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

Old Saybrook Waterfront Luxury Cornfld Point - Old Saybrook, CT
10 1 review
Old Saybrook, CT
01/08 – 03/08
SG$2091/nighttotal: SG$4182 (2 )

Old Saybrook Waterfront Luxury Cornfld Point

1 2
apartment , Old Saybrook
This luxurious waterfront house in Old Saybrook, Connecticut, boasts breathtaking Long Island Sound sunset views and is conveniently located near Old Saybrook's town centre and beaches, though precise distances aren't specified.
Sleeping up to ten guests in five bedrooms with three bathrooms and a gourmet kitchen including a dishwasher, this property offers a Walpole outdoor shower, air conditioning, a garden, and internet access, plus weekly cleaning and all linens provided.
Newly Renovated Beach Home In Cornfield Point. - Old Saybrook, CT
9.8 28 reviews
Old Saybrook, CT
25/06 – 29/06
SG$807/nighttotal: SG$3228 (4 )

Newly Renovated Beach Home In Cornfield Point.

3 2
apartment , Old Saybrook
This newly renovated beach house is located in Cornfield Point, a quiet neighbourhood in Old Saybrook, just 400 metres from the beach. The property has received excellent ratings for location, cleanliness and overall user experience.
The house has three bedrooms and one bathroom, accommodating up to eight guests. The fully equipped kitchen, large patio, and fire pit offer everything you need for a comfortable and enjoyable stay.
Driftwood Cottage @  Saybrook Point Marina, 2 King Beds - Old Saybrook, CT
9.6 102 reviews
Old Saybrook, CT
20/08 – 25/08
SG$1104/nighttotal: SG$5520 (5 )

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

3 4
cottage , Old Saybrook
Cove Street Cottage is a charming holiday home in Old Saybrook Center, just a short walk from the Saybrook Point Resort and Marina, and a short drive from beaches, shops, and historic sites. The cottage has received excellent reviews for its location, cleanliness, and overall experience.
The cottage is spacious, offering 121 square metres of living space and can comfortably accommodate up to six guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, and access to the nearby resort's spa.
Woodsy Retreat With Fire Pit - Old Saybrook, CT
9.2 31 reviews
Old Saybrook, CT
06/08 – 09/08
SG$414/nighttotal: SG$1242 (3 )

Woodsy Retreat With Fire Pit

1 2
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.

Best Old Saybrook, CT holiday rentals with a pool

Among the 119 accommodations in Old Saybrook, CT, here are the 4 best rentals with a pool

Private 2-acre Coastal Compound With Pool•cottage - Old Saybrook, CT
10 1 review
Old Saybrook, CT
25/06 – 29/06
SG$2201/nighttotal: SG$8804 (4 )

Private 2-acre Coastal Compound With Pool•cottage

1 2
apartment , Westbrook
This Westbrook apartment, a spacious Victorian beach house, is situated near Westbrook's beaches and attractions, though precise distances are unspecified.
The property comprises a four-bedroom, two-bathroom main house and a separate three-bedroom cottage (available at an extra cost), accommodating up to twelve guests, and features a swimming pool and parking.
Privateers Boathouse (Village Waterfront) - Old Saybrook, CT
9.7 38 reviews
Old Saybrook, CT
06/08 – 09/08
SG$671/nighttotal: SG$2013 (3 )

Privateers Boathouse (Village Waterfront)

1 2
house , Essex
This waterfront cottage is located in Essex Village, a short drive from beaches, golf courses, and hiking trails. It has received excellent ratings for cleanliness, location, and overall user experience.
The cottage has one bedroom and one bathroom, comfortably accommodating up to three guests. Amenities include a fully equipped kitchen, air conditioning, a private deck with water views, and access to a shared swimming pool and water activities.
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.
Seashore Getaway - Ct Shoreline - Old Saybrook, CT
9.8 100 reviews
Old Saybrook, CT
06/08 – 09/08
SG$380/nighttotal: SG$1140 (3 )

Seashore Getaway - Ct Shoreline

1 2
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.

