Holiday houses in Saybrook

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Top-rated holiday rentals in Saybrook

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Superhost

A comfortable living area features a large brown sectional sofa and a patterned area rug on hardwood flooring. Natural light enters through large windows, illuminating a wooden coffee table and a side chair. A wooden cabinet adds storage and character to the space.

Home in West Springfield

4.79 out of 5 average rating, 520 reviews

The Little House on Sanford

Our guest house is next door to our home and farm. A one-story, 2 bedroom with a newly remodeled bathroom and cottage style amenities is simple but includes some more modern touches for entertainment a comfort. Trails through the field and woods are available during the Summer and hunting off-season. Pets are welcome but must be leashed at all times when outdoors. This area gets a significant amount of snow during the Winter but is right off the highway and a straightforward drive to Lake Erie.

Top Guest favourite

The image presents a collage of four spaces within the townhome. A cozy living room is shown with comfortable seating, a coffee table, and natural light. A well-appointed bedroom features a spacious bed with a decorative throw. The dining area is inviting with a wooden table and six chairs. The kitchen is modernly equipped with stylish fixtures.

Townhouse in Ashtabula

5 out of 5 average rating, 134 reviews

Warm Winter Escape | Cozy Comfort @TheHarborHaven

⭐️⭐️ Welcome to Harbor Haven ⭐️⭐️ Escape to this stunning townhome in Ashtabula Harbor! Enjoy a short walk to the beach, yoga, delicious restaurants, charming shops, and a brewery. This home is thoughtfully designed with all the amenities you need for a comfortable getaway. Spend your days kayaking or fishing on Lake Erie, or explore nearby wineries and covered bridges. Spire Institute is also a short drive away! The Harbor Haven offers the perfect blend of adventure, comfort, and convenience!!

Top Guest favourite

A cozy living room is framed by large windows that allow natural light to fill the space. A sectional couch is adorned with various patterned pillows, while a wooden coffee table holds decorative items. A plush area rug adds warmth to the hardwood floor.

Home in Madison

4.99 out of 5 average rating, 142 reviews

White Sands Lake House

Welcome to a timeless retreat by the water - a century-old home that marries modern comfort with historic allure. The house boasts an abundance of original charm, featuring wood paneling, beams adorning the ceiling, and the original hardwood floor. The light and airy kitchen include quartz countertops, new cabinets, appliances, and luxury vinyl plank flooring. The spacious bedrooms, living area, and dining room are caressed by daylight, creating an ambiance that is both uplifting and soothing.

Guest favourite

A stylish living room features a light grey sofa adorned with colorful cushions and a knitted throw. A green plant and a decorative table with a lamp are nearby, complemented by a vibrant floral wallpaper that adds character to the space.

Home in Ashtabula

4.95 out of 5 average rating, 168 reviews

BOHO Bungalow Lake Erie-Wine/GOTL & BULA

Step into the spacious and relaxing 2BR 1Bath boho getaway nestled in a tranquil and picturesque area in the heart of Ashtabula County. Explore GOTL, Historic Ashtabula Harbor, Ohio Wine Country, and much more, or lounge the day away around the fire pit in the private backyard! ✔ 2 Comfortable Queen Bedrooms ✔ Spacious Living Area ✔ Fully Equipped Kitchen ✔ Backyard (BBQ, Fire Pit, Back deck) ✔ Front Porch with Lake View ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking- 2 cars See more below!

Top Guest favourite

A modern kitchen area features a spacious island with four brown bar stools. Grey and white cabinets complement the granite countertops. A stainless steel refrigerator and gas stove are visible. Soft pendant lights illuminate the space, creating a comfortable gathering area.

Townhouse in Ashtabula

4.98 out of 5 average rating, 158 reviews

Harbor Retreat, 15 min to Geneva!

Welcome to The Retreat on Bridge Street! Bring your family & friends to relax in this cozy townhouse! Located in the historic Ashtabula harbor, you’re right in the heart of all the fun. Walk across the lift bridge for a kayak or boat rental to experience a day on the water. Or you can walk to dinner and stop at all of the unique shops on the street. We are also walking distance to Walnut Beach! Just six miles away from Geneva on the Lake, and 15-20 minutes from Ohio’s wine country!

Top Guest favourite

A welcoming exterior of a cottage is shown, featuring a well-maintained lawn. Two dogs are resting on the grass. Flowering shrubs and plants add color to the landscape. The entrance is defined by a blue door, framed by windows that allow natural light inside.

Cottage in Ashtabula

4.97 out of 5 average rating, 121 reviews

Lake Life Cottage

Pet friendly 2 story cottage with a view of Lake Erie. Located 4 miles from Geneva on the Lake and 4 miles from historic Ashtabula Harbor right on Lake Road. Over 30 wineries within 15 miles. Spend the day touring Lake Erie with Canopy Tours, fishing with DB Sport Fishing Charters, or miniature golf at Adventure Zone. Enjoy the beach or marina by day and explore the wineries or nightlife on the strip. Stroll a few doors over for a memorable meal at the highly rated Alessandro’s.

