Vacation rentals in Old Saybrook, CT

About: This oceanfront apartment is located in the Cornfield Point district of Old Saybrook, offering direct access to a private beach and is within walking distance to several other beaches. It has excellent user and location ratings, and a very good cleanliness rating.

The apartment has 4 bedrooms, 2 bathrooms, and can accommodate up to 8 guests. It features a sunroom with waterfront views, a fireplace, a gazebo, and a fully equipped kitchen. Guests can also enjoy amenities such as window air conditioning units in the bedrooms, oscillating fans in the living areas, tennis and basketball courts, and a playground in the neighborhood association.

About: Centrally located in Old Saybrook, this charming studio apartment offers a unique blend of historical ambiance and modern amenities. Just steps away from downtown and a short bike ride from the beach and river, it's the perfect base for exploring this picturesque town.

With excellent user, location, and cleanliness ratings, this studio features a versatile floorplan with a queen-sized bed, sleep sofa, and private bedroom with twin XL bed, accommodating up to four guests. It also includes a fully equipped kitchen, flat-screen TV with cable, Wi-Fi internet, and Blu-Ray player, as well as adult bikes for guests' use.

About: Lyme Guest House is located in the affluent rural town of Lyme, Connecticut, a two-hour drive from both New York City and Boston. The guest house has excellent user, location, and cleanliness ratings. It has 2 bedrooms, 2 bathrooms, and can accommodate up to 4 guests. The guest house has a gourmet kitchen, expansive food pantry, outdoor seating area, spacious living room with wood-burning stove, and extraordinary master suite. The guest house is also pet-friendly and offers complimentary breakfast eggs from the on-site chickens.

About: This historic 1795 Homestead in Old Saybrook, Connecticut, is a Victorian-style home with a wrap-around porch and a secluded yard with mature trees. It is just minutes from sandy beaches, fine dining, and transportation hubs and has excellent user, location, and cleanliness ratings.

The home has five bedrooms and two bathrooms and can accommodate up to 14 guests. It has a fully equipped kitchen, outdoor grill, washer and dryer, wireless internet access, and air conditioning. Pets are welcome with prior agreement.

About: Saybrook Point Resort & Marina is conveniently located in the heart of Old Saybrook Center, providing easy access to the town's historic charm, waterfront activities, and cultural attractions. The resort has received excellent ratings for its location, cleanliness, and overall user experience.

The resort features a private marina, two outdoor pools, and an indoor pool, catering to water enthusiasts. It also boasts a full-service spa, two bars/lounges, a restaurant, a fitness center, and a concierge service, ensuring a comfortable and memorable stay for its guests.

About: Seastar is a charming cottage in Knollwood, Old Saybrook, offering a tranquil retreat surrounded by a beautiful marsh. It's just a two-minute walk from a private beach and two miles from the historic town center.

With excellent user, location, and cleanliness ratings, Seastar features three bedrooms, one bathroom, and a guest capacity of four. It boasts a kitchen with modern appliances, air conditioning, a terrace, a garden, a spa, parking, and access to tennis courts, a playground, and a fire pit.

About: This vacation home in Old Saybrook's Saybrook Manor district provides quick access to beaches, parks, cultural centers, and local dining and shopping. Consistently rated excellent by guests for its location, cleanliness, and amenities, the house offers a comfortable and convenient stay for families or groups.

With three bedrooms and a floor area of 1100 square feet, the house can accommodate up to six guests. Amenities include a fully equipped kitchen, free WiFi, air conditioning, a private garden with barbecue grills, and a patio. The house is pet-friendly and has a non-smoking policy.

About: This vacation home is situated by the sea in Old Saybrook, within 3 miles of major tourist attractions and landmarks, including Harvey's Beach, Connecticut River, General William Hart House, Katharine Hepburn Cultural Arts Center, and Saybrook Country Barn. It has an excellent user rating.

