Places to stay in Old Saybrook, CT

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Old Saybrook, CT place to stay
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133 Best places to stay in Old Saybrook, CT

Best Old Saybrook, CT lodgings with a pool

Among the 133 accommodations in Old Saybrook, CT, here are the 4 best ones with a pool

Seashore Getaway - Ct Shoreline - Old Saybrook, CT
9.8 100 reviews
Old Saybrook, CT
14/10 – 22/10
SG$288/nighttotal: SG$2304 (8 )

Seashore Getaway - Ct Shoreline

1 1
apartment , Old Saybrook
This one-bedroom apartment is located in Old Saybrook, just a short walk from the beach and within easy reach of the train station. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bathrooms and can comfortably accommodate two guests. It boasts a range of amenities including a swimming pool, fitness centre, and garden, providing plenty of opportunities for relaxation and recreation.
Spacious Historic Cottage W/pool - Walk To Beach - Old Saybrook, CT
9.4 20 reviews
Old Saybrook, CT
04/09 – 09/09
SG$1237/nighttotal: SG$6185 (5 )

Spacious Historic Cottage W/pool - Walk To Beach

1 5
apartment , Westbrook
This charming cottage is located in Westbrook, a short walk from the beach, marina, playground, baseball field, pickleball court, and breakfast spots, making it a great base for exploring the area. The cottage consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The cottage has a comfortable layout with four bedrooms and two bathrooms, comfortably accommodating up to eight guests. The property offers a private pool, a spacious garden, a ping pong table in a separate barn, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay for families and groups.
3br Updated Cottage W/ Pool In Old Saybrook - Old Saybrook, CT
10 67 reviews
Old Saybrook, CT
02/08 – 07/08
SG$899/nighttotal: SG$4495 (5 )

3br Updated Cottage W/ Pool In Old Saybrook

1 4
apartment , Westbrook
This charming cottage is located in Old Saybrook, Connecticut, just a short drive from multiple beaches and the charming towns of Old Saybrook and Mystic. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The cottage offers three bedrooms and one bathroom, comfortably accommodating up to six guests. The property features a private garden, a swimming pool, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Waterfront Oasis 4 Bdr House In Old Saybrook Direct Waterfront Amazing Sunsets - Old Saybrook, CT
10 7 reviews
Old Saybrook, CT
18/10 – 23/10
SG$686/nighttotal: SG$3430 (5 )

Waterfront Oasis 4 Bdr House In Old Saybrook Direct Waterfront Amazing Sunsets

4 5
apartment , Old Saybrook
This Old Saybrook holiday home is situated less than 1 kilometre from Harvey's Beach and within a short drive of the General William Hart House and Katharine Hepburn Cultural Arts Center.
The four-bedroom property sleeps eight guests and boasts a fully equipped kitchen, patio, free Wi-Fi, and parking, offering easy access to local attractions such as the Saybrook Country Barn (approximately 4.7 km away).

Best family friendly Old Saybrook, CT lodging

Among the 133 accommodations in Old Saybrook, CT, here are the 4 best for families

Great Hammcock Getaway, Cozy Home, Hot Tub, Fire Pit, Beaches Nearby. - Old Saybrook, CT
9.8 10 reviews
Old Saybrook, CT
14/10 – 22/10
SG$556/nighttotal: SG$4448 (8 )

Great Hammcock Getaway, Cozy Home, Hot Tub, Fire Pit, Beaches Nearby.

3 1
apartment , Old Saybrook
This Old Saybrook seaside property, located within 3km of Harvey's Beach, the Katharine Hepburn Cultural Arts Center, and the General William Hart House, offers stunning ocean views and easy beach access.
The 108 square metre house sleeps eight guests in three bedrooms plus a sofa bed and boasts a fully equipped kitchen, Jacuzzi, terrace, garden, tennis court, and free Wi-Fi.
Charming 3-bedroom Cottage Short Walk To Chalker Beach - Old Saybrook, CT
10 6 reviews
Old Saybrook, CT
18/10 – 23/10
SG$1049/nighttotal: SG$5245 (5 )

Charming 3-bedroom Cottage Short Walk To Chalker Beach

3 5
cottage , Old Saybrook
This Old Saybrook holiday home in the Saybrook Manor neighbourhood is a short walk from Chalker Beach and across the street from community amenities including a playground and sports facilities.
Sleeping up to nine guests, this three-bedroom, two-bathroom property boasts a spacious deck overlooking the tidal marsh, a fenced-in garden, and access to community events such as Bingo Night and Movies on the Beach, plus modern conveniences including air conditioning, Wi-Fi, and Netflix.
Old Lyme Farmhouse - Old Saybrook, CT
9.9 16 reviews
Old Saybrook, CT
04/09 – 09/09
SG$587/nighttotal: SG$2935 (5 )

