Vacation rentals in Chesterland

Eagles Watch Relax & Unwind, Lt.Punderson Lake

Quiet lake community with views that create a calmness and peacefulness one can hope for in this busy world. Open floor plan with warm golden wood floors, vaulted ceiling, stone fireplace and three sided windowed room with views of the lake. Large outdoor deck for plenty to sit and enjoy the sounds of nature and maybe witnessing an eagle fishing. Light a fire at designated fire-pit for evening gatherings to sit around and make our favorite summer treats, s'mores. If unwinding is your goal...

"The Cottages", 3 Homes, Great for Family Reunion!

Having a Family Reunion? Or just vacationing with friends? Cottages are the perfect opportunity, Where the fun never ends! There are three houses together, A shared courtyard and fire pit, So you all can be separate, but together, Making this the perfect trip! Enjoy Lake Breeze Cottage, Which is all on one floor, Harbor Cottage with 2 bedrooms, If you're looking for more! Skippers Cottage sleeps six, So there's plenty of space, They're unique and updated, The Cottages are such a great place!

Lake Life 2BD in heart of GOTL

Great location - this fun 2BD apartment is in the middle of all the excitement. Right off the strip, you can walk to all the bars, restaurants & shops. You can hear the music from the front porch. Enjoy this century old home that has 4 apartments. There are fire pits in the front & back as well as a back deck in addition to the front porch. Bring your lawn toys as there is plenty of space to play. There is a queen bed in the first bedroom & in the loft there is a queen bed and 2 twin beds.

Geneva-On-The -Lake through the seasons

See our "Ohio Ocean" Lake Erie shore-line view in all seasons from our third floor "Treehouse". Over 30 area wineries-one right next door, 1/4 mi to Historic Geneva-On-The-Lake GOTL Strip-1st Ohio Resort early 1900, family and adult amusements , trails along the shoreline within walking distance, 1 hr west to Cleveland Ohio or east to Presquile Isle, Pa, or south to Amish Country. No smoking. 2 cars avail parking but is negotiable. Be mindful of the Condo Association Rules.

Serene Suite right on the GOTL Strip!

Steps off the GOTL Strip! Come stay and play at these freshly redone cottages! There are 3 cottages on the property to accommodate a larger group of friends and family. Rent one or all! Resting on the east end of the strip, you are minutes away from the razzle dazzle of the action. Want to head the other direction? A block from the gorgeous lake views of Township Park. Hang out before your night out or after the fun in the shared green space! Fire pit and games await you!

Fairport Harbor Retreat

Enjoy a memorable visit when you stay in this unique property. View the park, lake and lighthouse all from the front porch. Centrally located and walking distance to everything, from 2 historic lighthouses, museum, unique shops, local diner, ice cream parlor, bars and beach with a boardwalk. Fish from the fishing pier, or visit Lake Erie and the Grand River for boating, canoeing, kayaking and personal watercraft. This is a beautiful area to fish, picnic and relax.

The Sunset Cottage - Lakefront with Private Beach

Beautiful lakefront cottage on the Geneva on the Lake strip with private beach! Enjoy this year-round home built exclusively as a vacation rental and loaded with amenities! 3 bed/3 full bath, 3 levels, fully stocked kitchen, washer/dryer, forced air heat & AC, wi-fi, cable, private beach, all linens, towels supplied! Just bring your food and beverages! Located on the strip at Geneva on the Lake, just minutes from Grand River Valley wineries!

Lake View Cottage ~ GOTL | Wineries | Spire

Come relax at the cottage! Located conveniently in between the Historic Ashtabula Harbor & Geneva on the Lake, you're just minutes from all the fun! Whether you're planning a girls trip, a family getaway, or a stay-cation, you can relax and unwind at the cottage. Grab a seat on the front patio to watch the beautiful Lake Erie sunset! End your night by the fire pit roasting smores or enjoying a glass of wine from one of the local wineries!

Lake Front Oasis with Breathtaking Lake Erie Views

Newly renovated lakefront cottage with Breathtaking Views and Private water access Located a mile away from the famous Geneva-on-the-Lake strip, wineries, Geneva State Park and the Ashtabula Harbor. This home offers scenic lake views and Lake Erie Sunsets from the comfort of the living room. Enjoy everything Lake Erie has to offer! We now have two kayaks for you to enjoy during your stay!