florence Griswold MuseumAccommodates: 6
Top guest reviews
Host:
they are excellent hosts and respond very promptly to any questions or concerns you havevery responsive hostowner very responsive and accommodatingshe was very responsive and went above and beyondmeghan is a great host and was extremely accommodating to us when plans changed slightlyLocation:
its in a great locationbeautiful quiet location on the water that is also close to townthe location on the water is great and it is easy to get to various spots around townbeautiful cottage in amazing location on the waterit was the perfect location - right on the water private quietCleanliness:
clean & well stockedsuper clean with great kayakingthe place was spotless quiet and very comfortablewe found it clean stylish and well cared forit was impeccably clean very nicely decorated and in a quiet and relaxing locationRead more reviewsAmenities & Room:
the cottage has tasteful decorations and comfortable chairs outsidewifi worked great 2 tvs toothe location can't be beat -- directly on the water with a peaceful view from the living roomthe cottage was clean and cozy and the view was absolutely breathtakingcomfortable and lovely small home perfect for the three of us
8. Modern cottage in a family-friendly community
If you’re in search of a vacation rental where luxury and comfort combine to make a pleasant getaway, then choose this modern cottage. It’s located in a family-friendly neighborhood which is a great place for leisure walks and bicycle riding. Additionally, the community has friendly and welcoming neighbors. A 10-minute walk from the house is a sandy beach which is the ideal spot for swimming and catching the sunset. The cottage is also clean and comes with numerous modern amenities such as WiFi and air-conditioning.
Old Saybrook, Connecticut, United States
7.68 km (4.8 mi) from Florence Griswold MuseumAccommodates: 8
Top guest reviews
Host:
thank you for being a great host: we loved our stayLocation:
the location is great a 7 minute walk to a private beach great for catching the sunseta short walk to the private beach that was great for relaxing and putting kayaks into the waterCleanliness:
we had to go buy a sponge and then clean the dishes we used before we used themthere were ample clean white towels and sheets available and soaps as well as other amenitiesthe house was clean with many modern amenitiesRead more reviewsAmenities & Room:
wifi also goodfurniture and beds are comfortablethe house stayed cool without air conditioning even on warm summer days
9. Spacious house with newly renovated kitchen
Tucked in a quiet and pleasant neighborhood with a private beach, this three-bedroom house is an ideal spot where you can unwind and recharge. Its newly renovated kitchen is filled with all the utensils and cookware you could possibly need for easy cooking. Apart from being spacious, the facility also has an inviting décor. The bedrooms are air-conditioned to keep you cool during summer while the house is fitted with a heater to keep you warm when necessary.
Old Saybrook, Connecticut, United States
7.28 km (4.6 mi) from Florence Griswold MuseumTop guest reviews
Host:
she is very helpful and responsivewonderful local tips and good communication with our hosti cannot speak highly enough about susan’s home it was beautifully decorated sparkling clean convenient and friendlysusan was an excellent communicator and very helpful with tips for restaurants and attractionsLocation:
great location and very nice housegreat location for beach walking cycling golfblue haven is a beautiful comfortable home in close proximity to a beautiful private beachsusan's place is a lovely home in a delightful spot near the beachcheck in and check out were a breeze; the smart tv and charging station were greatCleanliness:
comfortable clean and well appointedcozy clean place quiet neighborhoodit was clean quiet and just the perfect place to relax and unwindwow great host lovely beautiful and sparkling clean holiday home well appointedRead more reviewsAmenities & Room:
nice touches like coffee a charging station soft towels a laundry bathroom soaps ac and good neighbors
10. Four-bedroom waterfront home
Enjoy fantastic views at this facility no matter the time of the year. This home’s location is wonderful and the views are nothing short of spectacular. In the evening, you will get to witness the incredible sunset from every spot in the house. You can indulge in leisure activities such as kayaking close to the accommodation. The area is safe and you can engage in stargazing at night. There are four bedrooms here that can fit up to eight people, perfect for a family getaway or a friendly reunion. There’s a deck with a grill where you can have a barbecue party for lunch.
6.47 km (4.1 mi) from Florence Griswold MuseumAccommodates: 9
Top guest reviews
Host:
pamela was a great host and i would highly recommend staying hereour host was amazingly responsive and was always quick to helppamela was a great host - providing all the info necessary for a great stayand i can't stress how accommodating and communicative pamela was throughout our stayit was super helpfulLocation:
secluded enough for privacy yet close to the beach town and local attractionsCleanliness:
inside is clean modern and comfortable with great views outsideRead more reviewsAmenities & Room:
it is huge and had enough room to comfortably fit 7 adults and 2 children
Make fun memories at great accommodations
Choosing a great accommodation plays an important role in ensuring your vacation is enjoyable. For that reason, you should pick a facility that is in a nice location and feels like home. While visiting Old Saybrook, check out the above vacation rentals and enjoy your holiday like never before.
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