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133 Lodgings in Old Saybrook, CT
9.9 34 reviews
Old Saybrook, CT
09/04 – 09/09
$450/nighttotal: $2250 (5 )
Barn At Ashlawn Farm (On 110 Acres)
1 5
gîte , Lyme
This charming farmhouse rental is located in the Lyme countryside, just a short drive from the historic village of Lyme Regis. The gîte has received excellent ratings for location, cleanliness, and overall experience. This converted barn comfortably sleeps up to 5 guests and features two bedrooms and one bathroom. Enjoy the amenities of a fully equipped kitchen, air conditioning, a private garden, and parking, along with a unique farm stay experience that includes access to trails, and the chance to interact with friendly animals.
9.8 9 reviews
Old Saybrook, CT
09/04 – 09/09
$351/nighttotal: $1755 (5 )
Seasonal Quaint Beach Cottage Short Walk To Beach.
1 5
apartment , Old Saybrook
This charming cottage is located in the peaceful Great Hammock Beach neighborhood of Old Saybrook, a short walk from three private beaches. Guests consistently rate the cottage excellent for cleanliness, location, and overall experience. The cottage has three bedrooms that can accommodate up to four guests. Enjoy the privacy of the cottage and the amenities including a fully equipped kitchen, outdoor shower, beach chairs, and a grill, and take advantage of the nearby beaches and water activities.
Old Saybrook, CT
07/03 – 07/06
$424/nighttotal: $1272 (3 )
Gorgeous Lake Front Retreat! July Swimming & Sauna
1 4
apartment , Old Lyme
This lakefront condo in Old Lyme provides direct lake access with a private boat and swimming dock, a short drive from Old Lyme's beaches and nature trails. This apartment accommodates up to 6 guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a garden, sauna, and three kayaks for lake exploration.
9.7 7 reviews
Old Saybrook, CT
09/04 – 09/09
$535/nighttotal: $2675 (5 )
Delightful Historic Home, Sought After Essex, Cozy
1 5
apartment , Essex
This 3-bedroom, 1-bathroom apartment in Essex Village offers prime walkability to the village center, diverse restaurants, the local museum, and the riverfront, making it an ideal base for exploring local attractions. This accommodation features air conditioning, parking, and a guest capacity of 6, with a kitchen equipped with a fridge, freezer, and microwave oven for your convenience.
10 24 reviews
Old Saybrook, CT
07/03 – 07/06
$533/nighttotal: $1599 (3 )
Mid-century Stunner With Water Views!
1 4
apartment , Essex
This split-level, 2-bedroom, 2-bathroom apartment in Essex offers picturesque water views of a romantic inlet and is a short walk to the village, award-winning restaurants, and the historic Essex Steam Train and Riverboat. This updated rental sleeps up to 6 guests and features a fully stocked kitchen with a dishwasher, air conditioning, a private backyard with two decks, and direct access to Mill Pond for fishing and kayaking, as well as a 40-acre nature preserve for hiking.
9.8 42 reviews
Old Saybrook, CT
10/14 – 10/22
$358/nighttotal: $2864 (8 )
Newly Renovated Ct Shoreline Home Next To Marinas
1 1
apartment , Old Saybrook
This Old Saybrook apartment is located on Channelside Drive, just off Main Street, offering a peaceful setting while still being close to shops, restaurants, and attractions. It has earned excellent ratings for location, cleanliness, and overall guest experience. The rental features two bathrooms and comfortably accommodates up to six guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, and internet access, making it ideal for families or groups of friends looking to enjoy the coastal lifestyle.
9.8 32 reviews
Old Saybrook, CT
10/18 – 10/23
$989/nighttotal: $4945 (5 )
White Bird Beachfront. Dock Available Extra.
1 5
apartment , Old Saybrook
White Bird, a beachfront home in Old Saybrook, Connecticut, offers direct beach access and is conveniently located near Old Saybrook's town center, though the exact distance isn't specified. This four-bedroom, two-bathroom house sleeps six, features a fully equipped kitchen with dishwasher, offers air conditioning, a garden, parking, and internet access, plus extra sleeping space in an office, making it ideal for family getaways with opportunities for swimming, sunbathing, and beach bonfires.
10 92 reviews
Old Saybrook, CT
10/14 – 10/22
$490/nighttotal: $3920 (8 )
Hot Tub & Firepit•sunsets & Beach Walk | Fireplace
1 1
apartment , Old Saybrook
This Old Saybrook retreat, located on Great Hammock Road, offers easy access to Old Saybrook's attractions and proximity to the beach. The three-bedroom house sleeps eight guests comfortably, boasting a fully equipped kitchen, Jacuzzi, fire pit, indoor fireplace, and bikes for exploring, plus a living room with a pull-out queen bed and a family room with a full-size futon.
