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Best Vacation rentals and Airbnb offers in Old Saybrook, CT
Old Saybrook, CT
06/27 – 07/04
$350/nighttotal: $2450 (7 )
The Rudder At Soundview · Beach+ocean+sunrise
1 2
apartment , Old Lyme
The Rudder at Soundview apartment in Old Lyme, Connecticut offers direct beach access and ocean views, situated near Ocean Beach Park and a short drive from attractions like The Book Barn and the Children's Museum of Southeastern Connecticut. This 250-square-foot studio rental sleeps two, featuring a full kitchen, high-speed Wi-Fi, air conditioning, a smart TV, and proximity to water sports.
10 31 reviews
Old Saybrook, CT
06/27 – 07/04
$1247/nighttotal: $8729 (7 )
Cute Westbrook Cottage With Private Beach Access
1 2
apartment , Westbrook
This Westbrook beach cottage is located just a short walk from a secluded, semi-private beach, offering a peaceful escape from the hustle and bustle. The property has consistently received excellent ratings for its cleanliness, location, and overall experience. This four-bedroom, two-bathroom home can comfortably accommodate up to eight guests. The cottage features a fully equipped kitchen, a spacious backyard, and a sunroom with water views, making it perfect for families or groups looking for a relaxing and enjoyable stay.
10 1 review
Old Saybrook, CT
06/27 – 07/04
$384/nighttotal: $2688 (7 )
Keel At Soundview · Beach+oceanview+sunrise
1 2
apartment , Old Lyme
This beachfront Old Lyme apartment rental is a 5-minute drive from Rocky Neck State Park and 6 minutes from the Lyme Academy of Fine Arts, offering easy access to Old Lyme's natural beauty and cultural attractions. This 540-square-foot unit features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, air conditioning, Wi-Fi, a terrace, and on-site parking.
Old Saybrook, CT
06/27 – 07/04
$516/nighttotal: $3612 (7 )
Breath Taking Water Views From This 4-bedroom Home In Old Saybrook.
4 2
apartment , Old Saybrook
This waterfront home in Old Saybrook, Connecticut, offers expansive views of the Connecticut River and is located 1.5 miles from downtown Essex, Old Lyme, and Old Saybrook. This 4-bedroom residence accommodates up to 8 guests, featuring private outdoor spaces with a grill and fire pit, and provides easy access to waterfront parks, shops, restaurants, historic sites, and trails for boating, kayaking, and beachcombing.
9.0 2 reviews
Old Saybrook, CT
06/25 – 06/29
$744/nighttotal: $2976 (4 )
Fenwood Coastal Getaway Private Beach Access
3 2
apartment , Old Saybrook
This Old Saybrook seaside home offers stunning ocean views and is located within 3 miles of Harvey's Beach and under 6 miles from the Katharine Hepburn Cultural Arts Center and Saybrook Country Barn. This three-bedroom, three-bathroom vacation rental sleeps six and includes a fully equipped kitchen, in-house laundry, a private fenced yard, and air conditioning.
9.5 12 reviews
Old Saybrook, CT
06/27 – 07/04
$832/nighttotal: $5824 (7 )
Ocean View In Old Lyme
4 4
apartment , Old Lyme
This renovated home is located in Old Lyme, just steps away from the beaches and a short drive from Mystic Aquarium, Foxwoods and Mohegan Sun Gaming Resorts, and Clinton Crossing Premium Outlets. It boasts excellent user, location, and cleanliness ratings. This spacious vacation rental offers 1600 square feet of living space with 4 bedrooms and can accommodate up to 8 guests. Amenities include a fully equipped kitchen, air conditioning, a terrace, a garden, a spa, parking, and internet access. Guests can enjoy activities like swimming, sunbathing, fishing, boating, and exploring the nearby attractions.
Old Saybrook, CT
06/27 – 07/04
$1303/nighttotal: $9121 (7 )
Charming 2-bedroom Cottage In Old Lyme With Ac
2 4
cottage , Old Lyme
This Old Lyme cottage, conveniently located near Ocean Beach Park and the New London Ferry Dock, offers easy access to Old Lyme attractions like The Book Barn and the Children's Museum of Southeastern Connecticut. The two-bedroom, one-bathroom house sleeps four guests comfortably, featuring two queen beds, air conditioning, and a weekly rental rate of $1000 with a $100 deposit; contact 860-466-9883 for bookings.
