Holiday rentals in Saybrook

4.95 out of 5 average rating, 114 reviews

Sand V-Ball Ct w/ Vineyard Views SPIRE 5 Min

Enjoy a relaxing stay in this fully renovated 1860's 3BR/3 Full BT home. Featuring a spacious, fully stocked kitchen, outdoor gathering spaces, including fire pit, and sand volleyball court with vineyard views. The Grand Getaway is perfect for romantic getaways, girls weekends, bachelor/bachelorette parties, family vacations and more! Centrally located in the heart of The Grand River Valley within minutes from all local wineries and a short drive to GOTL. The perfect space for creating memories!

5 out of 5 average rating, 109 reviews

Townhouse in Ashtabula

Harbor Haven - Steps to Sand, Shops & Local Sips

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

4.89 out of 5 average rating, 107 reviews

Chic 5BR Getaway in Wine Country - Pet Friendly

🏡 5 bedrooms 🛏 7 beds • 2 bathrooms • Sleeps 12 🌳 Huge backyard w/ fire pit (firewood provided!) 🍳 Fully equipped kitchen • BBQ grill 🍽 Dining table for 12 🎥 Smart TV's • Roku + Spectrum 🪑 Outdoor front porch with tons of seating 💻 Desk for remote work 👶 Pack n' Play for little ones 🚗 Driveway parking for 5+ cars 🐾 Pet-friendly 🛋 Minutes to wineries, Lake Erie, and SPIRE Spacious, stylish, and close to everything — this Geneva home is the ideal group retreat in Ohio wine country.

4.93 out of 5 average rating, 139 reviews

St. James Place Geneva on the Lake, Ohio

Located at Geneva on the Lake less than 1 mile from Eddie's Grill! A 2 bedroom SMOKE FREE cottage on a private drive with oversized yard for up to 6 people. Room for boats, trailers, toy haulers--message us PRIOR to booking! Enjoy fun at the Strip, hunt for beach glass, visit the area's award winning wineries, or explore the areas 13 covered bridges. Kick back on the covered porches & watch the wild life, try your hand at our yard games or enjoy the fire pit & Tiki bar with friends & family.

4.96 out of 5 average rating, 103 reviews

Cottage in Ashtabula

Lake Life Cottage

Pet friendly 2 story cottage with a partial 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.

4.95 out of 5 average rating, 192 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, 182 reviews

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.

5 out of 5 average rating, 351 reviews

Flat in Geneva

“The treehouse”

Cozy nest in Ohio’s wine country, featured in the November 2021 issue of The Cleveland Magazine, this is a comfortable one bedroom upstairs unit located conveniently 3 miles off Rt 90,in the heart of Geneva’s wine country. Spend your days exploring historic downtown Geneva, walk to local wineries and restaurants or take a selfie in front of Ashtabula County’s smallest covered bridge. This home away from home is conveniently located in the middle of all Geneva has to offer

4.96 out of 5 average rating, 107 reviews

Home in Ashtabula

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.

Superhost

Cottage in Geneva

4.88 out of 5 average rating, 154 reviews

Quaint Country Home in Geneva

My quaint home is located in the heart of the Grand River Valley where grapes are grown by the area's wineries. You'll have the entire home to yourself, including the master bedroom with a King Size Bed. There's also a pull-out love seat that sleeps one, which is located in the master bedroom. The living room area can accommodate my queen-size air mattress, depending on the number of guests. (URL HIDDEN)

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.