Best Vacation rentals and Airbnb offers in Old Saybrook, CT

About: This waterfront cottage is located in Old Saybrook, overlooking the marina and near Indiantown Beach with its two private beaches. The location is excellent and has been rated as such by previous guests.

This one-bedroom, one-bathroom cottage can accommodate up to three guests. It features a kitchen with a fridge, freezer, and microwave oven, as well as a garden and parking.

The cottage's unique features include a deck with an outdoor dining area and marina views, complimentary kayaks, paddleboards, bikes, and beach gear, and access to two private beaches and a playground.

About: This apartment is located in a quiet residential neighborhood in Essex, near the Essex Shipbuilding Museum (0.3 mi) and the Essex Historical Society and Museum (0.4 mi). It has excellent user, location, and cleanliness ratings.

The apartment has 2 bedrooms, 1 bathroom, and can accommodate up to 5 guests. It features an open and charming design with ample living space (1975 sq. ft.), a large office area, a fenced outdoor area with a fire pit, seating, picnic table, and hammock chair, two separate entrances with wheelchair accessibility from the outside, a white noise machine, and a Bluetooth speaker. It is a unique converted factory complex with an art studio and owner-occupied building, featuring artworks by the host and her late husband.

About: Located in Old Saybrook Center, Saybrook Point Resort & Marina is a waterfront resort within 2 miles of the Connecticut River and Katharine Hepburn Cultural Arts Center. It offers easy access to historic landmarks and shopping centers.

With excellent user, location, and cleanliness ratings, this pet-friendly resort features a modern and stylish interior design in a smoke-free environment.

Amenities include two outdoor pools, an indoor pool, a full-service spa, a fitness center, a restaurant, two bars/lounges, a concierge, room service, valet parking, and a complimentary shuttle to nearby shopping centers.

About: This cozy accommodation is located in Knollwood, Old Saybrook, near Fenwick Golf Course. It offers a private beach with parking passes, and is surrounded by marsh views, tennis courts, basketball courts and a playground.

It has excellent user, location and cleanliness ratings.

It has 3 bedrooms, 1 bathroom and can accommodate up to 4 guests.

It includes a kitchen with fridge, freezer, microwave oven and dishwasher, air conditioning, a terrace or balcony, a garden, a spa, parking and internet. It also features a cozy fire pit and outdoor eating area, complimentary morning coffee and beach towels.

About: This 4-bedroom accommodation is located in Old Saybrook, near beaches, shops, restaurants, and marinas, and only 1.1 miles from Saybrook Point Inn. It has excellent user, location, and cleanliness ratings.

The accommodation has three floors of living space, with 1990 square feet of floor area. It offers a fully equipped kitchen, spacious rooms, and updated bathrooms.

Guests can enjoy the unique location with views of South Cove, walk to town, and use the provided beach pass for the 1.8-mile-distant Town Beach. Off-street parking for four cars is available. Child- and pet-friendly amenities (gates, pack-and-plays, dog crate) are provided.

About: This waterfront apartment is located in Old Saybrook, near Ferry Landing State Park and Saybrook Country Barn, in a quiet area with a friendly atmosphere. It has excellent user, location, and cleanliness ratings.

The apartment has 5 bedrooms and 3 bathrooms and can accommodate up to 10 guests. It features a fully equipped kitchen, air conditioning, a Jacuzzi, a terrace, a garden, a sauna, and parking.

Guests can enjoy the private beach access, the sweeping ocean views, the basement movie room, the outdoor fountain, the games, the basketball court, and the attached garage with parking for up to 5 vehicles.

About: This house is located in Old Saybrook, near Harvey's Beach, Connecticut River, and General William Hart House. It is within 5 km of major attractions like Katharine Hepburn Cultural Arts Center and Saybrook Country Barn.

This vacation home has an excellent user rating. It has 3 bedrooms, 1 bathroom and can accommodate 4 guests.

The house features a fully equipped kitchen, air conditioning, free WiFi, a sofa bed, a private outdoor space with a spa tub and barbecue grills. Guests can also enjoy the tennis court and parking.

About: This charming cottage is located in the heart of Westbrook Center, just a stone's throw away from the renowned Katharine Hepburn Cultural Arts Center. It has received excellent user ratings, making it a top choice for travelers seeking a comfortable and memorable stay.