9.8 28 reviews
Old Saybrook, CT
06/25 – 06/29
$628/nighttotal: $2512 (4 )
Newly Renovated Beach Home In Cornfield Point.
3 2
apartment , Old Saybrook
This newly renovated beach house is located in the desirable Cornfield Point neighborhood, just a 4-minute walk from the beach. The property has received excellent ratings for its location, cleanliness, and overall experience. The home features three bedrooms and one bathroom, accommodating up to eight guests. Amenities include a modern kitchen with stainless steel appliances, a spacious open floor plan, a large patio with a fire pit, and a triple lot for outdoor activities.
9.9 34 reviews
Old Saybrook, CT
08/06 – 08/09
$337/nighttotal: $1011 (3 )
Barn At Ashlawn Farm (On 110 Acres)
2 2
gîte , Lyme
This charming farmhouse rental is located in the Lyme countryside, just a short drive from the historic village of Lyme Regis. The gîte has received excellent ratings for location, cleanliness, and overall experience. This converted barn comfortably sleeps up to 5 guests and features two bedrooms and one bathroom. Enjoy the amenities of a fully equipped kitchen, air conditioning, a private garden, and parking, along with a unique farm stay experience that includes access to trails, and the chance to interact with friendly animals.
10 44 reviews
Old Saybrook, CT
06/25 – 06/29
$1163/nighttotal: $4652 (4 )
Wonderful 4br Old Saybrook Beach Home!
4 2
apartment , Old Saybrook
This four-bedroom apartment in Old Saybrook is located just 150 steps from a private beach, making it perfect for families or groups seeking easy access to the sand and surf. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience. The home features a spacious layout with two full bathrooms, comfortably accommodating up to eight guests. Enjoy amenities like a private yard, a fully equipped kitchen, air conditioning, and a deck offering panoramic water views.
8.0 8 reviews
Old Saybrook, CT
06/27 – 07/04
$1067/nighttotal: $7469 (7 )
Nantucket-style Coastline Gem
2 4
apartment , Westbrook
This charming Westbrook rental is just a two-block walk from the beach, putting you in close proximity to the beautiful Connecticut coastline and the town center. The apartment consistently receives high ratings for its location, cleanliness, and overall experience, making it a great option for travelers seeking a comfortable and convenient stay. The rental features a spacious open floor plan with a fireplace, perfect for relaxing after a day at the beach. It can comfortably accommodate up to four guests and provides a variety of amenities, including a fully equipped kitchen, a private garden, a grill, and parking.
Best Old Saybrook, CT vacation rentals with a balcony
9.4 15 reviews
Old Saybrook, CT
08/01 – 08/03
$443/nighttotal: $886 (2 )
Adorable Cottage, 5 Min Walk To Water & Town
2 2
apartment , Westbrook
This charming cottage is located in Westbrook Center, just a short walk from Middle Beach and a quick drive to Quotonset Beach. It has received excellent ratings from previous guests, making it a popular choice for travelers seeking a relaxing coastal getaway. The cottage comfortably accommodates up to four guests with two bedrooms and a pull-out sofa. Enjoy modern amenities, including a dishwasher, air conditioning, and a private driveway, perfect for a memorable vacation in Westbrook.
Old Saybrook, CT
08/20 – 08/25
$383/nighttotal: $1915 (5 )
Private 2nd-floor Apt | 4 Mins To Beach | Ev Charger & Parking Included
1 4
apartment , Westbrook
This 1-bedroom, 1-bathroom apartment in Westbrook Center is located 4 minutes from West Beach and less than 1 mile (approximately 5,280 feet) from Westbrook Outlets, offering central access to Route 1 for day trips and proximity to attractions like the Connecticut Valley Railroad State Park. This 540 square foot dwelling accommodates up to 4 guests with air conditioning, a full kitchen including a dishwasher, and off-street parking with a Level 2 EV charger.
