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

Seashore Getaway - Ct Shoreline - Old Saybrook, CT
9.8 105 reviews

Seashore Getaway - Ct Shoreline

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.
Saybrook Point Pool House - Old Saybrook, CT
No reviews

Saybrook Point Pool House

apartment, Old Saybrook
This renovated barn, a unique historic accommodation originally built for wooden boats on Captain Tooker's 1890 estate, is located in the historic North Cove neighbourhood, just 100 metres from the Saybrook Point Inn and the Connecticut River.
This 3-bedroom property accommodates up to six guests and offers a spacious interior with a large family room, air conditioning, a kitchen, parking, and a swimming pool, providing easy access to the waterfront attractions of Saybrook Point and Old Saybrook.
Water's Edge Resort & Spa - Old Saybrook, CT
8.8 1332 reviews

Water's Edge Resort & Spa

resort, Westbrook
Water's Edge Resort & Spa is located in Westbrook, Connecticut, just a short drive from Clinton Crossing Premium Outlets, Hammonasset Beach State Park, and the Clinton Country Club. The resort has received very good user ratings, with excellent marks for location and cleanliness.
The hotel offers a range of facilities, including a spa, indoor and outdoor swimming pools, tennis courts, a fitness centre, and a restaurant and bar. Guests can enjoy direct access to the beach, scenic ocean views, and comfortable rooms with modern amenities.
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.

Best family friendly Old Saybrook, CT lodging

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

Spacious Yard And View Of Long Island Sound- Walk To Secluded Beach! - Old Saybrook, CT
10 65 reviews

Spacious Yard And View Of Long Island Sound- Walk To Secluded Beach!

apartment, Westbrook
This island home is situated in Westbrook Center, Connecticut, just a short drive from Essex, Old Saybrook, Mystic, and New Haven. It is conveniently located near a private beach cove, perfect for a relaxing getaway. The property has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
The island home offers a spacious 186 square metre living area, comfortably accommodating up to 10 guests. It features a well-equipped kitchen, a dining room, a screened porch, a fireplace, a garden, a jacuzzi, and a private beach access.
Oceanfront Sleeps 12~ Linens Inc 3 Bedrooms~2 Bath - Old Saybrook, CT
9.7 124 reviews

Oceanfront Sleeps 12~ Linens Inc 3 Bedrooms~2 Bath

apartment, Old Saybrook
This beachfront apartment in Old Saybrook is just a short walk from the expansive Chalker association beach, offering easy access to the beautiful coastline. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The apartment has three bedrooms and two bathrooms, providing ample space for up to 12 guests. It comes with a fully-equipped kitchen, a private garden, and a range of amenities, including an inflatable paddleboard, kayak, water mat, and water trampoline for guests to enjoy.
The Happy Place - Old Saybrook, CT
10 55 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.
Charming 1920's No Frills Cottage In Peaceful Old Saybrook - Old Saybrook, CT
10 4 reviews

Charming 1920's No Frills Cottage In Peaceful Old Saybrook

cottage, Old Saybrook
This Old Saybrook holiday cottage, a 1920s Sears Kit house, is situated approximately 1.6km from Old Saybrook's Main Street, offering easy access to restaurants, shops, and the Katherine Hepburn Cultural Arts Center.
The one-bedroom, one-bathroom property sleeps two guests and includes a kitchen with fridge, microwave, and dishwasher, air conditioning, a garden, parking, and Wi-Fi; kayaking and paddleboarding are readily available at nearby South Cove.

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

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.
Downtown Essex Apartment - Steps To River! - Old Saybrook, CT
9.9 77 reviews

Downtown Essex Apartment - Steps To River!

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.
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.
Walk To Beach, Pool, Tennis Court And Kids Playscape. - Old Saybrook, CT
No reviews

Walk To Beach, Pool, Tennis Court And Kids Playscape.

apartment, Westbrook
This Westbrook Centre holiday home is ideally situated less than 1km from Westbrook Town Beach, with Tanger Outlets and Clinton Plaza Shopping Centre within a 5km radius.
The two-bedroom property, boasting three bathrooms and sleeping up to six guests, offers a private pool, tennis court, garden, and in-house laundry facilities, alongside a fully equipped kitchen and Smart TV.

Best Old Saybrook, CT accommodations with a kitchen

Plans For Fall? Book The Winding Rock House Today! - Old Saybrook, CT
9.9 19 reviews

Plans For Fall? Book The Winding Rock House Today!

apartment, Old Lyme
This modern, renovated four-bedroom house in Old Lyme, Connecticut, is situated within a 5-8km drive of Old Saybrook Amtrak station and close to various hiking trails.
Sleeping eight guests, this property boasts a fully equipped kitchen, wraparound deck with forest views, a fireplace, and access to on-site walking paths; 24/7 host support is also provided.
The Cottage - Old Saybrook, CT
9.5 254 reviews

The Cottage

apartment, Old Saybrook
This studio apartment is conveniently located in Old Saybrook, just a short walk from the town centre and a quick bike ride to both the beach and the Connecticut River. It has received excellent ratings for its cleanliness, location, and overall user experience.
This charming, one-bedroom apartment can comfortably sleep up to four guests and features a well-equipped kitchen, a private bathroom, and a relaxing loft design. Guests can enjoy the use of two bikes to explore the area, as well as a storage shed for their belongings.
The Ingham Guest House-quaint & Quiet, Near Beach - Old Saybrook, CT
9.8 22 reviews

The Ingham Guest House-quaint & Quiet, Near Beach

cabin, Old Saybrook
The Ingham Guest House is located just 0.4 kilometres from the beaches and Main Street in Old Saybrook, offering a peaceful retreat in a quiet neighbourhood with historical significance. The property has received excellent ratings for its cleanliness, location, and overall user experience.
This charming one-bedroom cottage can accommodate two guests and features a spacious living area with a full kitchen and bathroom. Guests can enjoy amenities such as free on-site parking, air conditioning, and a garden, as well as easy access to local attractions and activities.
Fenwood Coastal Getaway Private Beach Access - Old Saybrook, CT
9.0 2 reviews

Fenwood Coastal Getaway Private Beach Access

apartment, Old Saybrook
This Old Saybrook seaside property is located within 5km of Harvey's Beach and under 10km from Saybrook Country Barn, offering easy access to both the coast and local attractions like the General William Hart House and Katharine Hepburn Cultural Arts Center.
The three-bedroom, three-bathroom house sleeps six guests and includes a fully equipped kitchen, laundry facilities, a private fenced garden, and parking; enjoy stunning ocean views and the convenience of nearby amenities.
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