The cottage features a spacious layout with 4 bedrooms, including 2 master suites, and 2 bathrooms, accommodating up to 8 guests. It boasts a fully equipped kitchen, a cozy living room, and a screened-in porch with breathtaking water views.

Guests can enjoy the convenience of self check-in, free parking, and high-speed internet. The cottage also offers a private beach just steps away, where you can soak up the sun, swim, or engage in water sports. Additionally, the concierge service can assist you with booking activities such as guided tours, fishing trips, or whale watching excursions.

About: This Westbrook apartment is located right in the center, near the beach, the General William Hart House, and the Connecticut Valley Railroad State Park Trail. It has received excellent user ratings.

It's a one-level layout with 2 bedrooms and 2 bathrooms for up to 6 guests.

It features a fully equipped kitchen, air conditioning, a garden, a spa, a concierge, and parking. Guests can enjoy water views from the living and dining rooms, and relax on the outdoor patio with a grill. Nearby activities include apple picking, skiing, hiking, and ice skating.

About: Located in a quiet neighborhood near the beach in Old Saybrook, this spacious three-story home is just steps away from the Cornfield Point Beaches. Guests have given excellent ratings for its location, cleanliness, and overall experience.

With 2770 square feet of living space and four bedrooms, this home can accommodate up to eight guests. It features a stunning kitchen with high-end appliances, a large deck with a gas grill and outdoor shower, a master suite with a balcony and luxurious bathroom, and a finished media room with HDTV. Off-street parking for up to five cars is available, and WiFi is provided throughout the house.

About: In the historic Ludington House, this apartment immerses guests in the charm of Old Lyme, steps from art galleries, boutiques, beaches, and museums. It boasts excellent user, location, and cleanliness ratings.

With 3 bedrooms, 2 bathrooms, and a kitchenette, the apartment accommodates up to 7 guests. It features a blend of historic charm, such as clawfoot tubs and antique furnishings, and modern comforts like air conditioning and Wi-Fi. Pet-friendly and centrally located, the apartment offers the perfect blend of comfort, history, and convenience.

About: This waterfront home is located near Florence Griswold Museum, Ferry Landing State Park, and Lyme Academy of Fine Arts, within 3 miles of major Old Lyme attractions. It has excellent user, location, and cleanliness ratings.

The house has a floor area of 1030 square feet, 2 bedrooms, 1 bathroom, and a guest capacity of 4.

It features a private garden, barbecue grills, a fully equipped kitchen, free Wi-Fi, a DVD player, and scenic views.

About: This charming house is located in Old Saybrook, a historic town on the Connecticut River. It is just a short walk from Essex Saybrook Antique Village and a short drive from Connecticut Valley Railroad State Park Trail and Goose Island.

The house has received excellent ratings for its location, cleanliness, and user experience. It features a fully equipped kitchen with a refrigerator and oven, free WiFi, and a sofa bed for extra sleeping space.

The house is unique because it has a waterfront location with a private pool, an outdoor barbecue grill, and a garden. It is also close to many popular attractions, making it a great place to stay for a vacation or weekend getaway.

About: This apartment is located in Old Saybrook, near the beach, train station, and Westbrook and Clinton outlets. It is surrounded by an ambiance of tranquility, with proximity to major tourist attractions in Old Saybrook.

The apartment has excellent user, location, and cleanliness ratings.

With 1 bedroom, 2 bathrooms, and a guest capacity of 2, this apartment offers a comfortable layout.

Guests can enjoy amenities such as a fully equipped kitchen, laundry facilities, direct access to the beach, pool, and train station, as well as a gym and lounge area. The stylish and calming interior design creates a unique and inviting atmosphere.

About: This waterfront cottage is located in Essex Village, near beaches, golf, and hiking trails. It offers unobstructed views of the waterfront and has a nautical decor with upscale amenities.

The cottage has excellent ratings for location, cleanliness, and user experience. It has 1 bedroom, 1 bathroom, and can accommodate up to 3 guests.

The cottage features a private deck with cushioned seating, a modern kitchen, a comfortable living space, a queen size bedroom with custom upholstery and antique furniture, access to a swimming pool, and a kayak/paddle board launch (with advance arrangement). It is also heated and air conditioned.

About: This Westbrook accommodation is located near Long Island Sound, a perfect setting for a peaceful retreat. Previous guests have rated the location and cleanliness as excellent.

