Holiday Rentals in Old Saybrook, CT

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Old Saybrook, CT holiday rentals
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Best Holiday rentals and Airbnb offers in Old Saybrook, CT

Best family friendly Old Saybrook, CT holiday rentals

Among the 191 accommodations in Old Saybrook, CT, here are the 4 best family friendly rentals

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.
Fully Updated Cornfield Point Beach House, Old Saybrook, Ct - Old Saybrook, CT
10 6 reviews

Fully Updated Cornfield Point Beach House, Old Saybrook, Ct

apartment, Old Saybrook
This renovated cottage is located in Old Saybrook, just a short walk from Cornfield Point Association and its rocky beach. The cottage has received excellent user ratings and is a popular choice for travellers seeking a relaxing and comfortable stay.
This three-bedroom property can accommodate up to seven guests. It features a fully equipped kitchen, a private garden, and ample parking space. Guests can enjoy access to the Cornfield Point Association's clubhouse yard, tennis court, basketball court, and private beach, as well as nearby attractions like Essex Island Marina and Indian River Marina.
The Beach House - Old Saybrook, CT
9.7 153 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.
Charming Year-round Beach Home In Indian Town, Old Saybrook - Old Saybrook, CT
9.6 8 reviews

Charming Year-round Beach Home In Indian Town, Old Saybrook

apartment, Old Saybrook
This Saybrook Manor holiday home in Old Saybrook, Connecticut is situated within 3.2km of Chalker Beach, the Katharine Hepburn Cultural Arts Center, and the General William Hart House.
This three-bedroom, two-bathroom property boasts 177 square metres of living space, sleeping up to eight guests and offering amenities including a Jacuzzi, terrace, garden, and parking, plus a fully equipped kitchen and in-house laundry facilities.

Best Old Saybrook, CT holiday rentals with a pool

Among the 191 accommodations in Old Saybrook, CT, here are the 4 best rentals with a pool

Spacious Historic Cottage W/pool - Walk To Beach - Old Saybrook, CT
9.4 20 reviews

Spacious Historic Cottage W/pool - Walk To Beach

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.
Seashore Getaway - Ct Shoreline - Old Saybrook, CT
9.8 102 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.
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.

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Best Old Saybrook, CT holiday rentals with a balcony

Tranquil Farmhouse In Charming Lyme - Old Saybrook, CT
No reviews

Tranquil Farmhouse In Charming Lyme

manor house, Lyme
This Lyme farmhouse, located in a rural hamlet on the eastern Connecticut River, is 12 kilometres from the Amtrak station and within 30 minutes of New London, offering proximity to Nehantic State Forest for hiking and swimming.
This 6-bedroom, 5.5-bathroom property accommodates up to 12 guests and features a terrace with views of a swimming pool and tennis court, alongside nearby access to organic produce and a community art studio.
The Nest At Black Hall - Old Saybrook, CT
8.0 1 review

The Nest At Black Hall

apartment, Old Lyme
This Old Lyme studio apartment is situated on the waterfront, 0.5 kilometers from the Florence Griswold Museum and the Connecticut Valley Railroad State Park Trail, and adjacent to a golf course.
This 88 square meter flat offers accommodation for up to four guests with air conditioning, internet, and a terrace, providing direct access to waterfront activities like kayaking and scuba diving.
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 holiday rentals with parking

Woodsy Retreat With Fire Pit - Old Saybrook, CT
9.1 32 reviews

Woodsy Retreat With Fire Pit

apartment, Westbrook
This apartment is located just a few kilometres from Westbrook Town Beach and offers a tranquil escape from city life, situated in a peaceful setting close to the Connecticut shoreline. It has consistently received excellent ratings for its cleanliness, location and overall user experience.
The property has two bedrooms and two bathrooms, comfortably accommodating up to five guests. Enjoy a range of amenities, including a private patio with a fire pit, access to a pool and jacuzzi, a fenced-in yard, and an Italian pizza oven, along with optional add-ons like a Mercedes Sprinter Limo van, bird watching tours, and Champagne & chocolate tastings.
Beach House Getaway - Old Saybrook, CT
10 6 reviews

Beach House Getaway

apartment, Old Saybrook
This three-bedroom apartment is situated in a peaceful neighbourhood in Old Saybrook, just a 2-minute walk from a private beach and a short drive from Harvey's Beach. The apartment has been consistently rated excellent for location, cleanliness, and overall experience.
The property offers a comfortable and convenient stay for up to 5 guests. Enjoy modern amenities, a spacious sun porch, a full kitchen, laundry facilities, cable TV, high-speed internet, beach chairs, and towels, as well as a private beach, a deck with a grill, a backyard, and an outdoor shower.
Cottage On The Ocean - Old Saybrook, CT
No reviews

Cottage On The Ocean

cottage, Westbrook
This beachfront bungalow in Westbrook, Connecticut, offers direct Atlantic Ocean access with views of Long Island Sound, placing you within easy reach of local amenities.
This three-bedroom, one-bathroom holiday home accommodates up to six guests and features air conditioning, a dishwasher, a fridge, a microwave, and off-street parking, with a garden ideal for outdoor dining.
Addisons Oasis - Old Saybrook, CT
9.7 6 reviews

Addisons Oasis

apartment, Old Saybrook
This Old Saybrook beachfront cottage, offering direct beach access and Long Island Sound views, is situated in Old Saybrook, Connecticut.
Sleeping seven guests, this three-bedroom, one-bathroom property boasts a renovated interior, a garden, parking, and amenities including a fridge, microwave, and dishwasher; plus, it provides access to a private beach and stunning Long Island Sound sunrises.
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