Holiday rentals in Ashtabula

5 out of 5 average rating, 106 reviews

Townhouse in Ashtabula

Harbor Haven — Steps to Sand, Shops & Local Sips

⭐️⭐️ Welcome to The 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 vineyards and covered bridges. Plus, pickleball courts are a stroll away! The Harbor Haven offers the perfect blend of adventure, comfort, and convenience!!!

4.92 out of 5 average rating, 102 reviews

Cabin in Ashtabula

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.

4.96 out of 5 average rating, 151 reviews

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!

4.9 out of 5 average rating, 103 reviews

Apartment in Ashtabula

Urban Agriturismo: 2 bdrm on Bridge Street

Join us in the vibrant Historic Ashtabula Harbor this weekend! If you like to be in the middle of things...but enjoy privacy... In the heart of Bridge Street - this Urban getaway is a great start to your adventure in Ashtabula. Above Harbor Gardens, a General Store and Demonstration Kitchen focused on local food, we share the block with coffee, chocolate, ice cream, restaurants and shops. Kayaking/beaches/pickle ball and tennis are near. Our urban food-forest is only four blocks away!

4.98 out of 5 average rating, 127 reviews

Townhouse in Ashtabula

Townhouse in Ashtabula Harbor, 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!

4.95 out of 5 average rating, 185 reviews

Flat in Madison

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

4.96 out of 5 average rating, 104 reviews

Point Break 3 BR near beach, dining, and shopping

Enjoy your stay in this 1930's home right by Lake Erie. Walking distance to the beach, tennis & pickle ball courts, and the library. The home has original wood floors and trim, a working fireplace, and built in cupboards. The kitchen and bath are recently updated and the garage has been converted to a summer room. Backyard includes a small deck, outdoor tub, and driftwood picnic table. Close to wineries, shopping, restaurants, Lake Erie, covered bridges and public parks.

4.87 out of 5 average rating, 204 reviews

Harbor House

The Harbor House is located in the heart of the Ashtabula Harbor and with a few steps you will be on Bridge Street. Our newly renovated house has 2 Bedrooms, a den (sleeps 6), 1 bathroom, a living room, a dining room, and a kitchen equipped with a stove, refrigerator, and dishwasher for your convenience. Relax in the private backyard on the large covered deck for your outdoor living. Thank you, Tammie and Kevin.

4.97 out of 5 average rating, 194 reviews

Guest suite in Geneva

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).

4.94 out of 5 average rating, 50 reviews

The Harbor Oar House

This completely remodeled turn of the century home perched on a cobblestone street is literally 50 steps from Historic Bridge St. and a hop and skip to Geneva on the Lake, and all local Wineries. Sit on the front porch with a glass of wine and watch the festivities! Walnut Beachand Lakeshore Park. is handy for a stroll, or watch the sunset. Sit on the back deck in the secluded back yard.

4.99 out of 5 average rating, 86 reviews

Townhouse in Ashtabula

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!

4.95 out of 5 average rating, 336 reviews

Cabin in Geneva

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.

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Other great holiday rentals in Ashtabula

4.92 out of 5 average rating, 65 reviews

Cabin in Ashtabula

The Cozy Cabin! Think Spring and Get Away!

AshleyRating, 5 stars7 months ago

This cabin was the perfect spot for our little weekend getaway! It was very tidy with all of the essentials and more needed for our stay. Just a short walk to the lake for breathtaking views of the sunset!

4.88 out of 5 average rating, 76 reviews

Quaint Harbor Home

BethRating, 5 stars9 months ago

The place was perfect for our girls trip! It was clean with comfortable beds. The back covered porch was perfect! Maureen left us coffee from a local shop and brought us a bottle of wine! Very nice and much appreciated! We would stay here again!

5 out of 5 average rating, 56 reviews

Home in Kingsville

Spacious ranch perfect location

MarshallRating, 5 stars1 week ago

By far, the best air bnb we have stayed in. Will definitely be back to this place.

4.68 out of 5 average rating, 38 reviews

Flat in Jefferson

City Chic Rural Splendor Apartment

CindyRating, 5 stars6 months ago

Beautiful and peaceful little garage/studio apartment. It’s not really meant for couples. Maybe more for like a single person or 3 single friends. The water comes from a well and has a sulfur smell which is common according to the internet. If you have a sensitive nose I would not recommend staying here. (Water smells like Nair or burnt hair) other than that we loved staying here. Super quite!

4.98 out of 5 average rating, 41 reviews

The Harbor Get Away Beautiful 3 bedroom 2 bathroom

JeremiahRating, 5 stars1 week ago

Enjoyed our stay! Location was right by Walnut beach and downtown Bridge st. Lovely new playground at the beach was awesome for our little. Very clean and nicely updated home.

4.97 out of 5 average rating, 77 reviews

Bungalow in Ashtabula

Charming Bula Family Home SPIRE+Walnut B+Wineries

BrittanyRating, 5 stars2 months ago

Me and my family loved this house. we didn't want to leave. very clean had everything that we need. Very nice setup We loved it. Hope to stay again. well worth the stay. Very quiet and peaceful.

4.95 out of 5 average rating, 38 reviews

Entire House with Hot Tub/Bridge Street

FeliciaRating, 5 stars1 week ago

The house is a great place to stay. Walking distance to Ashtabula Harbor and it has an expansive view of the lake from the back yard. It was clean and comfortable for us and she provided a bed for our pup.