Vacation rentals in Kelleys Island

Lakeside Love

Full interior renovation in 2025 & new furnishings! Whole house air. Amazing outdoor space with grill & outdoor seating. Great location, walking distance to parks, Lake Erie and all Lakeside amenities. Private parking for up to 3 cars. Fully equipped kitchen, dishwasher, induction range, French door refrigerator with ice and filtered water, microwave, washer/dryer. TV, and WiFi. Bathroom with shower/toilet room and separate vanity room. 2 bedroom, 1 sleeping porch, sleeps 6. NO PETS.

The Round House Retreat on Kelleys Island

The Round House is a special home, set on an acre of land surrounded by state park foliage and trails, yet only steps from the island winery and cantina, and a short distance from all that the charming downtown has to offer. A peaceful retreat for adults with child friendly amenities in the heart of Kelleys Island, the Round House is perfect for birders, anglers, and families wanting an idyllic getaway. Restful decor, wide balconies, and abundant greenery will leave you relaxed and refreshed.

Dannys Million Dollar View - Kelleys Island, OH

Awesome Lake View. A-Frame summer Cottage on Lake Erie with plenty of parking for our fishing guest boat trailer, 4 bed, 1 bath (tub shower), lovely corner Lakefront/Lake view and rocky beach in front of house. Loft with pool table. Built in 70’s, early American decor. Good for women’s retreat in fall, host an educational retreat, or a couple who wants to spend time together in a quiet place with and excellent view (extra guest fee over 4 guest, 5 people max). Prices include bed tax of 6%.

Cottage for Two

This small quaint Island Cottage Suite offers a comfortable and pleasant place to relax between travels about Kelleys Island where you will find trails to walk, beaches to stroll and swim as you observe the beauty of nature. There are extraordinary sunrises to the east and sunsets in the west of the island, kayaking, and historic sites such as Glacial Grooves, the Historic Museum, churches, restaurants with varied cuisines, also offerings of breakfast specials, and various interesting shops.

RED RETREAT is the perfect Kelleys Island getaway!

Red Retreat has all the amenities you'll need to enjoy your time on Kelleys Island! This spacious 3 bedroom home sleeps up to 8 guests. Located only 1.2 miles from the ferry and 1.5 miles from the downtown area. While here, you will love the nature, the history, the wineries/breweries, restaurants and live entertainment. You will be a short ferry ride to the world famous Cedar Point or South Bass Island, home of Put-In-Bay. We can't wait for you to experience the Kelleys Island life!

Firefly Cottage

One of the best kept secrets in the U.S. is beautiful Kelleys Island, just a short ferry ride from the mainland in Marblehead, you will arrive to the island and in minutes be at Firefly Cottage. Walking in with your friends or family, you will feel an instant calm. Firefly Cottage is a unique home that can cater to young and old, smaller or larger groups, and a home that's child-friendly but not filled with child-specific items. We can't wait to talk to you about the stay of your dreams.

Serenity Island Escape 3 bedroom cottage

Come and enjoy our cottage on the beautiful Kelleys Island. After a relaxing day at the beach rinse off with the outdoor shower. Then spend time with the people you love most at our outdoor fire pit. Crawl into bed relaxed after a serene experience at Island Life. Bedroom 1 First floor king bed, bathroom with jacuzzi tub & shower Bedroom 2 king bed Bedroom 3 Queen bed Loft 2 twin beds First floor washer and dryer. Located on one acre wooded lot.

Wake on the Lake

This island getaway is within walking distance of the Marblehead ferry and downtown, with great shopping, restaurants and entertainment. Tastefully decorated and meticulously maintained, you can enjoy your morning coffee on your private balcony overlooking the quarry pond. After a fun filled day of island exploration, relax on the spacious couch and enjoy Hulu live TV or stream a movie over Wi-FI. The pool is open from Memorial day to Labor day.

Kelleys Island Cabin Fever/Duplex Unit 2

Our unique cabin was built in the 1950's with 4 bedrooms, two baths and two small kitchen/living areas finished in knotty pine. In the 1990's, a beautiful enclosed porch was added as a common area for both units. We purchased our lovely home in 2016, updating the kitchens and expanding the living areas. Cabin Fever is a multi-use home that that can be rented as a 2 bedroom 1 bath unit or 4 bedroom 2 bath home.

Beck Lake House

A beautiful brand-new construction house (2024). House sleeps up to 10 and is equipped with 2 full baths. A fully stocked kitchen and an outdoor grill. A large front porch and back patio with a hot tub are both great for relaxing. Home includes all linens and towels for your stay. Relax at our lake house and experience the island life. Make a lifetime of memories with your friends and family at our lake house.

KI Modern Farmhouse + BBQ + Firepit + Backyard

Escape to this charming modern A-frame farmhouse designed for comfort and calm. Tucked just under 2 miles from town, you’ll enjoy the quiet of nature while staying close to all the sights and fun of Kelleys Island. Unwind on the decks, gather around the fire pit under the stars, and settle into a space that feels like home the moment you arrive. Message us anytime with questions—we’d love to host you.

Oars, Shores & Anchors-3 Bedrooms/2.5 Bathrooms

🌅 Spacious Waterfront Retreat on Kelleys Island — Sunset Views & Comfort for the Whole Group! 🌿✨ Welcome to your peaceful island escape on Kelleys Island’s beautiful southwest corner. This spacious retreat offers gorgeous water views, an airy open floor‑plan, a large gathering space, 3 bedrooms plus loft bedroom, 2.5 bathrooms, and unforgettable sunset views — all with the comforts of home.