10 4 reviews
Old Saybrook, CT
07/03 – 07/06
$780/nighttotal: $2340 (3 )
Modern Luxury Meets Antique Elegance.
1 4
apartment , Essex
This luxurious antique home in historic Essex, Connecticut, is centrally located within walking distance of downtown restaurants, shops, and the Connecticut River Museum. The three-bedroom, two-bathroom house sleeps six and boasts a high-end kitchen with Wolf stove and marble counters, a private yard with hydrangeas, two gas fireplaces, and an outdoor fire pit, plus proximity to the Prive Swiss wellness center.
Old Saybrook, CT
07/03 – 07/06
$414/nighttotal: $1242 (3 )
Crows Nest
1 4
apartment , Essex
The Crows Nest is located in downtown Essex, just steps from the CT River Museum, the Steam Train, and a park, making it the perfect base for exploring the town's history and charm. The surrounding area is lively with bars, restaurants, and shops, offering a vibrant atmosphere. The Crows Nest is a cozy apartment with two bathrooms that can comfortably accommodate up to four guests. It features a kitchen, parking, internet access, and allows pets, making it ideal for a relaxing getaway.
9.8 25 reviews
Old Saybrook, CT
07/03 – 07/06
$1008/nighttotal: $3024 (3 )
Renovated 3br In Old Saybrook
3 4
apartment , Old Saybrook
This renovated 3-bedroom house is located on a quiet street in Old Saybrook, just a short walk from South Cove and a 5-minute drive to Town Beach and Harvey's Beach. The property has consistently received excellent ratings for location, cleanliness, and overall user experience. The home comfortably sleeps 8 guests and features a fully equipped kitchen, a private back patio, and a spacious living area. You can enjoy modern amenities, outdoor activities, and easy access to both the waterfront and downtown attractions.
Old Saybrook, CT
08/01 – 08/03
$436/nighttotal: $872 (2 )
Private 2nd-floor Apt | 4 Mins To Beach | Ev Charger & Parking Included
1 2
apartment , Westbrook
This 1-bedroom, 1-bathroom apartment in Westbrook Center is located 4 minutes from West Beach and less than 1 mile (approximately 5,280 feet) from Westbrook Outlets, offering central access to Route 1 for day trips and proximity to attractions like the Connecticut Valley Railroad State Park. This 540 square foot dwelling accommodates up to 4 guests with air conditioning, a full kitchen including a dishwasher, and off-street parking with a Level 2 EV charger.
Choose the Right Accommodations with Swimming Pool in Old Saybrook, CT
These lodgings in Old Saybrook, CT include a swimming pool, the perfect way to complement a day by the water.
10 7 reviews
Old Saybrook, CT
10/14 – 10/22
$527/nighttotal: $4216 (8 )
Waterfront Oasis 4 Bdr House In Old Saybrook Direct Waterfront Amazing Sunsets
4 1
apartment , Old Saybrook
This Old Saybrook vacation home is less than a mile from Harvey's Beach and within three miles of the General William Hart House and Katharine Hepburn Cultural Arts Center. The four-bedroom house sleeps eight, features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus a patio, free WiFi, and a fireplace; enjoy nearby beaches and historical sites.
9.8 100 reviews
Old Saybrook, CT
10/14 – 10/22
$224/nighttotal: $1792 (8 )
Seashore Getaway - Ct Shoreline
1 1
apartment , Old Saybrook
This Old Saybrook apartment is conveniently located just 0.7 miles from the beach, making it easy to enjoy the beautiful coastline. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. The apartment has 1 bedroom and 2 bathrooms, comfortably accommodating 2 guests. Enjoy the on-site amenities, including a swimming pool, fitness center, and garden, as well as easy access to nearby restaurants, shopping outlets, and public transportation.
10 67 reviews
Old Saybrook, CT
09/04 – 09/09
$782/nighttotal: $3910 (5 )
3br Updated Cottage W/ Pool In Old Saybrook
1 5
apartment , Westbrook
This charming cottage is located in Old Saybrook, Connecticut, just minutes from beautiful beaches and a short drive from popular towns like Mystic and Essex. It boasts excellent ratings for user experience, location, and cleanliness. The three-bedroom cottage comfortably sleeps six guests and features a private pool, a spacious yard, and a modern kitchen with a fridge, freezer, and microwave. You'll also enjoy access to air conditioning, parking, and a garden.
9.4 20 reviews
Old Saybrook, CT
09/04 – 09/09
$962/nighttotal: $4810 (5 )
Spacious Historic Cottage W/pool - Walk To Beach
1 5
apartment , Westbrook
This charming cottage is located in Westbrook, just a short walk from the beach, marina, playground, and local eateries. It's also conveniently close to other attractions in the area, making it an ideal base for exploring the Connecticut coast. The property boasts excellent ratings for location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay. The cottage features a family-friendly layout with four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy amenities like a private pool, a spacious backyard, a ping pong table, and a convenient eat-in kitchen, perfect for relaxing and creating lasting memories.