9.4 10 reviews
Old Saybrook, CT
06/27 – 07/04
$289/nighttotal: $2023 (7 )
Now Has Tv + Linens - Relaxing 4-bedroom Cottage In Westbrook, Ct At West Beach
4 4
cottage , Westbrook
This charming cottage is located in Westbrook Center, a short walk from West Beach and about 1.1 miles from the Shoreline East train station. It's a great option for families or groups looking for a comfortable and convenient place to stay near the beach. The cottage has received excellent user ratings, so you can be sure it's a good choice. The cottage has four bedrooms and two bathrooms, with enough space to comfortably accommodate seven guests. Enjoy the outdoors with a protected porch, screened-in sleeping porch, enclosed side porch, and outdoor shower, as well as a large lawn perfect for family gatherings.
8.8 1341 reviews
Old Saybrook, CT
08/02 – 08/07
$1017/nighttotal: $5085 (5 )
Water's Edge Resort & Spa
2 4
resort , Westbrook
Water's Edge Resort & Spa is located in Westbrook, Connecticut, just a short drive from the Clinton Crossing Premium Outlets and Hammonasset Beach State Park. The resort has received very good user ratings, with excellent scores for location and cleanliness. The resort offers a range of amenities, including a private beach, indoor and outdoor pools, a spa, a fitness center, tennis courts, and a restaurant and bar. Guests can enjoy scenic ocean views from their rooms or the resort's facilities.
Browse Family-Friendly Vacation Rentals in Old Saybrook, CT
These family-friendly vacation rentals in Old Saybrook, CT offer spacious layouts and easy access to local beaches.
10 9 reviews
Old Saybrook, CT
06/25 – 06/29
$492/nighttotal: $1968 (4 )
Anchors Away
1 2
apartment , Old Saybrook
This waterfront house in Old Saybrook is just a short drive from the charming downtown area and its shops and restaurants, offering a peaceful retreat with easy access to local attractions. The property enjoys excellent guest, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The house features one bedroom and one bathroom, comfortably accommodating up to five guests. Guests can enjoy a fully equipped kitchen, a relaxing hot tub, a private boat dock, stunning waterfront views, and a screened-in porch for outdoor relaxation.
9.8 206 reviews
Old Saybrook, CT
08/20 – 08/25
$325/nighttotal: $1625 (5 )
Historic Essex Home W/ Large Yard Near Downtown!
2 4
house , Essex
This house is located in Essex, within a 10-minute walk of historical sites such as Connecticut Valley Railroad State Park, Essex Steam Train, and Essex Library. It has excellent user, location, and cleanliness ratings. The house has 2 bedrooms, 2 bathrooms, a kitchen with a fridge, microwave oven, dishwasher, stovetop, and a washing machine. It has a floor area of 1400 square feet and a guest capacity of 4. It also has a patio, dining area, garden, spa, parking, and air conditioning. Guests can relax in the garden, and pets are allowed.
9.9 186 reviews
Old Saybrook, CT
08/02 – 08/07
$904/nighttotal: $4520 (5 )
River Barn, Sidewalk Stroll Into Essex Village
2 4
farm , Essex
The River Barn is a charming farmhouse conversion located just a short distance from the Village of Essex and its picturesque waterfront. This property has consistently earned excellent ratings for its cleanliness, location, and overall guest experience. This two-bedroom, two-bathroom farmhouse can accommodate up to four guests and features a modern kitchen, a dedicated office space with high-speed internet, a private fenced-in yard with a deck and fire pit, and luxurious amenities like organic toiletries and local coffee.
9.5 22 reviews
Old Saybrook, CT
08/20 – 08/25
$634/nighttotal: $3170 (5 )
Beautiful Cottage Cove!
1 4
apartment , Old Saybrook
This Old Saybrook vacation rental is located just minutes from the beach, shops, restaurants, and marinas. The property is 1.1 miles from the Saybrook Point Inn and 1.8 miles from Town Beach, offering a convenient location for exploring the area's attractions. This rental has received excellent ratings for its user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay. The home features 1990 square feet of living space spread across three floors, providing ample room for families or groups. The home offers a fully equipped kitchen, a spacious garden, off-street parking for up to four cars, and family-friendly amenities like kid and dog gates, pack-and-plays, and a large dog crate.
Frequently Asked Questions about vacation rentals in Old Saybrook, CT
What are some interesting places to visit in or near Old Saybrook, CT?
