Holiday rentals with a pool in Lake Erie

The Poolside Tiny House & Rustic Barn Game Lounge

Lola’s Oasis is a hidden gem on beautiful grounds, the perfect romantic escape in a small town for fall foliage, wineries & autumn adventures!The property has this cozy Tiny House & several unique amenities private to yourselves: a Rustic Barn Bar & Game Room, pergola patio with bonfire, slate bar & 2 charcoal grills, plus a hammock, swing & small orchard. Bikes available. It’s a central location-Hiking 5 min, Lily Dale & Lake Erie 20 min,Jamestown & Ellicottville 30 min, &Buffalo/Niagara 50 min

Lotus Bay Cabin- Now Open! Pool/Hot Tub/Beach

*In-ground pool with spill over hot tub & pool house open through Dec. 1st, 2025 *8-person stand alone hot tub opens Dec. 1st, 2025 Autumn, winter, is that you? A cold drink in the in-ground hot tub & pool, meals in the fully stocked kitchen, movies on the spacious sectional, book reading in the sunroom, cozy bomb-fires under the stars & beach strolls for gorgeous sunsets & walks along Lake Erie…simply cannot go wrong! Lake Erie Wine Country, Buffalo & Niagara Falls all within close reach!

The Guest House at Burdick Blueberries Farm

Share the peaceful beauty of our working family blueberry and flower farm with organic and sustainable practices. Located in East Otto, New York. During the blueberry season experience the joyful bustle of the pick-your-own blueberries and flowers, Mid-July - August. Private guest house attached to farmhouse. Enjoy our patio and spacious lawns plus in-ground pool. Walk along the blueberry bushes, farm roads and woodland trails. Guest space has a simple & natural aesthetic, a relaxing haven.

Madison on the Lake Home w/ pool in wine country!

HEATED POOL is now open for the 2025 season! Spend time at the lakeside cottage in wine country! Featuring a desirable open floor plan, fully stocked kitchen, Wi-Fi, smart TV's, 3 bedrooms, and 1.5 baths. Escape to the beautiful & private backyard oasis which boasts an in-ground pool, fire pit, patio, and deck! Stay 2 nights, week,month, or longer at your very own resort! PERFECT LOCATION at Madison-on-the-Lake! Minutes from Geneva on the Lake and Ohio’s best wineries, beaches and more!

Peek’n Peak Fall Escape | Fireplace + Loft View

Escape to our welcoming upper-level condo at Peek’n Peak Resort! Just steps from Chair Lift #8, it's perfect for ski trips, golf weekends, or relaxing family getaways. Features 2 bedrooms, a loft with twin beds, 3 full baths, a fireplace, and a private deck. Enjoy four seasons of fun with nearby ziplining, spa, hiking, dining, and more. Ideal for couples, families, or groups. Note: resort amenities not included. Travel insurance recommended due to strict cancellation policy.

Private Suite with Pool Access | Amazing View

Welcome to Sunrise Suite at Legacy Point, your cozy getaway nestled in the heart of East Mead Township. This charming 1-bedroom, 1-bathroom rental is perfect for couples or solo travelers seeking a serene retreat with a breathtaking view. Space includes refrigerator, microwave and Keurig for your convenience. Enjoy the hot tub and access to property pool when in season. Immerse yourself in the tranquility of the surroundings and unwind in a space designed for relaxation.

#1 Bachelorette Large Group / Wineries / Lake View

A newly remodeled lake house conveniently located between Ashtabula Harbor and Geneva on the Lake. This 3500 square foot home is equipped with large outdoor entertainment area, including a warm fire pit, pool with chase lounges, bar, comfortable sitting area, large yard and grill. Enjoy local attractions including wineries, Geneva State Park, beaches including, Breakwater, Walnut, Spire Institute, covered bridges, Geneva on the Lake, bike trails and orchards.

Luxury Farm Getaway at Sunset Hill

Sunset Hill is a premier gateway to experience a mix of simplicity and splendor. Just off of Interstate 79 it is driving distance from Erie, Cleveland and Pittsburgh. This farmhouse getaway offers an escape from the fast-moving metro areas, yet is close to many local attractions. The home features a large back yard with many outdoor games in the summertime and includes a heated indoor pool, hot tub, sauna, and much more. Great for families and large groups.

Million $ view Lake Chautauqua

Immerse yourself in a private, perfect getaway with stunning Lakefront views from Living Room & Bedroom. Enjoy the crackling from the wood burning fireplace, warm & cozy. Welcome to our quiet, serene condo located in the M building at the end of the Chautauqua Lake Estates Property. This beautifully appointed 850 sq ft. residence features warm woods and is fully furnished with everything you need for a relaxing retreat. Come relax & then go out and play !

Lake Erie Condo #108 w/ amazing view & indoor pool

First floor unit on Lake Erie Vista condominiums with a full view of Lake Erie. Spacious 2 bedroom 2 bathroom luxury condo. Sleeps 6. King bed in Master bedroom along with a single bed with trundle bed. Luxury spa shower in master bath with body sprayers. 2nd bedroom has a queen size bed. 2nd bathroom has tub/shower, jetted tub. Beautiful balcony overlooking Lake Erie and private beach. Indoor pool also has a view of Lake Erie.

Little Beach Retreat, Port Stanley

Welcome to Little Beach Retreat 4 seasons cottage located in beautiful downtown Port Stanley. Prime location - 3 min walk to Coffee Shops, Amazing Dining & Shopping. 10 min walk to Little Beach. This charming Cape Cod style home is filled w/natural light, looking out onto the private backyard w/firepit, pool and gas BBQ. A perfect family cottage to enjoy and make new memories.

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