With 3 bedrooms and 1 bathroom, this house can accommodate up to 4 guests. It features a kitchen with a refrigerator, oven, stovetop, and microwave, as well as a sofa bed, free WiFi, air conditioning, and a terrace or balcony. Guests can also enjoy access to a spa tub, barbecue grills, a tennis court, and parking.

About: This Westbrook Center apartment is a 2-minute walk from the beach, so you can enjoy the beautiful water views from the living and dining rooms. With a user rating of "excellent", this newly remodeled apartment has 2 bedrooms and 2 bathrooms, and can accommodate up to 6 guests.

The apartment is professionally decorated and immaculately maintained, and has a newly built patio with an outdoor space and gas grill. It also has a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a spa, a concierge, and parking.

About: This cottage in Old Saybrook is an excellent pick for travelers seeking a comfortable and convenient stay. It boasts an idyllic location, with easy access to local attractions and amenities.

The cottage features two bedrooms, one bathroom, and a well-equipped kitchen with modern appliances. It can accommodate up to six guests, making it suitable for families or groups of friends. Guests can enjoy a private garden, air conditioning, and complimentary Wi-Fi access. The cottage has received exceptional ratings for cleanliness, location, and overall experience, ensuring a memorable stay in Old Saybrook.

About: "Tranquil Retreat" is a charming barn located in historic Essex, Connecticut, just a short drive from Deep River and the picturesque coastline. It offers an excellent user rating and a convenient location adjacent to Route 154.

The barn features two bedrooms, two bathrooms, and a guest capacity of four. It boasts a fully equipped kitchen, air conditioning, a private fenced-in backyard with a deck and fire pit, and premium amenities such as organic bath products and gourmet teas. Guests can also enjoy activities such as cooking, relaxing in the garden, or exploring the local attractions.

About: This 3-bedroom, 2-bathroom home in a peaceful neighborhood is just steps away from South Cove and a short drive to Old Saybrook's popular beaches and attractions. With excellent user, location, and cleanliness ratings, this recently renovated accommodation is an excellent choice for travelers visiting Old Saybrook.

The home can accommodate up to 8 guests and features a modern interior with new floors, walls, bathrooms, and kitchen. Amenities include a private back patio, high-speed Wi-Fi, and access to a local running/cycling loop with scenic water views. Flexible rental options are available for fall, winter, and spring stays.

About: This Orient vacation home is a 4-bedroom, 4-bathroom house that can accommodate up to 6 guests. It is located within walking distance of Orient Point County Park and Orient By The Sea Marina, and within a short driving distance of Little Bay and Orient Beach State Park.

The house is fully equipped with a kitchen, a living room with a fireplace, a private outdoor pool, a spa tub, and a garden with barbecue grills. It also has free WiFi and a sofa bed for additional sleeping space.

About: This spacious apartment is located in a quiet neighborhood in Old Saybrook, a short walk from the historic town center and the Connecticut River. It has received excellent ratings for its location, cleanliness, and user experience. The apartment has two bedrooms, two bathrooms, a private deck, and a pool. It is perfect for four guests looking for a comfortable and convenient place to stay in Old Saybrook.

The apartment offers a unique and spacious layout with a private deck and pool area. It is conveniently located within walking distance of Old Saybrook's charming shops, restaurants, and waterfront attractions. The apartment is well-equipped with comfortable furnishings, a full kitchen, and air conditioning. Guests can also enjoy the use of the swimming pool and garden.

About: This charming historic farmhouse is nestled in Orient Point, a tranquil enclave on the North Fork of Long Island, just steps from Orient Beach State Park and a short bike ride from Orient town center. The 1700 square feet farm features 4 bedrooms, 4 bathrooms, and can accommodate up to 10 guests.

The farm offers a secluded setting on 1.6 acres with a fenced-in yard and private woodland, a heated saltwater gunite pool with a hot tub and outdoor kitchen, a spacious eat-in kitchen with a dining table and separate outdoor pergola for entertaining, a cozy living room with a wood-burning fireplace and a separate den for kids, a mudroom with a full washer and dryer, and bikes available for use in the barn.