Frequently asked questions about holiday rentals in Old Saybrook, CT

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Best Old Saybrook, CT holiday rentals with a balcony

Keel At Soundview · Beach+oceanview+sunrise - Old Saybrook, CT
10 1 review
Old Saybrook, CT
27/06 – 04/07
SG$493/nighttotal: SG$3451 (7 )

Keel At Soundview · Beach+oceanview+sunrise

1 2
apartment , Old Lyme
This Old Lyme beachfront flat, situated in a rural area, is a short 3.2km drive from Rocky Neck State Park and 3.8km from the Lyme Academy of Fine Arts.
The 50 square metre self-catering apartment sleeps two, boasting a fully equipped kitchen, air conditioning, Wi-Fi, a terrace, parking, and proximity to Ocean Beach Park and the New London Ferry Dock.
Private Beautiful Setting, Lyme's Best Kept Secret,  Swim, Boat, Fish, Hike - Old Saybrook, CT
9.8 34 reviews
Old Saybrook, CT
27/06 – 04/07
SG$700/nighttotal: SG$4900 (7 )

Private Beautiful Setting, Lyme's Best Kept Secret, Swim, Boat, Fish, Hike

3 2
apartment , Lyme
This charming cottage is located on the serene Uncas Lake in Lyme, Connecticut, just a short drive from the vibrant town centre. The cottage consistently receives excellent ratings for its cleanliness, location and overall experience.
The cottage offers 204 square metres of space, comfortably accommodating up to six guests in its three bedrooms. This peaceful retreat boasts a range of amenities including a fully equipped kitchen, a spacious screened-in porch, a private garden, and complimentary watercraft for exploring the lake.
Adorable Cottage, 5 Min Walk To Water & Town - Old Saybrook, CT
9.4 15 reviews
Old Saybrook, CT
01/08 – 03/08
SG$570/nighttotal: SG$1140 (2 )

Adorable Cottage, 5 Min Walk To Water & Town

2 2
apartment , Westbrook
This charming cottage is located in Westbrook Center, just a 1.5 kilometre walk from Middle Beach and a 6 kilometre drive from Quotonset Beach, offering easy access to the beautiful coastline. The cottage has consistently received excellent reviews from previous guests, highlighting its comfortable and convenient features.
This two-bedroom property comfortably sleeps four guests, with a queen-sized bed in each bedroom and a pull-out sofa. The cottage is equipped with modern amenities, including a fully equipped kitchen, a dishwasher, free Wi-Fi, air conditioning, a jacuzzi, and a dedicated workspace, perfect for remote workers.
Tranquil Farmhouse In Charming Lyme - Old Saybrook, CT
Old Saybrook, CT
25/06 – 29/06
SG$1889/nighttotal: SG$7556 (4 )

Tranquil Farmhouse In Charming Lyme

6 2
farm , 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.

Best Old Saybrook, CT holiday rentals with parking

1st Floor Westbrook Anchor | 2 Queen Beds | Ev Charger | Near Beach - Old Saybrook, CT
Old Saybrook, CT
23/07 – 26/07
SG$742/nighttotal: SG$2226 (3 )

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

2 4
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.
A Perfect Getaway. Direct Assess To The 1000 Acre Old Saybrook Essex Preserve - Old Saybrook, CT
10 3 reviews
Old Saybrook, CT
20/08 – 25/08
SG$689/nighttotal: SG$3445 (5 )

A Perfect Getaway. Direct Assess To The 1000 Acre Old Saybrook Essex Preserve

2 4
cottage , Old Saybrook
This charming cottage is situated in Essex, just a short drive from Old Saybrook's town beaches, shops, restaurants, and the Kate Cultural Arts Center. It's a peaceful location, perfect for those seeking a relaxing getaway.
The cottage features two bedrooms and two bathrooms, comfortably accommodating up to four guests. It boasts a fully equipped kitchen, a private patio, a jacuzzi, and access to nearby hiking and biking trails, making it ideal for families and couples alike.
Gorgeous 3-bedroom House In Tranquil Westbrook Perfect For Relaxing Getaway - Old Saybrook, CT
10 1 review
Old Saybrook, CT
20/08 – 25/08
SG$556/nighttotal: SG$2780 (5 )

Gorgeous 3-bedroom House In Tranquil Westbrook Perfect For Relaxing Getaway

3 4
apartment , Westbrook
This three-bedroom flat, suitable for six guests, is located in the Westbrook Centre district, offering proximity to Indian River Marina and Essex Island Marina, as well as historical attractions such as the Connecticut Valley Railroad State Park.
Guests at this property can enjoy air conditioning, Wi-Fi, a kitchen equipped with a fridge and microwave oven, and access to a garden, with nearby family-friendly activities including Stay and Play LLC and Saybrook Country Barn.
Stoneacre At Point O'woods - Old Saybrook, CT
Old Saybrook, CT
27/06 – 04/07
SG$608/nighttotal: SG$4256 (7 )

Stoneacre At Point O'woods

1 4
apartment , Old Lyme
This two-bedroom flat in Old Lyme offers exclusive access to the Point O' Woods beach community, providing a direct connection to the shore.
This single-storey residence accommodates up to four guests, featuring a fully equipped kitchen, a living room with a gas fireplace, and accessible bathrooms, alongside a back patio with a fire table and a front deck.
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