The property is laid out over three floors and can accommodate up to eight guests. It features three bedrooms, three bathrooms, and two fully equipped kitchens.

The unique features of this property include an above-ground pool, outdoor decks, and a primary suite with a king bed, sitting area, electric fireplace, and deck with Sound views.

About: Enjoy a relaxing family vacation in this private cottage in Old Saybrook, near beaches, Old Saybrook downtown, and Mystic.

Excellent user, location, and cleanliness ratings.

Accommodates 6 guests in 3 bedrooms and 1 bathroom.

Modern amenities include a kitchen with a fridge, freezer, and microwave oven, air conditioning, a swimming pool, a garden, and parking. Panoramic Long Island Sound views from the pool deck. Spacious yard and pool for outdoor recreation. Close to beaches, historic towns, vineyards, and casinos.

About: This beach house is located in Chalker Beach, Old Saybrook, near the beach, a playground, and a basketball court. It's the perfect place to stay for a family vacation or a weekend getaway.

The house has received excellent ratings for its location, cleanliness, and user experience. It can accommodate up to 6 guests and has 3 bedrooms.

The house has a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. It also has air conditioning, a Jacuzzi, a garden, and parking. The house has a direct path to the beach, marsh views from the backyard, an oversized deck with ocean and marsh views, and beach gear (chairs, paddle boards, kayaks) is provided.

About: This apartment is located in Old Saybrook, a quiet town on the Connecticut shoreline, near Cornfield Point Beach and Saybrook Point Resort. The location is perfect for those who want to enjoy the peace and quiet of a small town while still being close to popular tourist destinations.

The apartment has received excellent ratings from previous guests, who have praised its cleanliness, spaciousness, and amenities. The apartment has three bedrooms and can accommodate up to six guests. It features a fully equipped kitchen, a private backyard with a fire pit, and access to a fitness center and spa. The apartment is also located in a golf cart-friendly community, making it easy to explore the surrounding area.

About: This apartment is located in the Indian Town district of Old Saybrook, near Harvey Beaches, Long Island Sound, and various restaurants and attractions. The neighborhood is welcoming and ideal for outdoor activities and family-friendly amenities.

The apartment has excellent user, location, and cleanliness ratings. It has 2 bedrooms, 1 bathroom, and can accommodate up to 4 guests. The layout is open-concept and bright.

The apartment has a private outdoor patio for relaxation, a kitchen with a fridge and microwave oven, air conditioning, a garden, and parking. It also offers panoramic water views from the nearby harbor and private beaches, convenient access to major tourist attractions and landmarks in Old Saybrook, and is FEMA-certified for added safety.

About: This charming cottage is located within walking distance of Essex Library, Connecticut Valley Railroad State Park, and other landmarks, in the heart of Essex. It has received excellent ratings for its location, cleanliness, and overall quality.

With a guest capacity of 4, the cottage features 2 bedrooms, a fully equipped kitchen, and a private patio for outdoor relaxation. Guests can enjoy free WiFi, a cozy fireplace, and air conditioning.

The cottage's unique location provides easy access to Essex's attractions, making it an ideal choice for travelers seeking a comfortable and convenient stay.

About: This accommodation is located in the heart of Old Saybrook Center, steps from Saybrook Point Resort and Marina. It is surrounded by beaches, Main Street, shopping, and historic attractions.

It has excellent user, location, and cleanliness ratings.

This 1300 square feet accommodation can host up to 6 guests and has 3 bedrooms and 2 bathrooms.

This pet-friendly accommodation includes a private fenced backyard with a fire pit, complimentary linens, bikes, and chairs. Guests can also access the resort's amenities, such as the spa and dining options.

About: This spacious, beautiful home is located in the Westbrook Center, near Chalker Beach, Westbrook Town Beach, Tanger Outlets, and Crystal Lake Town Park. It has an excellent user rating.

The home has 3 bedrooms, 4 bathrooms, and can accommodate up to 8 guests. It has a floor area of 1910 square feet.

The home features a balcony with outdoor seating, a fully equipped kitchen, free WiFi, a spa tub, barbecue grills, a garden, and parking. Pets are allowed. The home is also family friendly, has air conditioning, and is smoke-free.

About: This waterfront house is located in Old Saybrook, near the Connecticut River, Essex Saybrook Antique Village, and Yale New Haven Health Old Saybrook Medical Center. It has an excellent user rating.

