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Old Saybrook, CT accommodations
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209 Lodgings in Old Saybrook, CT

Top-Rated Oceanfront Lodgings in Old Saybrook, CT

Enjoy a relaxing coastal vacation at these seaside accommodations in Old Saybrook, CT, located near the shoreline for easy beach-town exploration.

Red Bird Waterfront Home. Dock Available Extra! - Old Saybrook, CT
9.9 35 reviews

Red Bird Waterfront Home. Dock Available Extra!

house, Old Saybrook
This apartment is located in Old Saybrook, just a short walk from the historic district and the beautiful beaches of the Long Island Sound. This rental has received excellent ratings for user experience, location, and cleanliness.
This home is perfect for groups of up to 6 people. It has 2 bathrooms, a kitchen with a fridge, microwave, and dishwasher, plus amenities like air conditioning, a garden, parking, and internet access. This rental also allows pets, and offers the option to host events like bridal showers, baby showers, and engagements.

Best family friendly Old Saybrook, CT lodging

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

Hot Tub & Firepitsunsets & Beach Walk | Fireplace - Old Saybrook, CT
10 102 reviews

Hot Tub & Firepitsunsets & Beach Walk | Fireplace

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.
Spacious Historic Cottage W/pool - Walk To Beach - Old Saybrook, CT
9.5 22 reviews

Spacious Historic Cottage W/pool - Walk To Beach

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.
54 Steps To The Beach - Old Saybrook, CT
9.9 17 reviews

54 Steps To The Beach

apartment, Old Saybrook
This beach house in Old Saybrook is within walking distance of a private beach and a short drive from the town center, offering easy access to restaurants, shops, and attractions. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The house has three bedrooms, two bathrooms, and an attached porch with additional twin beds, accommodating up to eight guests. Enjoy modern amenities like flat-screen TVs, central air conditioning, a fully stocked kitchen, a washer and dryer, a grill, and an outdoor shower.
Authentic 1795 Historic Homestead W/ Private Grounds For Gatherings And Retreats - Old Saybrook, CT
9.8 140 reviews

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

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.

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?

    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.

  • 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?

    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 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?

    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 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

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.

3br Updated Cottage W/ Pool In Old Saybrook - Old Saybrook, CT
9.9 74 reviews

3br Updated Cottage W/ Pool In Old Saybrook

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

Saybrook Point Pool House

apartment, Old Saybrook
This historic, renovated barn offering 3 bedrooms and 2 bathrooms for up to 6 guests is located in Old Saybrook's North Cove neighborhood, just one block from the Saybrook Point Inn and the Connecticut River.
This maritime-themed rental features air conditioning, a kitchen, internet, parking, a swimming pool, and a patio, situated on Captain Tooker's 1890 estate.
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 seaside rental in Westbrook Center offers unobstructed ocean views and direct access to Westbrook Harbor, with West Beach 3 miles away and popular dining spots like Bill's Seafood Restaurant 3 miles and Lenny & Joe's 4 miles away.
This 5600 sq ft residence accommodates 12 guests with 6 bedrooms and 6 bathrooms, featuring two chef-grade kitchens, a kitchenette, a heated outdoor pool, a fire pit, a pool table, a wet bar, and step-free entry with a first-floor bedroom and bathroom.
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 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.

Best Old Saybrook, CT accommodation with a kitchen

Beautiful View Cottage - Old Saybrook, CT
10 164 reviews

Beautiful View Cottage

cottage, Old Saybrook
Belle Vue Cottage is located in Old Saybrook's peaceful South Cove neighborhood, just a short walk from Harvey's Beach and a short drive to Saybrook Point Inn and Spa. The cottage consistently receives excellent ratings for its cleanliness, location, and overall experience.
This charming house offers one-floor living, comfortably accommodating up to six guests in its two bedrooms and a living room with a sofa bed. Enjoy the convenience of a fully equipped kitchen, in-house laundry, and a private backyard with a fire pit and outdoor TV, perfect for relaxing after a day at the beach.
Addisons Oasis - Old Saybrook, CT
9.7 6 reviews

Addisons Oasis

apartment, Old Saybrook
This Old Saybrook beachfront cottage offers direct access to a private beach and stunning Long Island Sound views.
The three-bedroom, one-bathroom rental sleeps seven guests and includes a fully equipped kitchen with a refrigerator, microwave, and dishwasher, plus air conditioning, internet, parking, and a garden.
Old Saybrook Waterfront Luxury Cornfld Pt 3bdrm - Old Saybrook, CT
10 5 reviews

Old Saybrook Waterfront Luxury Cornfld Pt 3bdrm

apartment, Old Saybrook
This luxurious waterfront home in Old Saybrook, Connecticut, boasts breathtaking Long Island Sound sunset views.
The three-bedroom, two-bathroom house sleeps five guests and features a gourmet kitchen with dishwasher, air conditioning, a garden, and a Walpole outdoor shower; nearby attractions include Old Saybrook's downtown area.
Fully Updated Cornfield Point Beach House, Old Saybrook, Ct - Old Saybrook, CT
10 8 reviews

Fully Updated Cornfield Point Beach House, Old Saybrook, Ct

apartment, Old Saybrook
This renovated cottage is located in Old Saybrook, a short distance from Cornfield Point Association and its rocky beach. It has received excellent ratings from previous guests.
The house offers a comfortable and modern stay with 3 bedrooms and 1 bathroom, accommodating up to 7 guests. You'll enjoy access to a private beach, a boat ramp, a tennis court, a basketball court, and parking for a trailer.

Best Old Saybrook, CT accommodation with a balcony

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

Beachfront Home With Amazing Views | 5br Sleeps 11

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

Downtown Essex Apartment - Steps To River!

apartment, Essex
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
Historic Essex Home W/ Large Yard Near Downtown! - Old Saybrook, CT
No reviews

Historic Essex Home W/ Large Yard Near Downtown!

house, Essex

Traveler-Approved Luxury Lodgings in Old Saybrook, CT

Upscale lodgings in Old Saybrook, CT set a high standard for coastal comfort, offering premium amenities in a prime location.

Serene Waterfront Getaway 4bd/2b - Old Saybrook, CT
10 28 reviews

Serene Waterfront Getaway 4bd/2b

apartment, Old Saybrook

Popular Pet-Friendly Lodgings in Old Saybrook, CT

Traveling with a pet to Old Saybrook, CT is easy when your lodging features dog-friendly amenities.

Adorable Cottage With Cottage Porch, Walk To Water & Town - Old Saybrook, CT
9.0 8 reviews

Adorable Cottage With Cottage Porch, Walk To Water & Town

cottage, Westbrook
Best Of Both Worlds! - Old Saybrook, CT
9.8 117 reviews

Best Of Both Worlds!

apartment, Old Saybrook
Zion's Light Beach Cottage - Old Saybrook, CT
9.8 93 reviews

Zion's Light Beach Cottage

house, Westbrook
Modern Farmhouse With Hot Tub In Old Lyme, Ct - Old Saybrook, CT
9.9 229 reviews

Modern Farmhouse With Hot Tub In Old Lyme, Ct

apartment, Old Lyme

Guest-Favorite Lodgings with On-Site Restaurants in Old Saybrook, CT

These lodgings in Old Saybrook, CT feature a restaurant serving fresh local food, ensuring dinner is a highlight of your stay.

Oceanside Retreat Sleeps 8 3bds~3bths - Old Saybrook, CT
10 1 review

Oceanside Retreat Sleeps 8 3bds~3bths

apartment, Old Saybrook
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