Old Saybrook has a lot to offer! You can visit the historic Old Saybrook Lighthouse, walk along the Connecticut River at the Town Green, or explore the Saybrook Point area with its shops and restaurants. If you're looking for something a bit further out, the Mystic Aquarium and the Mystic Seaport Museum are both within a short drive.
What are the best Airbnb and vacation rentals in Old Saybrook, CT?
Which walking or cycling routes are the best in Old Saybrook, CT?
The Old Saybrook Shoreline Trail is a great option for a scenic walk or bike ride. It runs along the Connecticut River and offers beautiful views of the water. You can also try the Saybrook Point Loop, which takes you past the Saybrook Point Inn and along the waterfront.
What are the most popular Airbnbs in Old Saybrook, CT?
What sports or outdoor activites can visitors enjoy in and around Old Saybrook, CT?
Old Saybrook is a great place to enjoy the outdoors. You can go kayaking or canoeing on the Connecticut River, swimming at the Town Beach, or fishing from the pier at Saybrook Point. For a more challenging activity, try hiking at the Chatfield Hollow State Park.
What are the best vacation rentals with a pool in Old Saybrook, CT?
What amenities are commonly available in vacation rentals in Old Saybrook, CT?
Vacation rentals in Old Saybrook usually have the basics like bedrooms, bathrooms, and a kitchen. Many also offer laundry facilities, wifi, and parking. Some rentals even have private decks or patios with views of the water.
What are the best rentals for families and kids in Old Saybrook, CT?
What time of year is best to rent a vacation rental Old Saybrook, CT?
The best time to visit Old Saybrook depends on what you're looking for. Summer is the most popular time to visit, with warm weather and plenty of outdoor activities. Fall offers beautiful foliage and a more relaxed atmosphere. Spring is a great time to enjoy the outdoors before the crowds arrive, and winter offers a chance to experience Old Saybrook's charming holiday season.
What are the best rentals or Airbnbs with a jacuzzi in Old Saybrook, CT?
What are the local dishes in Old Saybrook, CT region?
Old Saybrook's local cuisine reflects its coastal location. You'll find plenty of fresh seafood, especially lobster. Try a lobster roll, a lobster bisque, or a lobster mac and cheese. Other popular dishes include clams, oysters, and fish and chips.
Destinations nearby
Best Old Saybrook, CT vacation rentals with parking
9.5 4 reviews
Old Saybrook, CT
06/27 – 07/04
$384/nighttotal: $2688 (7 )
Charming Country Retreat
1 4
apartment , Clinton
This secluded Clinton, IA home, nestled within a nature preserve and accessed via a long driveway, offers exceptional privacy and security. The 3-bedroom, 2-bathroom house sleeps 8, features a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, and a large deck overlooking the surrounding nature preserve; amenities include high-speed internet access.
9.6 102 reviews
Old Saybrook, CT
08/20 – 08/25
$859/nighttotal: $4295 (5 )
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
3 4
cottage , Old Saybrook
Cove Street Cottage is a waterfront accommodation in the heart of Old Saybrook Center, offering stunning views of the Long Island Sound and the Connecticut River. Just steps away from the Saybrook Point Resort and Marina, this highly-rated cottage boasts a spacious layout with 1,300 square feet, 3 bedrooms, 2 bathrooms, and a guest capacity of 6. Guests can enjoy a fully equipped kitchen, air conditioning, a jacuzzi, a garden, parking, and resort access. The cottage also features a fenced backyard with a fire pit, and bikes and chairs for guests' convenience. Nearby activities include motor boating, rock climbing, mountain biking, and cycling.
10 9 reviews
Old Saybrook, CT
08/20 – 08/25
$441/nighttotal: $2205 (5 )
The Saybrook Point Bungalow, Stroll To Downtown
2 4
apartment , Old Saybrook
This 2-bedroom cottage is located in the Old Saybrook Point neighborhood, 1 mile from Old Saybrook's Main Street shops and restaurants. This rental offers accommodations for up to 4 guests with a king bed, a twin bed, and a sofa, plus a Smart TV, air conditioning, parking, and a kitchen.
