Family-friendly vacation rentals in Ashtabula

Winter Blues? Sip, Dine & Unwind @ 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!!

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 .

Charming Cottage Overlooking Lake Erie

This 1930s vacation cottage sits atop a bank overlooking the Lake providing an extraordinary respite from the hustle and bustle of big-city life. Relax listening to the waves, watch lake freighters pass in the night, watch for eagles overhead. From a recent guest, "Spectacularly cozy & clean with amazing views!!" The cottage: a porch with a spectacular view, clean, comfortable, vintage with modern amenities, great WiFi and a fully-equipped kitchen! Open all year; amazing off-season rates.

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

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.

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!

Oakwood Beach | Lakefront • Fire Pit + Hot Tub

🛏 5 bedrooms • 6 beds • 3 bathrooms • Sleeps 10 🌅 Direct lakefront access + epic sunsets 🌊 Hot tub open year round! Overlooking Lake Eric 🔥 Fire pit • gas fireplace • grill + Smart TV 🍽 Full kitchen • stocked essentials • outdoor dining 🛋 Huge screened-in porch w/ Lake Erie views 📍 4 miles from Geneva-on-the-Lake Strip Wake to waves, unwind on the water’s edge, and watch unforgettable sunsets — this is your private lakeside escape at Oakwood Beach.

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.