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133 Lodgings in Old Saybrook, CT
9.9 463 reviews
Old Saybrook, CT
09/04 – 09/09
$469/nighttotal: $2345 (5 )
Unique Apartment In Former Art Gallery.
1 5
apartment , Essex
**Erickson-Davis Gallery Apartment** This unique apartment is located in a former gallery, offering a blend of modern and charming aesthetics. It has excellent user, location, and cleanliness ratings. The open loft design creates a spacious and airy atmosphere, with 1975 sq. ft. of living space for up to 5 guests. The apartment features a dedicated workspace, a fenced outdoor area with a fire pit, seating, and a hammock chair, and amenities such as a kitchen with a fridge, freezer, and microwave oven, air conditioning, and parking. It also allows well-behaved pets for an extra fee.
Old Saybrook, CT
07/03 – 07/06
$448/nighttotal: $1344 (3 )
Private 2nd-floor Apt | 4 Mins To Beach | Ev Charger & Parking Included
1 4
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.
10 56 reviews
Old Saybrook, CT
07/06 – 07/10
$221/nighttotal: $884 (4 )
The Channelside
1 2
apartment , Old Saybrook
This Channelside suite in Old Saybrook offers a convenient location, within walking distance of marinas and restaurants, and a short drive from beaches. The one-bedroom, one-bathroom apartment sleeps two guests comfortably and features a well-equipped kitchenette, a private keyless entrance, a backyard with a fire pit and badminton, and a TV with thousands of channels.
9.9 47 reviews
Old Saybrook, CT
06/22 – 06/26
$822/nighttotal: $3288 (4 )
Escape To Our Waterfront House In Old Saybrook Ct
4 2
apartment , Old Saybrook
This waterfront house in Cornfield Point, Old Saybrook, is a short distance from downtown Old Saybrook's shops, restaurants, and train station. The four-bedroom, one-bathroom house sleeps up to 10 guests and features a master bedroom with two queen beds, a fully equipped kitchen, a private garden, and a Weber Genesis grill for outdoor dining.
Old Saybrook, CT
07/03 – 07/06
$1617/nighttotal: $4851 (3 )
Evertide | Walk To Saybrook Point Resort + Main St
1 4
apartment , Old Saybrook
This 5-bedroom, 3-bathroom Evertide house rental in Old Saybrook is located just 0.5 miles or a 10-minute walk from Saybrook Point Resort & Marina and Main Street's dining and shopping. This pet-friendly accommodation comfortably sleeps 15 guests and features a fully equipped kitchen, a gas grill, a propane fire pit, and ample private parking for 6-8 vehicles, with in-unit laundry on the first floor.
Old Saybrook, CT
06/20 – 06/27
$448/nighttotal: $3136 (7 )
Cozy 2-bedroom Condo With Ac, Fitness Room In Charming Westbrook. Oceanfront,
2 2
apartment , Westbrook
This Westbrook Center condo is conveniently located near the Connecticut Valley Railroad State Park and the Katharine Hepburn Cultural Arts Center, offering easy access to local attractions. The two-bedroom apartment sleeps up to six guests and features a king bed, a twin bed, a full-size bed, air conditioning, and a hairdryer; it's perfect for exploring Westbrook and the surrounding area.
10 31 reviews
Old Saybrook, CT
07/03 – 07/06
$1607/nighttotal: $4821 (3 )
Cute Westbrook Cottage With Private Beach Access
1 4
apartment , Westbrook
This Westbrook beach cottage is located just a short walk from a secluded, semi-private beach, offering a peaceful escape from the hustle and bustle. The property has consistently received excellent ratings for its cleanliness, location, and overall experience. This four-bedroom, two-bathroom home can comfortably accommodate up to eight guests. The cottage features a fully equipped kitchen, a spacious backyard, and a sunroom with water views, making it perfect for families or groups looking for a relaxing and enjoyable stay.
