
Holiday rentals in Ashtabula County
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Top-rated holiday rentals in Ashtabula County
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Exclusively Pymatuning Tiny Home w hot tub
This 110 acre lake side tiny home Estate will reconnect you to nature while you relax in the hot tub. The neighboring state park has over 14,000 acres with a lake and trails. This tiny home is where nature meets luxury!! The electric fireplace will welcome you while resting and watching your favorite show. There is a fire pitt and charcoal grill as well as full size kitchen appliances. Owner lives on the property, but no shared facilities. This house has star link internet but not guaranteed.

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!!

Winter Retreat next to SPIRE, Near Wineries, GOTL
Welcome to this 4 BR, 2 full bath home that comfortably sleeps 10 guests. It’s been completely remodeled with a unique, charming and stylish vibe and attention to detail that’s second to none. The perfect space for families, couples, bachelor/bachelorette groups, sports spectators, wine enthusiasts, Lake Erie visitors, etc! Just a few doors down and seconds from SPIRE Institute/Academy, conveniently located near I90 and just minutes from the Grand River Valley wineries and Geneva-On-The-Lake

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!

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!

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).

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.

Hot Tub+Fire Pit+Heated Pool-Near Wineries & SPIRE
* Private Hot Tub in a fully fenced, private backyard open all year * Heated pool open May-October * Outdoor fire pit & dining area - perfect for evenings with friends * In the heart of Ohio wine country - minutes to Geneva-on-the-Lake * Directly across from SPIRE Institute (less that a mile away!) *Newly renovated ranch-style home with modern comfort and style
Popular amenities for Ashtabula County holiday rentals
Other great holiday rentals in Ashtabula County

Austin Pines Big Fam cabin!

The Bent Tree Cottage at Vineyard Woods

The Cortland Cottage at Brant's Apple Orchard

Historic Lake Retreat | Downtown

The Harbor Oar House

Sunset Sips I Grand River Wineries I Spire I GOTL

Quiet | SPIRE | Wine Country | GOTL | Beaches

Cheerful Blue House on Geneva On The Lake
Destinations to explore
- Rentals with a patio Ashtabula County
- Pet-friendly rentals Ashtabula County
- Rentals with lake access Ashtabula County
- Beachfront rentals Ashtabula County
- Rentals with an EV charger Ashtabula County
- Rentals with a firepit Ashtabula County
- Rentals with beach access Ashtabula County
- Cabin rentals Ashtabula County
- Rentals with outdoor seating Ashtabula County
- Rentals with a hot tub Ashtabula County
- Rentals with pools Ashtabula County
- House rentals Ashtabula County
- Rentals with a washing machine and dryer Ashtabula County
- Rentals with a fireplace Ashtabula County
- Flat rentals Ashtabula County
- Family-friendly rentals 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
- Laurentia Vineyard & Winery
- The Country Club
- M Cellars
- Debonné Vineyards
- Mount Pleasant of Edinboro




