Places to stay in Old Saybrook, CT

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

Best Old Saybrook, CT lodgings with a pool

Among the 209 accommodations in Old Saybrook, CT, here are the 4 best ones with a pool

Relaxation!! Inviting, Cozy Ne Cottage, 2 Min Walk To ️, Midcoast Nyc, Boston. - Old Saybrook, CT
9.8 116 reviews

Relaxation!! Inviting, Cozy Ne Cottage, 2 Min Walk To ️, Midcoast Nyc, Boston.

cottage, Westbrook
This charming cottage is situated in Westbrook Center, just a few kilometres from Chalker Beach, Westbrook Town Beach, and Crystal Lake Town Park, offering a peaceful retreat close to local attractions. The property has received excellent user ratings, reflecting its high standard of comfort and amenities.
The cottage has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy a range of amenities, including a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, a sauna, a spa, and a tennis court, perfect for a relaxing and enjoyable stay.
3br Updated Cottage W/ Pool In Old Saybrook - Old Saybrook, CT
9.9 72 reviews

3br Updated Cottage W/ Pool In Old Saybrook

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.
Luxe 5,600-sq-ft Estate Waterfront + Pool - Old Saybrook, CT
No reviews

Luxe 5,600-sq-ft Estate Waterfront + Pool

house, Westbrook
This Westbrook waterfront property is situated 9.6 kilometres from the Goodspeed Opera House and 9.5 kilometres from the Stanton House Museum, with further attractions approximately 43 to 48 kilometres away.
This spacious 511 square metre residence accommodates up to 23 guests across 5 bedrooms and 6 bathrooms, offering amenities such as a swimming pool, air conditioning, a fireplace, and private parking.
Luxe 5,600-sq-ft Estate Waterfront + Pool - Old Saybrook, CT
10 1 review

Luxe 5,600-sq-ft Estate Waterfront + Pool

apartment, Westbrook
This Westbrook Center holiday let offers unobstructed ocean views and direct access to Westbrook Harbour, 4.8 kilometres from West Beach and 11.2 kilometres from the Essex Steam Train & Riverboat.
This spacious 520 square metre residence accommodates up to 12 guests with six bedrooms and six bathrooms, featuring a heated outdoor pool, chef-grade kitchen with Miele appliances, waterside fire pit, and ample parking including a garage.

Best family friendly Old Saybrook, CT lodging

Among the 209 accommodations in Old Saybrook, CT, here are the 4 best for families

Beachfront Home With Amazing Views | 5br Sleeps 11 - Old Saybrook, CT
No reviews

Beachfront Home With Amazing Views | 5br Sleeps 11

apartment, Old Saybrook
This five-bedroom residence offers direct beachfront access within the exclusive Saybrook Manor community, just a short drive from Old Saybrook's town centre, shops, and marinas.
This family-friendly holiday home accommodates up to eleven guests, featuring a fully equipped kitchen with two dining areas, air conditioning, a garden, parking, and outdoor cooking facilities, perfect for exploring attractions like the Katharine Hepburn Cultural Arts Center.
Updated Home, King+queen Beds, Ac, 5 Min Walk To Beach, 1 Min To Waters Edge - Old Saybrook, CT
10 77 reviews

Updated Home, King+queen Beds, Ac, 5 Min Walk To Beach, 1 Min To Waters Edge

apartment, Westbrook
This spacious house in Westbrook Center is just a 5-minute walk from the beach and a minute from the Water's Edge Resort, making it a perfect base for exploring the area. It's also close to shops, a local park and within a 5km radius of Chalker Beach, Westbrook Town Beach, and Tanger Outlets, so you'll have plenty of options for shopping, dining, and entertainment. This property has received excellent user ratings, so you can be sure of a comfortable and enjoyable stay.
The house has 3 bedrooms and 4 bathrooms, providing ample space for up to 8 guests, and it comes with a range of amenities including a garden, barbecue grills, a spa tub, and a balcony. You'll also have access to free Wi-Fi and a fully equipped kitchen, ensuring a relaxing and enjoyable stay in this family-friendly house.
The Happy Place - Old Saybrook, CT
10 53 reviews

The Happy Place

apartment, Old Saybrook
This charming two-bedroom flat is situated in Indian Town and Harvey Beaches, a short walk from a playground, harbour with panoramic views of Long Island Sound, and two private beaches. It has received excellent ratings for location, cleanliness, and user experience.
The open-plan living space comfortably accommodates four guests. Enjoy the garden, outdoor patio, and the convenience of a fully equipped kitchen, air conditioning, and parking.
Wonderful Location, Walk To Beach, Private Yard, Voted #1 In Town By Ab&b - Old Saybrook, CT
9.4 76 reviews