The house has a floor area of 1860 square feet, 3 bedrooms, 2 bathrooms, and can accommodate up to 8 guests.

It features a fully equipped kitchen, air conditioning, a terrace/balcony, a garden, parking, and a private patio overlooking the river. Guests can enjoy walking to Essex Saybrook Antique Village (less than 1 mile) or visiting Yale New Haven Health Old Saybrook Medical Center (less than 1 mile).

About: This cottage is located in Old Saybrook's South Cove district, near the Katherine Hepburn Theater and Town Beach. It is in a quiet neighborhood, yet within walking distance to the city center.

The cottage has received excellent ratings for its location, cleanliness, and user experience. It has one bedroom, one bathroom, and can accommodate up to two guests.

The cottage has a cozy living room with a fire pit, a private yard for relaxation, and a well-equipped kitchen for home cooking. It also has a front porch that can be used as a writing or work space. The cottage is in a secluded location, but is still close to water activities, such as swimming, fishing, and boating.

About: Located in Westbrook Center, near Westbrook Town Beach (1.2 mi) and Tanger Outlets (1.6 mi), this cottage offers a tranquil ambiance in a convenient location. Earning excellent user ratings, it features a layout of 1000 square feet with 3 bedrooms and 1 bathroom, accommodating up to 5 guests.

This charming cottage offers a private patio for outdoor relaxation, a fully equipped kitchen for self-catering, a spa tub for rejuvenation, and modern interiors with free WiFi.

About: This cottage is located in Westbrook Center, near Adam Stanton House and General Store Museum, Connecticut Valley Railroad State Park, Indian River Marina, and Essex Island Marina. It has an excellent user rating.

The cottage has 1000 square feet of floor area and can accommodate up to 8 guests. It has 3 bedrooms, 2 bathrooms, a kitchen with full amenities, and a basement for additional storage or activities.

The cottage is set back from the street in a secluded location, but it is still close to the beach and other attractions. It has a spacious front bedroom with two double beds and an upstairs sleeping porch, as well as two additional bedrooms with double beds. The cottage also has a Prairie Style stained glass lamp in the living room and a garden with a terrace or balcony.

About: This 1889 cottage is located in Westbrook Center, four houses from West Beach, near Tanger Outlets (2 miles) and Shoreline East train station (1.1 miles). It has an excellent user rating.

The cottage has 4 bedrooms, 2 bathrooms, and can accommodate up to 7 guests. It has a floor area of 1000 square feet.

The cottage has a large lawn connecting to a second cottage for extended families, outdoor showers (hot/cold), an enclosed side porch for drying clothes and storing beach gear, a sleeping porch for younger kids, refurbished original wood floors, games and cards provided. It is walking distance to a unique museum featuring a replica of the first operational submarine.

About: This cottage is located in Old Saybrook, a charming coastal town with a rich maritime history and beautiful beaches. It's close to the town center, the ferry to Long Island, and the Katharine Hepburn Cultural Arts Center.

The cottage has excellent user, location, and cleanliness ratings. It has 2 bedrooms, 1 bathroom, and can accommodate up to 6 guests.

The cottage has a fully equipped kitchen, air conditioning, a garden, parking, and allows pets. Guests can enjoy nearby activities such as swimming, fishing, boating, and hiking.

About: This apartment is located in Saybrook Manor, within 2 miles of Katharine Hepburn Cultural Arts Center and other Old Saybrook landmarks. The ambiance of the surrounding area is peaceful and residential, with easy access to the city center and its historical landmarks.

This apartment has excellent user, location, and cleanliness ratings.

This 1-bedroom, 1-bathroom apartment can accommodate up to 4 guests in its 760 square feet of living space.

This apartment is fully equipped with a kitchen, air conditioning, a terrace or balcony, a garden, a spa, and parking. Guests can also enjoy free WiFi, a private patio, and outdoor amenities such as a garden and barbecue grills. This smoke-free environment is perfect for families and pet owners.

About: This apartment is located in Westbrook, an 8-minute walk from West Beach, near the Connecticut eastern shoreline. It is a 10-year-old colonial with classic New England charm and modern amenities.

This apartment has excellent user, location and cleanliness ratings.

It has 3 furnished bedrooms and 2.5 bathrooms, and can accommodate up to 8 guests.

It features air conditioning, a garden, parking, a kitchen with a fridge, internet and it is pet-friendly. It has private riverfront views from the back deck.