
Holiday rentals in Ashtabula County
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Top-rated holiday rentals in Ashtabula County
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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!!

Lakeside Retreat
Welcome to our Lakeside Retreat! Our 1 bedroom, 1 bath getaway located next to Saybrook Park in a cabin community. Only a 5 minute drive to GOTL, a 7 minute drive to historic Ashtabula Harbor and a 15 minute drive to Spire Institute. Short drive to many local wineries. Window air conditioner in the bedroom! Walkway to the lake with beautiful sunset views. 21 and over please. No smoking and no pets! Community gazebos. Laundry facilities available. Construction may be going on near the cabin.

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!

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 .

Cozy 1 bdrm cottage. Furnished Living Rm & Dining area. Fully stocked kitchen w/ refrigerator, oven, microwave & coffee maker. 1 bathrm w/shower. Walking distance to Lake Shore Park. Short drive to Historic Ashtabula Harbor. Perfect for fishermen!
Nestled in a small Lake Erie neighborhood, this cozy cottage looks out onto a peaceful field from a bay-window view. A stroll down the street leads you to Lake Erie and all amenities/public events at Lake Shore Park. There's a family restaurant in the neighborhood which is just a short drive to many other historic Lake Erie attractions! Pets are family too! Bring your potty trained four-legged family members at no extra cost as long as you pick up after and leash your pet when outside.

Water’s Edge Lake House with Fabulous Views!
Enjoy lakefront sunsets in a beautiful ranch home on the shores of Lake Erie. Lakefront home minutes away from golfing and Lake Shore Park providing boat docking, fishing, beach access for swimming, picnic areas. Close to Grand River wineries, Geneva-on- the- lake, shopping, restaurants, covered bridges, public parks. Entire home has recently been updated including the kitchen and bathrooms with added game room with futon and TV. Plenty of outdoor space to enjoy games and attached deck.

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!

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.

Private Beachfront Escape | Beautiful Lake House
Wake up to stunning sunrises and sunsets over Lake Erie at this updated 2-story retreat, just steps from a private beach and near all the attractions of Geneva-on-the-Lake. Inside, enjoy eclectic décor, a cozy open-plan living area, and a private balcony with breathtaking lake views. Pets are welcome for a small fee. Explore nearby wineries, the marina, and family-friendly activities like go-karts, mini-golf, and a Ferris wheel. Open year-round for a perfect lakeside getaway.

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 • Epic Views • Fire Pit
🛏 5 bedrooms • 6 beds • 3 bathrooms • Sleeps 10 🌅 Direct lakefront access + epic sunsets 🔥 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.
Popular amenities for Ashtabula County holiday rentals
Other great holiday rentals in Ashtabula County

Cozy Shed-Teau in Geneva

The Aloha Retreat in Ashtabula

The Cortland Cottage at Brant's Apple Orchard

Cozy Cottage at Lake Erie!

City Chic Rural Splendor Apartment

Quiet | SPIRE | Wine Country | GOTL | Beaches

The Knotty Nook at Wheeler Creek

Hydrangea House! 10 min Walk to Walnut Beach!
Destinations to explore
- Rentals with a hot tub Ashtabula County
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- Rentals with a washing machine and dryer Ashtabula County
- Pet-friendly rentals Ashtabula County
- Rentals with a fireplace Ashtabula County
- Rentals with beach access Ashtabula County
- Cabin rentals Ashtabula County
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- Rentals with outdoor seating Ashtabula County
- Waldameer & Water World
- Nelson-Kennedy Ledges State Park
- Headlands Beach State Park
- Mosquito Lake State Park
- Punderson State Park
- Conneaut Lake Park Camperland
- Markko Vineyards
- Cleveland Ski Club
- Pepper Pike Club
- Big Creek Ski Area
- Penn Shore Winery and Vineyards
- The Country Club
- M Cellars
- Debonné Vineyards
- Laurentia Vineyard & Winery
- Mount Pleasant of Edinboro