9.8 92 reviews
Old Saybrook, CT
06/20 – 06/27
$342/nighttotal: $2394 (7 )
Luxurious Country Guest House/renovated Barn
1 2
apartment , Lyme
This charming guest house is located in Lyme, Connecticut, a short drive from the Connecticut River and just two hours from both New York City and Boston. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The two-bedroom, two-bathroom home can comfortably accommodate up to four guests. Enjoy a gourmet kitchen, a spacious living room with a wood-burning stove, and access to farm amenities like a fire pit and bicycles, perfect for exploring the picturesque surroundings.
9.9 54 reviews
Old Saybrook, CT
06/22 – 06/26
$656/nighttotal: $2624 (4 )
Romantic Couples Retreat With Private Sandy Beach
1 2
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.
10 95 reviews
Old Saybrook, CT
09/04 – 09/09
$696/nighttotal: $3480 (5 )
Charming 1950's Beach Cottage, Water View !
1 5
apartment , Westbrook
This Westbrook vacation rental is located just a few hundred feet from a private sandy beach, offering a peaceful retreat on a quiet, secluded lot. Guests consistently rate the apartment excellent for location, cleanliness, and overall experience. The two-bedroom, one-bathroom apartment comfortably accommodates up to five guests. Enjoy a fully equipped kitchen, a spacious yard with outdoor seating, and a private patio with ocean views.
9.7 28 reviews
Old Saybrook, CT
09/04 – 09/09
$464/nighttotal: $2320 (5 )
Seas The Day At The Ct Shoreline
1 5
apartment , Old Saybrook
This charming beach cottage is located in Old Saybrook, just a 5-minute walk from two private beaches and 3 miles from the town center with its unique shops and restaurants. The apartment boasts excellent user, location, and cleanliness ratings. The cottage features 4 bedrooms and 1 bathroom, comfortably accommodating up to 8 guests. Amenities include a well-equipped kitchen, two decks, two porches, a gas grill, fiber optic wifi, a free coffee bar, games, bikes, beach toys, a beach wagon, and umbrellas, making it perfect for a relaxing and enjoyable stay.
9.5 4 reviews
Old Saybrook, CT
06/20 – 06/27
$362/nighttotal: $2534 (7 )
Charming Pied A Terre
1 2
apartment , Old Lyme
This Old Lyme apartment rental is ideally situated on Main Street in the Historic District, within walking distance of shops, the Old Lyme Library, and art galleries. The one-bedroom, one-bathroom unit sleeps two guests and features a full kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, internet access, parking, and a garden.
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.
9.8 99 reviews
Old Saybrook, CT
06/22 – 06/26
$296/nighttotal: $1184 (4 )
Seashore Getaway - Ct Shoreline
1 2
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.
Old Saybrook, CT
06/19 – 06/29
$1443/nighttotal: $14430 (10 )
Luxury 75ft Yacht With Captain, Flybridge With Bar, 4 Ensuite Staterooms.
4 5
houseboat , Clinton
This houseboat in Clinton, CT, is docked at a prime location, offering easy access to RJ Julia Booksellers and Clinton Crossing Premium Outlets, just a short distance away. This four-bedroom, four-bathroom yacht accommodates up to eight guests, featuring a king bed, queen bed, and two twin beds, along with a flybridge bar and an aft deck dining area perfect for entertaining.
8.8 1342 reviews
Old Saybrook, CT
06/22 – 06/26
$1285/nighttotal: $5140 (4 )
Water's Edge Resort & Spa
1 2
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.
Best family friendly Old Saybrook, CT lodging
Among the 133 accommodations in Old Saybrook, CT, here are the 4 best for families
10 1 review
Old Saybrook, CT
10/03 – 10/13
$320/nighttotal: $3200 (10 )
Gorgeous 3-bedroom House In Tranquil Westbrook Perfect For Relaxing Getaway
3 3
apartment , Westbrook
This Westbrook Center condo offers convenient access to Indian River Marina and Essex Island Marina, located just 0.5 miles away, and is within a 1-mile radius of family attractions like Stay and Play LLC and historical sites such as the Connecticut Valley Railroad State Park. This family-friendly rental sleeps six with three bedrooms, including two queen beds and a bunk bed, and features air conditioning, internet, and a kitchen with a fridge and microwave, ideal for exploring Westbrook.