Old Lyme Farmhouse

1 5
apartment , Old Lyme
This 1901 farmhouse, situated in Old Lyme, Connecticut, is close to public boat launches on the Connecticut River, the Florence Griswold Museum, and an Audubon centre.
The two-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, air conditioning, a garden, and Wi-Fi, all within a 1.5-acre setting including a wildflower meadow.
1st Floor Westbrook Anchor | 2 Queen Beds | Ev Charger | Near Beach - Old Saybrook, CT
Old Saybrook, CT
14/10 – 22/10
SG$543/nighttotal: SG$4344 (8 )

1st Floor Westbrook Anchor | 2 Queen Beds | Ev Charger | Near Beach

2 1
apartment , Westbrook
This ground-floor flat in Westbrook Centre offers convenient access, being a 4-minute drive from West Beach and less than 1 kilometre from Westbrook Outlets.
This 50 square metre apartment sleeps up to four guests and features two bedrooms, one bathroom, a kitchen with a dishwasher, air conditioning, and dedicated parking, serving as an ideal base for exploring the shoreline.

Frequently asked questions about accommodations in Old Saybrook, CT

  • What outdoor activities can visitors enjoy in and around Old Saybrook, CT?

    Old Saybrook is a great place to enjoy the outdoors. You can spend the day at the beach, go for a hike in the woods, or take a kayak tour. There's also a beautiful boardwalk along the Connecticut River where you can go for a walk or bike ride. For a bit more adventure, there are plenty of hiking trails in the surrounding area.
  • What are the best accommodations in Old Saybrook, CT?

    Among the accommodations in Old Saybrook, CT, Saybrook Point Resort & Marina, Pier Blue Inn Old Saybrook - Essex and Liberty Inn Old Saybrook are the most popular ones.

  • 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, when the weather is warm and sunny. You can enjoy the beach, the boardwalk, and all the outdoor activities. If you're looking for a quieter experience, you can visit in the spring or fall. The weather is still pleasant, and there are fewer crowds.
  • What are the best accommodations with a pool in Old Saybrook, CT?

    Saybrook Point Resort & Marina, Quality Inn Old Saybrook - Westbrook and Super 8 By Wyndham Old Saybrook are the best accommodations with a pool in Old Saybrook, CT.

  • What are the best walking or cycling routes in Old Saybrook, CT?

    One of the most popular walking and cycling routes is the Old Saybrook Town Green, which is a beautiful park in the heart of town. You can also walk or bike along the Connecticut River, which offers stunning views of the water and surrounding area. If you're looking for a longer ride, you can take the Shoreline Greenway Trail, which runs along the Connecticut coast.
  • What are the best accommodations with a jacuzzi in Old Saybrook, CT?

  • What nearby towns or cities can be explored from Old Saybrook, CT?

    You're in a great spot to explore the surrounding area. You can easily visit nearby towns like Westbrook, Clinton, and Essex. If you want to head into a bigger city, New Haven is just a short drive away. There's lots to see and do in all of these places.
  • What are the best accommodations for families and kids in Old Saybrook, CT?

    The best accommodations for families and kids in Old Saybrook, CT are Saybrook Point Resort & Marina, Pier Blue Inn Old Saybrook - Essex and Liberty Inn Old Saybrook.

  • What amenities can travelers expect from accommodations in Old Saybrook, CT?

    Old Saybrook has a variety of accommodations to choose from, including hotels, motels, bed and breakfasts, and vacation rentals. Many of the accommodations offer amenities like swimming pools, fitness centers, and restaurants. Some also have access to the beach or the Connecticut River.
  • What are the best pet friendly accommodations in Old Saybrook, CT?

    The best pet friendly accommodations in Old Saybrook, CT are Saybrook Point Resort & Marina, Pier Blue Inn Old Saybrook - Essex and Liberty Inn Old Saybrook.

  • What are the best accommodations with parking in Old Saybrook, CT?

    Saybrook Point Resort & Marina, Pier Blue Inn Old Saybrook - Essex and Liberty Inn Old Saybrook are the best accommodations with parking in Old Saybrook, CT.

Destinations nearby

Best Old Saybrook, CT accommodations with a balcony

Authentic 1795 Historic Homestead W/ Private Grounds For Gatherings And Retreats - Old Saybrook, CT
9.8 138 reviews
Old Saybrook, CT
02/08 – 07/08
SG$1142/nighttotal: SG$5710 (5 )

Authentic 1795 Historic Homestead W/ Private Grounds For Gatherings And Retreats

5 4
apartment , Old Saybrook
This five-bedroom home is situated in the Saybrook Manor neighbourhood of Old Saybrook, a short drive from the Boston Post Road and close to beaches, restaurants, casinos, and attractions. It has received excellent user ratings.
The apartment spans 325 square metres and comfortably accommodates up to 14 guests. It features a fully equipped kitchen, a spacious garden, a spa, a terrace, and parking.
Now With Tv - Relax In Our 3-bedroom Westbrook Cottage At West Beach - Old Saybrook, CT
9.6 5 reviews
Old Saybrook, CT
04/09 – 09/09
SG$591/nighttotal: SG$2955 (5 )