Wonderful Location, Walk To Beach, Private Yard, Voted #1 In Town By Ab&b

cottage, Old Saybrook
This detached house is located in the Saybrook Manor district of Old Saybrook, a short walk or bike ride to private beaches and the town centre, and within driving distance of the General William Hart House and Essex Steam Train.
This 111 square meter holiday home sleeps up to six guests, offering two bedrooms, one bathroom, a fully equipped kitchen, air conditioning, a garden, a spa, and parking, with amenities including wireless internet and a fireplace.

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.

Popular destinations

Best Old Saybrook, CT accommodations with a balcony

Authentic 1795 Historic Homestead W/ Private Grounds For Gatherings And Retreats - Old Saybrook, CT
9.8 139 reviews

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

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.
Private 2nd-floor Apt | 4 Mins To Beach | Ev Charger & Parking Included - Old Saybrook, CT
10 1 review

Private 2nd-floor Apt | 4 Mins To Beach | Ev Charger & Parking Included

apartment, Westbrook
This Westbrook flat is centrally located in Westbrook Centre, a four-minute drive from West Beach and less than 1 kilometre from the Westbrook Outlets.
This one-bedroom, 50-square-metre flat accommodates up to four guests and features a Level 2 EV charger, off-street parking, air conditioning, a kitchen with a fridge, microwave, and dishwasher, and a spacious living area with a 55-inch television.
The Solo Shore Cottage - Walk To Beach + Sun Porch - Old Saybrook, CT
No reviews

The Solo Shore Cottage - Walk To Beach + Sun Porch

cottage, Old Lyme
This 2-bedroom, 1-bathroom holiday home in Old Lyme offers a prime location near outlet shopping, just a 6-minute drive from Rocky Neck State Park and a 16-minute drive to Rocky Neck State Beach.
This property provides Wi-Fi, air conditioning, on-site parking, and a sunroom, with easy access to the Florence Griswold Museum and opportunities for jet skiing and kayaking.
Downtown Essex Apartment - Steps To River! - Old Saybrook, CT
10 2 reviews

Downtown Essex Apartment - Steps To River!

apartment, Essex
This apartment is situated in the heart of Essex, just a short walk from the Essex Island Marina and the Connecticut River Museum. The self-catering property boasts a balcony with waterfront views, two bathrooms, and free parking, making it ideal for families or groups visiting the area.

Best Old Saybrook, CT accommodations with a kitchen

Cornfield Point Beach Cottage - Old Saybrook, CT
10 4 reviews

Cornfield Point Beach Cottage

apartment, Old Saybrook
This Old Saybrook holiday home is situated in Cornfield Point, a short walk (less than 0.3km) from both a rocky beach and a private sandy beach.
The three-bedroom property, completely renovated in 2023, sleeps six guests and boasts a dedicated workspace, full laundry facilities, modern amenities including air conditioning and TVs, and a large garden on a double lot; nearby activities include exploring the beaches and enjoying the local area.
The Beach House - Old Saybrook, CT
9.7 152 reviews

The Beach House

apartment, Old Lyme
This waterfront holiday home in Old Lyme is conveniently located within three miles of the Florence Griswold Museum, Ferry Landing State Park, and Lyme Academy of Fine Arts, offering easy access to the area's cultural and historical attractions. The property has consistently received excellent ratings for user experience, location, and cleanliness.
The two-bedroom house is ideal for families or groups of up to four, offering 96 square metres of space. Guests can enjoy a range of amenities including a spa tub, a garden, barbecue grills, free Wi-Fi, a DVD player, and a fully equipped kitchen.
Great Hammcock Getaway, Cozy Home, Hot Tub, Fire Pit, Beaches Nearby. - Old Saybrook, CT
10 11 reviews

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

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.
Plant Lovers Paradise - Old Saybrook, CT
10 13 reviews

Plant Lovers Paradise

apartment, Old Saybrook
This Old Saybrook apartment, situated in a two-family house, offers a cosy retreat within easy reach of the Connecticut coast, although the precise distance to the shore isn't specified.
The 2-bedroom, 1-bathroom flat sleeps four guests and features a fully equipped kitchen with fridge, microwave, dishwasher and coffee maker, fast Wi-Fi, air conditioning, parking, and a fireplace; pets are welcome.
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