About: This cottage is located in Old Saybrook, CT, with views of Long Island Sound and close proximity to local attractions. With excellent user, location, and cleanliness ratings, this 3-bedroom, 1-bathroom cottage accommodates up to 6 guests.

Amenities include a private setting with a pool and yard, updated amenities, and access to the entire cottage, yard, and pool. Guests can enjoy activities such as swimming, sunbathing, and grilling, as well as exploring the nearby beaches, downtown Old Saybrook, and other local attractions.

About: Villa Emilio is located in Orient Point, steps away from the private community beach and a ferry to Shelter Island. The apartment has an open floor plan with 1600 square feet of living space and can accommodate up to 6 guests in 3 bedrooms and 2 bathrooms.

Amenities include a well-equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a garden, parking, and free WiFi. The outdoor entertainment area features a pool, spa, patio, lounge area, outdoor dining table, and gas grill. The unique third bedroom has double-size bunk beds with a double-size upper bunk over a sitting/play area resembling a house.

About: This Orient Point 4-bedroom house is a luxurious coastal retreat. It is just a block from the beach and within walking distance of the Orient Point County Park and the Oysterponds Historical Society. With 4 bedrooms and 2.5 bathrooms, it can accommodate up to 12 guests.

The house is a 1.5-acre property with a saltwater heated pool, two decks, a garden, and parking. It also has a fully equipped kitchen, air conditioning, and internet. The house is perfect for a relaxing getaway, with its tranquil and serene atmosphere.

About: The Millhouse Downtown Chester is a conveniently located apartment in the heart of Chester, within walking distance of the Goodspeed Opera House and a short drive from Wesleyan University and Central Connecitcut State University. Guests rated this apartment as excellent in terms of location, cleanliness, and overall.

This spacious 1100-square-foot apartment features two bedrooms, two bathrooms, a fully equipped kitchen, a terrace with a garden view, and an outdoor fireplace. Guests can enjoy amenities such as air conditioning, internet, a spa, and parking. Nearby activities include canoeing, hiking, and walking tours.

About: This beachfront apartment in Old Saybrook, Connecticut, offers stunning views of the Long Island Sound and is just 10 minutes from the Clinton Premium Outlets. With excellent ratings for location, cleanliness, and user experience, this apartment is a great choice for travelers visiting Old Saybrook.

The apartment has an open-concept layout with 1,100 square feet of living space and can accommodate up to 12 guests. It features three bedrooms, two full bathrooms, a fully equipped kitchen with new stainless steel appliances, and a private beach area with access to an inflatable paddleboard, kayak, water mat, and water trampoline.

About: 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.

About: This historic apartment is located in the serene Saybrook Manor neighborhood, just a short drive from exit 57 on I-95, offering easy access to Old Saybrook's charming attractions. With an excellent user rating, this apartment provides a comfortable and spacious stay for up to 14 guests, featuring five bedrooms, two bathrooms, and a working fireplace.

The apartment boasts a range of amenities, including a fully equipped kitchen, air conditioning, a terrace/balcony, a garden, a spa, and parking. Guests can also enjoy activities such as exploring the nearby scenic beaches, charming restaurants, and attractions like Mystic Aquarium and Essex Historic steam train.

About: This apartment is situated in Chester Center, a short walk from Norma Terris Theater and within 3 miles of Connecticut Valley Railroad State Park Trail and Connecticut River. It has been rated as excellent by previous guests and is perfect for families or groups of up to 5 people.

The apartment features 2 bedrooms and 2 bathrooms, as well as a fully equipped kitchen, a comfortable living area with a sofa bed, and free WiFi. Guests can also enjoy the outdoor grilling area and the proximity to nature, with Connecticut Valley Railroad State Park Trail and Connecticut River nearby.