Top Guest favourite

A spacious deck furniture arrangement is seen overlooking Lake Erie, with a glass-top table and cushioned seating. The serene water reflects the warm hues of the sunset, while lush greenery frames the view, providing a sense of tranquility and connection with nature.

Cottage in Madison

4.98 out of 5 average rating, 123 reviews

Lakeview Cottage | Stunning Sunsets & Lake Views!

Enjoy a spacious, 3-bedroom cottage in a quiet, scenic neighborhood along the shores of Lake Erie. Take in stunning views with friends and family at this hidden gem, featuring a patio heater (fall/spring) to stay cozy on chilly nights. Minutes from Madison and Geneva wineries, and about 20 minutes to Mentor Headlands Beach and Geneva-on-the-Lake. Walk to a scenic park with a playground, picnic area, and beautiful lake views. Visit a public golf course just down the road.

Guest favourite

A rustic wooden cabin is showcased with a vibrant blue roof. The front porch features a railing and is adorned with potted plants. A small shed is visible to the right, while the surrounding area includes picnic tables and is lined with trees.

Cabin in Ashtabula

4.95 out of 5 average rating, 103 reviews

Charming Lakeview Cabin Near Geneva-On-The-Lake!

Welcome to the Blue Heron House at Lake Erie! Our charming lakeside cabin sits right on Lake Erie and offers stunning views for guests to enjoy. The cabin offers 2 bedrooms and 1 bathroom, a full kitchen and a cozy reading loft with stunning lake views. Enjoy sitting on the porch while taking in lake views or sit around the fire pit and roast s'mores. Blue Heron House is located minutes from Geneva-On-The-Lake/Ashtabula Harbor/Public Beaches/Wineries and more!

Top Guest favourite

A custom-built cabin is nestled among tall trees, featuring a welcoming front deck with a wooden railing. The natural surroundings are complemented by fallen leaves, and the cabin showcases a rustic log exterior, providing a sense of tranquility in the woods.

Cabin in Ashtabula

4.99 out of 5 average rating, 112 reviews

Riverview Country Cabin

Take it easy at this unique, tranquil getaway nestled atop a scenic ridge of the Ashtabula River. Get away from it all and enjoy your morning coffee inside the cozy cabin with views that stretch up and down and across the river. Or bask in the beauty of nature outside on the custom-made porch swing. Keep an eye out for the local bald eagles as they soar above the river daily, right outside your door! This custom built cabin is the perfect quiet getaway!

Top Guest favourite

A picturesque view of Lake Erie at sunset is captured, with soft hues of orange and pink reflected on the calm water. The scene shows a private beach area with a rocky jetty, and distant figures can be seen enjoying the shoreline.

Condo in Geneva

4.91 out of 5 average rating, 296 reviews

Lake Erie Condo #108 w/ amazing view & indoor pool

First floor unit on Lake Erie Vista condominiums with a full view of Lake Erie. Spacious 2 bedroom 2 bathroom luxury condo. Sleeps 6. King bed in Master bedroom along with a single bed with trundle bed. Luxury spa shower in master bath with body sprayers. 2nd bedroom has a queen size bed. 2nd bathroom has tub/shower, jetted tub. Beautiful balcony overlooking Lake Erie and private beach. Indoor pool also has a view of Lake Erie.

Guest favourite

A historic two-story house features a covered front porch with white railings, adorned with seasonal decorations. Two blooming trees add color to the front yard, while manicured grass and a paved pathway lead to the entrance. The exterior showcases classic architectural elements.

Guest suite in Geneva

4.96 out of 5 average rating, 226 reviews

Lorentus' Century Home

Enjoy the charm of our century home built in 1884. Close to antique shops and downtown Geneva and ten minutes to Geneva-on-the-Lake and many local wineries. Enjoy your morning coffee on the front deck. The space offers a stocked kitchenette for light meals, full bathroom with a shower and a large bedroom/living area with an adjustable queen sized bed, internet, smart TV with HDMI cable. (No cable television).

Guest favourite

A cozy living area features a black futon and two red armchairs, providing comfortable seating. Natural light enters through the window draped with light curtains. A television is mounted on the wall, and a lamp adds subtle illumination, enhancing the space's inviting feel.

Cottage in Geneva

4.84 out of 5 average rating, 113 reviews

Chardonnay Cottage | Walk to Strip + Pet-Friendly

🛏 2 queen beds • Sleeps 4 comfortably 🍽 Full kitchen + cozy living space 🌿 Front porch with lounge seating 📺 Smart TV • Wi-Fi • A/C + heat 🐾 Pet-friendly for your furry friends 📍 Walk to Geneva-on-the-Lake Strip + winery shuttle across the street The Chardonnay Cottage is your peaceful base to enjoy wine country, beach days, and lakeside memories—just far enough from the action for restful nights.