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

The Westbrook Anchor – 1st Floor 2br W/ Ev Charger - Old Saybrook, CT
10 2 reviews
Old Saybrook, CT
02/08 – 07/08
SG$493/nightTotal: SG$2465 (5 )

The Westbrook Anchor – 1st Floor 2br W/ Ev Charger

1 4
apartment , Westbrook
This two-bedroom flat in Mystic Harbor Landing offers water views of Mystic Harbor and is a 10-minute walk (approximately 0.8 kilometres) from Mystic Amtrak station and a 15-minute walk (approximately 1.2 kilometres) to the historic downtown area.
This family-friendly apartment accommodates up to four guests and features a fully renovated kitchen with an island, air conditioning, Wi-Fi, and EV charging, situated in a neighbourhood ideal for exploring local beaches and enjoying a peaceful stay.
Private 2nd-floor Apt | 4 Mins To Beach | Ev Charger & Parking Included - Old Saybrook, CT
Old Saybrook, CT
01/08 – 03/08
SG$560/nightTotal: SG$1120 (2 )

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

1 2
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.
4 Bedrooms Modern Home With Water View & Access - Old Saybrook, CT
10 20 reviews
Old Saybrook, CT
25/06 – 29/06
SG$885/nightTotal: SG$3540 (4 )

4 Bedrooms Modern Home With Water View & Access

1 2
apartment , Essex
This Essex farmhouse, situated near Essex Village, offers a peaceful retreat minutes from several nature trails and Mill Pond.
The property boasts four bedrooms sleeping eight, a dedicated movie room, outdoor deck, and outdoor shower; amenities include Wi-Fi, parking, and a fully equipped kitchen.
Peace Barn - Old Saybrook, CT
Old Saybrook, CT
02/08 – 07/08
SG$514/nightTotal: SG$2570 (5 )

Peace Barn

1 4
apartment , Deep River
This Deep River farm, perfect for families, offers five bedrooms, two bathrooms, and sleeps eight guests; further details regarding its precise location within Deep River are needed to specify proximity to local attractions.
The property includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, Wi-Fi, parking, and a garden, ensuring a comfortable stay.

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

3br Updated Cottage W/ Pool In Old Saybrook - Old Saybrook, CT
10 67 reviews
Old Saybrook, CT
20/08 – 25/08
SG$894/nightTotal: SG$4470 (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.
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.
Quiet Setting For This Guesthouse With Pool. - Old Saybrook, CT
9.9 41 reviews
Old Saybrook, CT
25/06 – 29/06
SG$275/nightTotal: SG$1100 (4 )

Quiet Setting For This Guesthouse With Pool.

1 2
house , Old Lyme
This charming guest house is situated on a quiet street, just a short drive from the picturesque town of Old Lyme and its beautiful beaches. It has received excellent ratings for location, cleanliness and overall experience.
The self-contained accommodation comfortably sleeps two guests and features a queen-size pull-out bed, a refrigerator, microwave, and a Keurig coffee machine. Guests can enjoy the refreshing swimming pool, relax in the outdoor lounging area, or explore the nearby towns of Essex, Old Saybrook, and Chester.
Privateers Boathouse (Village Waterfront) - Old Saybrook, CT
9.7 38 reviews
Old Saybrook, CT
25/06 – 29/06
SG$720/nightTotal: SG$2880 (4 )

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.

Frequently asked questions about holiday rentals in Old Saybrook, CT

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Best Old Saybrook, CT holiday rentals with a balcony

The Nest At Black Hall - Old Saybrook, CT
Old Saybrook, CT
25/06 – 29/06
SG$669/nightTotal: SG$2676 (4 )

The Nest At Black Hall

1 2
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.
Downtown Essex Apartment - Steps To River! - Old Saybrook, CT
9.9 73 reviews
Old Saybrook, CT
20/08 – 25/08
SG$569/nightTotal: SG$2845 (5 )

Downtown Essex Apartment - Steps To River!

1 4
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
9.8 138 reviews
Old Saybrook, CT
02/08 – 07/08
SG$1142/nightTotal: SG$5710 (5 )

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

5 4
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.
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

Fenwood Coastal Getaway Private Beach Access - Old Saybrook, CT
9.0 2 reviews
Old Saybrook, CT
25/06 – 29/06
SG$957/nightTotal: SG$3828 (4 )

Fenwood Coastal Getaway Private Beach Access

3 2
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.
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.
Old Lyme Pet Friendly Escape | Griswold Preserve - Old Saybrook, CT
10 1 review
Old Saybrook, CT
02/08 – 07/08
SG$722/nightTotal: SG$3610 (5 )

Old Lyme Pet Friendly Escape | Griswold Preserve

3 4
apartment , Old Lyme
This three-bedroom, two-bathroom holiday cottage in Old Lyme offers accommodation for up to six guests, situated less than 1 kilometre from the Old Lyme galleries and village district, and adjacent to the Griswold Preserve with its walking trails.
Guests can enjoy a spacious garden with outdoor seating and a gas grill, a real wood-burning fireplace, a fully equipped kitchen with a dishwasher and microwave, and an in-unit washer and dryer, all within a peaceful setting.
Driftwood Cottage @  Saybrook Point Marina, 2 King Beds - Old Saybrook, CT
9.6 101 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.
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