Best family friendly Old Saybrook, CT lodging
Among the 133 accommodations in Old Saybrook, CT, here are the 4 best for families
9.8 212 reviews
Old Saybrook, CT
10/18 – 10/23
$334/nighttotal: $1670 (5 )
Private Apartment In Historic Old Lyme Mansion
3 5
apartment , Old Lyme
This charming apartment is located on the third floor of a historic house in the center of Old Lyme's village, just a short walk from restaurants, beaches, art galleries, and the museum. The apartment has consistently received excellent ratings for cleanliness, location, and overall experience. The apartment has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. You'll enjoy a full-size refrigerator/freezer, microwave, dishwasher, and toaster oven, as well as clawfoot tubs and a washing machine.
10 12 reviews
Old Saybrook, CT
10/14 – 10/22
$444/nighttotal: $3552 (8 )
Summer Is Calling! Book The Winding Rock House!
1 1
apartment , Old Lyme
This modern, newly renovated house in Old Lyme, Connecticut, is located a 5–10 minute drive from the Old Saybrook Amtrak station and near various hiking trails. This four-bedroom, two-bathroom home sleeps eight guests and features a fully equipped kitchen, a wraparound deck, a large brick fireplace, and access to on-site walking paths suitable for pets.
10 52 reviews
Old Saybrook, CT
10/14 – 10/22
$523/nighttotal: $4184 (8 )
Beach House Steps To Private Beaches In Sought After Location!
2 1
apartment , Old Saybrook
This Old Saybrook beach house is located in Indian Town, a quiet neighborhood with a playground, harbor, and two private beaches just a two-minute walk away. Travelers consistently rate this property excellent for its location, cleanliness, and overall experience. The home features an open-plan kitchen and living room, comfortably accommodating up to four guests. Enjoy the convenience of on-site parking, air conditioning, a spacious garden, and a private patio where you can relax and soak in the beautiful surroundings.
9.9 59 reviews
Old Saybrook, CT
10/18 – 10/23
$473/nighttotal: $2365 (5 )
Salt House
1 5
farm , Deep River
The Salt House farm, a renovated barn in Deep River, offers a restful retreat for up to five guests. This two-bedroom, one-bathroom property features a kitchen with a fridge, freezer, and microwave, plus air conditioning, a jacuzzi, a sauna, and a garden; internet access and parking are also provided.
Frequently Asked Questions about accommodations in Old Saybrook, CT
When is the ideal time to plan a trip to Old Saybrook, CT?
The best time to visit Old Saybrook is during the summer months, from June to August, when the weather is warm and sunny. You can enjoy the beaches and all the outdoor activities. But if you're looking for a quieter experience, spring and fall are also great times to visit. The foliage is beautiful in the fall!
What are the best accommodations in Old Saybrook, CT?
What are the best walking or cycling routes in Old Saybrook, CT?
For a scenic walk, try the Old Saybrook Town Green. You can also take a stroll along the waterfront, enjoying the views of the Connecticut River. For a longer bike ride, head to the Lyme-Old Lyme State Forest, which has over 10 miles of trails.
What are the best accommodations with a pool in Old Saybrook, CT?
What nearby towns or cities can be explored from Old Saybrook, CT?
There are lots of fun places to explore near Old Saybrook! Take a short drive to Mystic, Connecticut, famous for its aquarium and historic seaport. Head north to New Haven, Connecticut, for its world-class museums and delicious pizza. And if you want to spend a day at the beach, Essex is just a short drive away.
What are the best accommodations with a jacuzzi in Old Saybrook, CT?
What amenities can travelers expect from accommodations in Old Saybrook, CT?
Old Saybrook has a range of accommodations to suit every traveler. You'll find everything from cozy bed and breakfasts to upscale hotels and motels. Many places offer amenities like swimming pools, fitness centers, and restaurants. You'll also find plenty of vacation rentals, perfect for families or groups.
What are the best accommodations for families and kids in Old Saybrook, CT?
Best Old Saybrook, CT accommodation with a balcony
9.4 10 reviews
Old Saybrook, CT
09/04 – 09/09
$388/nighttotal: $1940 (5 )
Now Has Tv + Linens - Relaxing 4-bedroom Cottage In Westbrook, Ct At West Beach
4 5
cottage , Westbrook
This charming cottage is located in Westbrook Center, a short walk from West Beach and about 1.1 miles from the Shoreline East train station. It's a great option for families or groups looking for a comfortable and convenient place to stay near the beach. The cottage has received excellent user ratings, so you can be sure it's a good choice. The cottage has four bedrooms and two bathrooms, with enough space to comfortably accommodate seven guests. Enjoy the outdoors with a protected porch, screened-in sleeping porch, enclosed side porch, and outdoor shower, as well as a large lawn perfect for family gatherings.
