Family-friendly holiday rentals in Ashtabula

Sip+Shop+Snuggle this winter @ The Harbor Haven

⭐️⭐️ 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!!

Quaint open room with bathroom on horse farm

A quaint cowboy decor room on a working horse farm . Great over night room in the country but minutes from town. Full bathroom, fridge, microwave queen size bed. . Rooster lets you know when dawn is approaching . Great stop over if hauling horses . Picnic area at top with grill. Arabian horses dot the pastures. Covered bridge on the road and within minutes of wineries, Lake Erie, Historical Ashtabula harbor. Room is small but comfortable without the noise of a hotel. Wifi but no TV .

Cherry Hill House

A quiet, old farmhouse with plenty of space for outdoor activities. Perfect for hunters and fishermen visiting the area or a place to stop that is just 7 minutes from the interstate. We kept the nostalgic style of your grandparents (or parents!) with a few updates for comfort. This is a very simple country house, if you are looking for a hotel stay, this is not it. This house is old and the layout is not modern, and it is not fully updated, so please keep this in mind as you decide to book.

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!

Cozy winery getaway with hot tub!

Relax in this cozy country garage apt. in Grand River Valley. The first stop on your winery tour is just 4 minutes away with over 30 more to explore. Visit nearby Lake Erie, Thompson Ledges, Geauga Park District Observatory, or a covered bridge. Kitchenette w/ mini fridge, microwave, Keurig & sink. Quaint bath w/ stand up shower Private keycode entry Electric fireplace King size bed Rustic wood rockers & table Pet friendly Shared access to hot tub, back yard fire pit & patio

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!

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!

The Triangle: A-Frame Cabin for your city retreat

Cabin retreat in the Village of West Farmington. This 400 sq. ft. A-Frame cabin is perfect for a weekend away from the city to relax, rejuvenate, and rest. The welcoming nature of the cabin is immediately apparent when you walk in - the wood-burning stove, the exposed beams throughout, and the many small details will draw you in to your weekend home. Brand new deck in Fall 2024! Extremely close to The Place at 534.

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).

Beautiful House walk to everything downtown!

Beautiful Restored Century home right in downtown Conneaut. Groceries, Gym, Restaurant/Bar, Rock Church and many more within 0-2 blocks! 2 Bedroom with Comfortable Queens, a HUGE Bathroom, Large Kitchen and Basement Bar! Minutes from Lake Erie Beaches/ Marina and restaurants. Our house is meticulously cleaned and sanitized between guests. This is a standalone house with its own private entrance.

Townhouse in Ashtabula Harbor - Wine | Dine | Shop

A brand new townhouse located right on bridge street, in the heart of it all! Staying here you'll be in walking distance to local shops, restaurants, brewery and recreation! A walk down the street will bring you to Lake Erie. We are close to Geneva on the Lake, wineries, and Spire. This two bed, two bath home is perfect for some time away with your friends & family!

Hemlock Hideaway-Rustic Cabin on the Grand River

This primitive cabin nestled in the woods overlooking the Grand River is a nature-lover's paradise! Come canoe, fish, experience wine country, or unplug and just get away from it all. Please note: There is no running water or electricity at the site, but the cabin is generator-ready and there is an outhouse. See below for more details.