
Holiday houses 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!!

Sunset Cabin
Welcome to the Sunset Cabin! 1 bedroom, 1 bath getaway located next to Saybrook Park in a cabin community. Beautiful lake view and wonderful sunsets. Only a 5 minute drive to Geneva-on-the-Lake, a 7 minute drive to historic Ashtabula Harbor and a 15 minute drive to Spire Institute. Local wineries. 32" TV with wifi. There is a window air conditioner in the bedroom! Walkway down to lakeshore. 21 and over please. No smoking and no pets! Community gazebos with a fire pit! Laundry facilities.

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 .

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.

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!

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.

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).

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.

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!
Popular amenities for Ashtabula County holiday rentals
Other great holiday rentals in Ashtabula County

Cozy Shed-Teau in Geneva

City Chic Rural Splendor Apartment

Newly Renovated 3 Bedroom Historic Bridge St #2

Lake house built 2025

Eagle River Retreat~hot tub~riverfront

Hydrangea House! 10 min Walk to Walnut Beach!

Sunshine Girl Cottage

private lot, walk to strip 15min to spire instit
Destinations to explore
- Cabin rentals Ashtabula County
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 - Rentals with beach access Ashtabula County
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 - Rentals with an EV charger Ashtabula County
 
- Nelson-Kennedy Ledges State Park
 - Waldameer & Water World
 - Headlands Beach State Park
 - Mosquito Lake State Park
 - Punderson State Park
 - Conneaut Lake Park Camperland
 - Markko Vineyards
 - Pepper Pike Club
 - Cleveland Ski Club
 - Penn Shore Winery and Vineyards
 - Big Creek Ski Area
 - The Country Club
 - Laurentia Vineyard & Winery
 - M Cellars
 - Debonné Vineyards
 - Mount Pleasant of Edinboro