8.8 1341 reviews
Old Saybrook, CT
10/18 – 10/23
$753/nighttotal: $3765 (5 )
Water's Edge Resort & Spa
2 5
resort , Westbrook
Water's Edge Resort & Spa is located in Westbrook, Connecticut, just a short drive from the Clinton Crossing Premium Outlets and Hammonasset Beach State Park. The resort has received very good user ratings, with excellent scores for location and cleanliness. The resort offers a range of amenities, including a private beach, indoor and outdoor pools, a spa, a fitness center, tennis courts, and a restaurant and bar. Guests can enjoy scenic ocean views from their rooms or the resort's facilities.
9.8 138 reviews
Old Saybrook, CT
08/02 – 08/07
$888/nighttotal: $4440 (5 )
Authentic 1795 Historic Homestead W/ Private Grounds For Gatherings And Retreats
5 4
apartment , Old Saybrook
This charming 1795 homestead is located in Saybrook Manor, a peaceful neighborhood on the Oyster River, just a short drive from the beaches, restaurants, and attractions of Old Saybrook. This vacation rental consistently receives excellent user ratings for its unique blend of history and modern amenities. The home has five bedrooms and two bathrooms, offering 3,500 square feet of space to accommodate up to 14 guests. Enjoy the large front and backyard, complete with a greenhouse, outdoor grill area, picnic space, and a relaxing spa, perfect for enjoying the beautiful New England scenery.
Old Saybrook, CT
08/01 – 08/03
$509/nighttotal: $1018 (2 )
The Nest At Black Hall
1 2
apartment , Old Lyme
This Old Lyme studio offers a prime waterfront location adjacent to a golf course, with the Florence Griswold Museum and Connecticut Valley Railroad State Park Trail nearby. This 950 sq ft studio apartment accommodates up to 4 guests and features air conditioning, internet, a balcony, and garden access, with kayaking and ecotours available in the vicinity.
Best Old Saybrook, CT accommodation with a kitchen
Old Saybrook, CT
08/02 – 08/07
$400/nighttotal: $2000 (5 )
Peace Barn
1 4
apartment , Deep River
This Deep River farm, perfect for families, offers five bedrooms and two bathrooms accommodating up to eight guests, boasting a fully equipped kitchen with modern appliances and air conditioning. The property includes a garden, pet-friendly accommodations, Wi-Fi, and ample parking; further details regarding its precise location within Deep River and available activities are needed.
9.9 54 reviews
Old Saybrook, CT
08/02 – 08/07
$782/nighttotal: $3910 (5 )
Romantic Couples Retreat With Private Sandy Beach
1 4
apartment , Old Saybrook
Old Saybrook's Old Sea Lane Cottage, located in the prestigious Indian Town Association, offers private beach access and is within walking distance of Harvey's Beach at low tide. This two-bedroom, one-bathroom cottage sleeps six, features a renovated kitchen with SMEG appliances, an outdoor shower, and provides sheets, shampoo, soap, coffee, tea, and beach chairs; guests enjoy access to association amenities including a playground, basketball court, marina, and bocce ball court.
9.4 76 reviews
Old Saybrook, CT
09/04 – 09/09
$525/nighttotal: $2625 (5 )
Wonderful Location, Walk To Beach, Private Yard, Voted #1 In Town By Ab&b
2 5
cottage , Old Saybrook
This secluded cottage is located in the Saybrook Manor district of Old Saybrook, a rural seaside area, and is a five-minute walk to two town beaches and a short bike ride to Old Saybrook's town beach, offering proximity to attractions like the 'Kate' theater and antique shops. This 1190 square foot cottage accommodates up to 6 guests with 2 bedrooms and 1 bathroom, featuring a full kitchen, air conditioning, internet, a garden, spa, and parking, with a private wooded backyard and deck ideal for outdoor activities.
9.9 186 reviews
Old Saybrook, CT
08/02 – 08/07
$904/nighttotal: $4520 (5 )
River Barn, Sidewalk Stroll Into Essex Village
2 4
farm , Essex
The River Barn is a charming farmhouse conversion located just a short distance from the Village of Essex and its picturesque waterfront. This property has consistently earned excellent ratings for its cleanliness, location, and overall guest experience. This two-bedroom, two-bathroom farmhouse can accommodate up to four guests and features a modern kitchen, a dedicated office space with high-speed internet, a private fenced-in yard with a deck and fire pit, and luxurious amenities like organic toiletries and local coffee.