Now With Tv - Relax In Our 3-bedroom Westbrook Cottage At West Beach

3 5
cottage , Westbrook
This charming cottage is situated in Westbrook Center, close to the Connecticut shoreline beach and local attractions like the Adam Stanton House and General Store Museum, and the Connecticut Valley Railroad State Park. The property has received excellent user ratings, making it a popular choice for families and groups.
This 93 square metre dwelling has three bedrooms and two bathrooms, accommodating up to eight guests. The property boasts a spacious living area, a fully equipped kitchen, a terrace, a garden, and parking, along with modern conveniences like air conditioning and internet access.
Downtown Essex Apartment - Steps To River! - Old Saybrook, CT
9.9 73 reviews
Old Saybrook, CT
14/10 – 22/10
SG$550/nighttotal: SG$4400 (8 )

Downtown Essex Apartment - Steps To River!

1 1
apartment , Essex
This one-bedroom flat is conveniently located in Downtown Essex, just a short walk from the river and within easy reach of shops, restaurants, and local attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
The 84 square metre flat comfortably accommodates up to four guests and features a fully equipped kitchen, a private balcony, air conditioning, free Wi-Fi, and a washing machine. Guests can enjoy river views, prepare meals, relax on the balcony, and explore the charming town of Essex.
Seaside Sanctuary Steps From Long Island Sound - Old Saybrook, CT
Old Saybrook, CT
18/10 – 23/10
SG$1179/nighttotal: SG$5895 (5 )

Seaside Sanctuary Steps From Long Island Sound

4 5
apartment , Westbrook
This Westbrook Centre holiday home, a block from Route 1 and five minutes from Route 95, offers easy access to Westbrook's downtown area, marina, and local restaurants.
The 260 square metre (2800 square feet) property boasts four bedrooms, two bathrooms, sleeps ten guests, and includes a fully equipped kitchen, outdoor shower, ample parking, and proximity to the Katharine Hepburn Cultural Arts Center and Mashantucket Pequot Museum & Research Centre.

Best Old Saybrook, CT accommodations with a kitchen

Osprey Cozy Cottage | Near Downtown & Beaches - Old Saybrook, CT
10 5 reviews
Old Saybrook, CT
01/08 – 03/08
SG$529/nighttotal: SG$1058 (2 )

Osprey Cozy Cottage | Near Downtown & Beaches

1 2
apartment , Old Saybrook
This detached cottage is located near South Cove in Old Saybrook, offering immediate access to a kayak launch and marinas, with Main Street's shops and theatre approximately 500 metres away, and Harvey's Beach and Saybrook Point minutes by car.
This sun-filled property accommodates two guests with one bedroom and one bathroom, featuring a sunken living room with a pull-out couch, a fully equipped kitchen with a breakfast bar, and outdoor space with a picnic table offering sweeping water views of South Cove.
Old Lyme Pet Friendly Escape | Griswold Preserve + Beach Pass + Fireplace - Old Saybrook, CT
Old Saybrook, CT
03/07 – 06/07
SG$1235/nighttotal: SG$3705 (3 )

Old Lyme Pet Friendly Escape | Griswold Preserve + Beach Pass + Fireplace

3 4
apartment , Old Lyme
This Old Lyme dwelling is situated less than 1.6 kilometres from the village district and its galleries, backing onto a farm and the Griswold Preserve with walking trails.
This 164 square metre residence accommodates up to six guests across three bedrooms, featuring a wood-burning fireplace, a fully equipped kitchen with a gas grill, and laundry facilities, with a garden and parking provided.
Charming 1950's Beach Cottage, Water View ! - Old Saybrook, CT
10 95 reviews
Old Saybrook, CT
04/09 – 09/09
SG$895/nighttotal: SG$4475 (5 )

Charming 1950's Beach Cottage, Water View !

1 5
apartment , Westbrook
This apartment is situated in Westbrook, just 0.2 km from a private sandy beach and a short walk from a quiet, water-view lot. It has consistently received excellent ratings for location, cleanliness, and user experience, making it an ideal choice for travellers seeking a comfortable and convenient stay.
The property features two bedrooms, one bathroom and can accommodate up to five guests. It offers a range of amenities including a fully equipped kitchen, a garden, and private parking, making it perfect for families or groups of friends.
Chalker Beach House Steps To The Water! - Old Saybrook, CT
9.6 47 reviews
Old Saybrook, CT
18/10 – 23/10
SG$890/nighttotal: SG$4450 (5 )

Chalker Beach House Steps To The Water!

3 5
apartment , Old Saybrook
This newly renovated beach house is located in the Chalker Beach district of Old Saybrook, just a short walk from the association beach, a playground, and a basketball court, offering a peaceful escape from the town centre. It has excellent user, location, and cleanliness ratings.
The house has three bedrooms and can accommodate up to six guests. It features a spacious living room, a sunroom, a modern kitchen, a large deck, and an outdoor shower, along with beach chairs, paddle boards, kayaks, and complimentary coffee and toiletries.
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