10 53 reviews
Old Saybrook, CT
08/20 – 08/25
$925/nighttotal: $4625 (5 )
Secret Seaside Stone Cottage
1 4
apartment , Westbrook
This Westbrook apartment is located in the marina district, directly on the Patchogue River with a private dock, and is just a walk or bike ride from the beach. The apartment has received excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment comfortably sleeps 8 guests and features a spacious layout with 3 bedrooms, 2 bathrooms, and a fully equipped kitchen. Amenities include a private dock with water access, a hot tub, a fireplace, a pool table, and beach equipment, making it perfect for both relaxing and entertaining.
Choose the Right Vacation Rentals with a Pool in Old Saybrook, CT
A vacation rental with a pool in Old Saybrook, CT is the ideal way to complement your daily coastal adventures.
10 67 reviews
Old Saybrook, CT
08/02 – 08/07
$699/nighttotal: $3495 (5 )
3br Updated Cottage W/ Pool In Old Saybrook
1 4
apartment , Westbrook
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.
9.8 100 reviews
Old Saybrook, CT
08/06 – 08/09
$296/nighttotal: $888 (3 )
Seashore Getaway - Ct Shoreline
1 2
apartment , Old Saybrook
This Old Saybrook apartment is conveniently located just 0.7 miles from the beach, making it easy to enjoy the beautiful coastline. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. The apartment has 1 bedroom and 2 bathrooms, comfortably accommodating 2 guests. Enjoy the on-site amenities, including a swimming pool, fitness center, and garden, as well as easy access to nearby restaurants, shopping outlets, and public transportation.
9.9 41 reviews
Old Saybrook, CT
06/25 – 06/29
$214/nighttotal: $856 (4 )
Quiet Setting For This Guesthouse With Pool.
1 2
house , Old Lyme
This charming guest house is located on a quiet residential street in Old Lyme, just a short drive from the town center and I95. It has received excellent ratings for user experience, location, and cleanliness. The cozy guest house has one bedroom and one bathroom, comfortably accommodating two guests. It offers a private pool, a dedicated lounging area, and essential amenities like a refrigerator, microwave, and Keurig coffee maker.
10 1 review
Old Saybrook, CT
06/25 – 06/29
$1712/nighttotal: $6848 (4 )
Private 2-acre Coastal Compound With Pool•cottage
1 2
apartment , Westbrook
This Westbrook vacation rental, a spacious seven-bedroom compound near the beach and other Westbrook attractions, offers a main house and a renovated three-bedroom cottage. The property features two full kitchens, two bathrooms, a private in-ground pool, parking, and accommodates up to twelve guests, making it ideal for large families or groups.
Browse Waterfront Vacation Rentals in Old Saybrook, CT
Discover relaxing coastal properties with these seaside vacation rentals in Old Saybrook, CT, located near the shore for an ideal beach-town escape.
10 12 reviews
Old Saybrook, CT
08/06 – 08/09
$377/nighttotal: $1131 (3 )
Long Island Sound Studio
1 2
studio , Old Lyme
9.6 15 reviews
Old Saybrook, CT
08/20 – 08/25
$680/nighttotal: $3400 (5 )
Charming New Beach Cottage
2 4
apartment , Westbrook
10 3 reviews
Old Saybrook, CT
06/27 – 07/04
$350/nighttotal: $2450 (7 )
The Stern At Soundview · Beach+ocean+sunrise
1 2
apartment , Old Lyme
Old Saybrook, CT
08/20 – 08/25
$385/nighttotal: $1925 (5 )
Gorgeous 3 Bedroom House In Tranquill Westbrook.
3 4
house , Westbrook
Traveler-Approved Luxury Vacation Rentals in Old Saybrook, CT
Experience 5-star comfort in a luxury Old Saybrook, CT vacation rental designed with premium amenities throughout.
9.8 19 reviews
Old Saybrook, CT
06/25 – 06/29
$209/nighttotal: $836 (4 )
The Ingham Guest House-quaint & Quiet, Near Beach
1 2
cabin , Old Saybrook
Explore Vacation Rentals with Saunas in Old Saybrook, CT
Maximize your recovery with an on-site sauna, a standard feature at these premier Old Saybrook, CT vacation rentals.
Old Saybrook, CT
08/20 – 08/25
$1025/nighttotal: $5125 (5 )
15% Off June Booking
Boat Slips Available
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