10 12 reviews
Old Saybrook, CT
10/03 – 10/13
$440/nighttotal: $4400 (10 )
Summer Is Calling! Book The Winding Rock House!
1 3
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.
Old Saybrook, CT
06/22 – 06/26
$392/nighttotal: $1568 (4 )
1st Floor Westbrook Anchor | 2 Queen Beds | Ev Charger | Near Beach
2 2
apartment , Westbrook
This ground-floor apartment in Westbrook Center is a 4-minute drive from West Beach and less than 1 mile, or approximately 5,280 feet, from Westbrook Outlets. This 540 square foot apartment accommodates up to 4 guests with 2 bedrooms, 1 bathroom, and features a full kitchen, air conditioning, dedicated parking, and is conveniently located near grocery stores, pharmacies, and gas stations.
9.9 81 reviews
Old Saybrook, CT
07/06 – 07/10
$514/nighttotal: $2056 (4 )
Zion's Light Beach Cottage
1 2
apartment , Westbrook
This Westbrook rental is a short 3-minute walk from a private beach association beach, making it a perfect choice for those seeking a relaxing coastal getaway. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The two-bedroom apartment comfortably sleeps up to six guests and features a modern and fully equipped interior. Enjoy the convenience of a fully equipped kitchen, a designated workspace with high-speed internet, and a fireplace, along with outdoor living amenities like a patio, outdoor dining, a gas grill, and an outdoor shower.
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.
9.8 138 reviews
Old Saybrook, CT
10/03 – 10/13
$515/nighttotal: $5150 (10 )
Authentic 1795 Historic Homestead W/ Private Grounds For Gatherings And Retreats
5 3
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
07/03 – 07/06
$695/nighttotal: $2085 (3 )
The Nest At Black Hall
1 4
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.
Old Saybrook, CT
06/19 – 06/29
$2261/nighttotal: $22610 (10 )
Stunning Historic Waterfront Mansion With Pool
5 5
apartment , Clinton
This historic 5-bedroom house, formerly the Clinton Country Club Clubhouse, is located on the waterfront with direct views of Clinton Harbor and Meigs Point, less than a mile from downtown Clinton's shopping and dining. This waterfront home offers a private Gunite pool, multiple decks with water views, a chef's kitchen with Sub-Zero appliances and a Wolf Stove, two fireplaces, a wrap-around all-season porch, luxurious Captain's quarters on the third floor, and nanny quarters with a separate entrance, accommodating up to 10 guests.
Best Old Saybrook, CT accommodation with a kitchen
Old Saybrook, CT
06/22 – 06/26
$2316/nighttotal: $9264 (4 )
Luxe 5,600-sq-ft Estate Waterfront + Pool
5 2
house , Westbrook
This Westbrook waterfront estate offers direct sea views and is located 5.9 miles from the Stanton House Museum and 15 miles from the Goodspeed Opera House. This 5,600-square-foot house features 5 bedrooms, 6 bathrooms, a private swimming pool, and parking, with a guest capacity of 23.
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.
10 2 reviews
Old Saybrook, CT
08/16 – 08/21
$525/nighttotal: $2625 (5 )
Villa Je T’aime
1 4
apartment , Westbrook
This spacious 3-bedroom, 2-bathroom beachside duplex in Westbrook offers direct ocean views and is located directly across the street from the water. This 2500 sq ft, 3-floor rental sleeps up to 6 guests and features a well-equipped kitchen, air conditioning, internet, parking, and multiple outdoor decks, with a dedicated master suite on the third floor.
9.8 19 reviews
Old Saybrook, CT
07/06 – 07/10
$209/nighttotal: $836 (4 )
The Ingham Guest House-quaint & Quiet, Near Beach
1 2
cabin , Old Saybrook
The Ingham Guest House is located in Old Saybrook, just a short walk from the beach and Main Street, offering a quiet retreat in a charming historical setting. This charming guest house has earned excellent ratings for its cleanliness, location, and overall experience. The cozy cottage features one bedroom and one bathroom, accommodating up to two guests. The fully equipped kitchen, private driveway, and peaceful atmosphere make this a perfect choice for a relaxing getaway in Old Saybrook.