Holiday rentals in Jefferson

Twin Cherry Hideaway #1

Welcome to our 11-acre property with fully stocked one-acre pond for fishing and swimming. We are centrally located amongst the Ashtabula harbor, Geneva-on-the-Lake, and Harpersfield wineries. We have a beautiful king-sized one bedroom and one bath unit with a full kitchen and all the amenities you would need for a relaxing stay. Roku tvs in living room and bedroom. Laundry facilities on site. Please note: There is a queen Japanese futon or air mattress available for one to two more guests.

“Willow Ledge at Silver Creek”with Private Hot Tub

New Construction Modern Ranch House features rustic upscale design with beautiful cozy interiors and comfort at every turn. Stunning views await with floor to ceiling windows overlooking beautiful Silver Creek and surrounding nature. Private deck is spacious and inviting with oversize hot tub, concrete fire pit, gas grill, and outdoor dining furniture. A few minutes from great restaurants, the Brewery at Garrett’s Mill, and the coolest Coffee Shop. Perfect weekend getaway or business stay.

The Pond Cottage at Rustic River

This romantic little cottage is the answer to reconnecting and recharging. Featuring a comfy queen size bed, well-appointed kitchenette, woodburning stove, gas grill and firepit. Quiet and cozy, you can enjoy the beauty of nature and the woods from the window-filled cottage. Grab your boots and explore the woods and trails and hike down to the Grand River. Located just 10 minutes from area wineries, restaurants, shopping, and Spire Institute, and 20 minutes to Geneva on the Lake and Lake Erie.

Luxury Log Cabin w/ Hot Tub in Ohio Wine Country

Welcome to this brand-new 2025 authentic log cabin set on a private 2-acre wooded lot in Ohio wine country, just minutes from Geneva-on-the-Lake, the Spire and local wineries. This spacious retreat sleeps up to 8 guests and is designed for families and groups looking for a relaxing getaway with a private hot tub, fire pit, and cozy cabin atmosphere. Designed with authentic log construction and modern amenities, this two-story property spans multiple gathering spaces great for large groups.

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 .

4 Bedroom l Grand River Wineries I Spire I GOTL

Enjoy a stylish experience at this centrally-located home in the heart of Ohio's wine country. You can sip, savor, and explore charming vineyards all day—then return to your private getaway to unwind in style. Enjoy friendly competition in the game room with pool and shuffleboard. Take in vineyard views on our second story deck. During the golden hour, toast to a fun filled trip as the sky transforms into a canvas of stunning colors, offering the perfect backdrop for unforgettable moments.

Grand River Haven

Your getaway awaits! Stay at this unique and tranquil apartment, overlooking the Grand River. Lounge on the undercover patio while bird watching and reading a book. Cozy up on the couch and enjoy a glass of wine. Sit around a campfire. Rent a kayak and enjoy a 2.5 or 7.5 mile trip. Centrally located, we are within 10 minutes of over a dozen wineries, numerous restaurants, 10 minutes to The Spire, 20 minutes to Geneva-On-The-Lake. Download the app "visit Ashtabula county" for local events.

The Oak Cottage at Vineyard Woods

Premier lodging in the heart of the Grand River Valley wine region. Vineyard Woods is a secluded getaway that is perfect for the couple looking to relax, or friends looking to take a break from the daily grind. Set on 26 acres of vineyard land and rolling woods, Vineyard Woods is unique setting for those traveling to enjoy the area. The Oak Cottage is a private 590 sq foot cottage that sleeps 2 boasting a king bed, luxurious linens/towels, and a spacious bathroom with a tiled shower.

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.

Manger Six (We’ll leave a Star on for you)

Escape to the peaceful countryside in our beautiful 740 sq. ft. apartment. Step outside to your private patio, the perfect spot to start the morning or unwind while watching for deer and local wildlife. You’re conveniently located just 2 miles from route 90. • 15 minutes to Historic Ashtabula Harbor • 11 minutes to Downtown Conneaut • 21 minutes to SPIRE Institute • 25 minutes to the wineries and Geneva-on-the-Lake The nightly rate already includes the required 5% county bed tax

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!

Charm 307

Welcome to Charm 307. She is an early 1900’s farmhouse that has been lovingly updated with still keeping her original charm. We are still making improvements but promise you a very comfortable stay in the heart of the Grand River Valley wine region. This is a great location for your stay in the area! Centrally located minutes from I-90 and Spire, 20 plus area wineries, Geneva on the Lake, Covered Bridges and the Historic Ashtabula Harbor.