About: This waterfront vacation home in Old Lyme, Connecticut, offers a unique and tranquil retreat overlooking tidal estuaries. Built in 1740 by a ship's captain, the house retains charming maritime details and is just steps away from the Florence Griswold Museum and Katharine Hepburn Cultural Arts Center.

With an excellent user rating, this spacious three-story home features three bedrooms, three bathrooms, and a floor area of 3000 square feet, comfortably accommodating up to six guests. The house boasts a fully equipped kitchen, multiple living spaces, a sprawling lawn, and convenient amenities like internet and parking, making it an ideal choice for families and those seeking a memorable vacation experience.

About: This charming Old Lyme home is perfect for travelers seeking a peaceful getaway. The house is surrounded by a quiet neighborhood and is just minutes away from attractions such as the Florence Griswold Museum and the Connecticut River. It has received excellent ratings for its location, cleanliness, and user experience.

The home has one bedroom, one bathroom, and can accommodate up to four guests. It features a well-equipped kitchen, air conditioning, a garden, parking, and a variety of amenities such as a sun room, outdoor deck, and Bluetooth speaker. Guests can also enjoy nearby boating and beach activities.

About: This non-smoking cottage is located near Clinton Plaza Shopping Center, and is within 3 miles of Adam Stanton House and General Store Museum, Indian River Marina, Clinton Town Beach, and Westbrook Town Beach.

The cottage has 4 bedrooms, 2 bathrooms, and a guest capacity of 9. It has a floor area of 2000 square feet. It offers a cozy fireplace, a fully equipped kitchen, two bathrooms, a washing machine, a dining area, and a television. Guests can also enjoy the barbecue grills and the terrace/balcony.

About: Deep River Manor House offers a peaceful getaway just minutes from Essex. It boasts stunning river views from its porches and balconies, and its elegant interior features high ceilings, intricate moldings, and hardwood floors.

With an excellent user rating, this five-bedroom, six-bathroom manor house is ideal for families and groups. The spacious porches and balconies provide ample room for entertaining, while the first-floor master suite features a luxurious bathroom with a Jacuzzi and sauna shower. The manor house also offers a range of activities, including fishing, boating, and hiking.

About: This Old Saybrook apartment is a perfect choice for travelers seeking comfort and convenience. It's located in Saybrook Manor, just 2 miles from the Katharine Hepburn Cultural Arts Center and other notable landmarks. The apartment has received excellent ratings for its location, cleanliness, and user experience.

With 760 square feet of living space, the apartment comfortably accommodates up to 4 guests in one bedroom and one bathroom. It features a fully equipped kitchen, a comfortable living area with a sofa bed, and a private outdoor space with a garden and barbecue grills. The apartment also offers amenities such as air conditioning, free WiFi, in-unit laundry facilities, and parking.

About: This vacation home is situated near the beach in Old Lyme, 1 mile from Florence Griswold Museum and within 3 miles of Goose Island and Ferry Landing State Park. It has excellent user, location, and cleanliness ratings.

The house has 3 bedrooms, 3 bathrooms, and can accommodate up to 6 guests. It features a kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a terrace/balcony, a garden, and parking. It also has a TV and allows pets.

About: This charming cottage, situated in the heart of Old Saybrook, offers a unique and unforgettable experience for travelers. Built in 1895, the cottage retains its original character while offering modern conveniences, and has been professionally redesigned by renowned designer Charles Spada, boasting antique furnishings and decor that create a storybook ambiance. With excellent user, location, and cleanliness ratings, this cottage is an ideal choice for a memorable stay.

The cottage features two bedrooms and one bathroom, with additional sleeping arrangements available, accommodating up to four guests. It offers a spacious living room and master bedroom, a private backyard with beautiful stonework and plantings, and amenities such as a fully equipped kitchen, air conditioning, and internet access. Its convenient location makes it an ideal base for exploring Old Saybrook's shops, galleries, restaurants, and the picturesque Old Saybrook Town Beach, all within easy walking distance.