Cottage holiday rentals in Steuben County

Crooked Lake, Angola - great for big families!

Escape to our sprawling lake cottage- perfect for large family gatherings! Comfortably sleeps 25+, including 5 private bedrooms and a bunk room with 5 triple bunk beds. Enjoy a fully equipped kitchen designed for crowd-sized meals, a cozy all-season porch with stunning lake views, a back patio with 3 grills and a solo stove, and private dock access. Stay entertained with plenty of board and yard games, kayaks and paddle boards. Your one-of-a-kind destination for unforgettable group getaways!

Sunset Cottage on Jimmerson Lake

Escape to this upscale 3-bedroom, 3-bathroom home nestled right on Jimmerson Lake, offering a serene setting and a perfect getaway for families or small groups. With comfortable accommodations , this charming property is ideal for those seeking a peaceful lakeside retreat with breathtaking Sun Set views, a sandy bottom for kids to play in . This lake is connected to 4 other lakes! Great for fishing, swimming, boating, or just hanging out with friends and family. So close to everything!!

The "Hall-i-Day Inn" (Clear Lake Cottage for 6)

2 Kayaks and 1 paddle board on location provided with your stay! Our cozy home offers a great location on Clear Lake with only a short walk to the sandy Public Beach, as well as the Public Access where you can put in your water toys! The backyard has ample space for parking in the 3 car driveway, a fire pit, grill, and a small back deck. Across the street is a Clear Lake conservation area with pet friendly walking trails! There is a nearby dog park, and an ice-cream shop down the street.

The Doctor's Cottage - Vacation Back In-Time

Make yourself at home in one of Clear Lake's oldest standing original cottages! Meticulously restored to deliver an authentic experience of a bygone era, updated with the features and amenities of the 21st century. Wade into the pristine spring-fed waters from property's sandy beach, sunbathe on the vintage dock, or basque in the shade beneath the old-growth oak trees. This property is truly one of a kind, and a rare opportunity to enjoy the reimagining of a simpler time.

Relaxing lakefront 2 bedroom cottage

Lakefront 2 bedroom 1 bathroom cottage on Big Turkey Lake, a 450 acre sport lake. The main living area of the cottage offers wall to wall windows for an unobstructed view of the water. Step outside to the spacious deck to use the gas grill or head down to the 40' of waterfront to enjoy floating on rafts, fishing, or enjoy the available row boat & kayaks. Bring your own water toys to tie up to the private dock or rent a pontoon from a recommended marina.

Cheerful Lake Cottage to enjoy time together

This is a great escape for a carefree visit to the lake front. Spend time next to the water for fun waterplay, relaxing evenings on the deck or spending time with friends and family away from everyday life. There are kayaks and paddle boards to enjoy on our canal off main lake. You can park a boat on our dock, however pontoon boats are too big to fit through tunnel to main lake. Update: we are excited to offer a newly redone bathroom and kitchen!

The Cottage at The Mill District

Relax and unwind at our peaceful cottage at The Mill District. You will love the views out of the floor to ceiling windows. Everything inside and outside the cottage was recently remodeled including a brand new bathroom. You and your guests will love the well manicured property. Feel free to explore the grounds and bring your photographer (No sitting fee for guests). Peaceful location located next to clear lake.

Summer & Fall are a Lovely time of year to visit!

The cottage is the perfect relaxing retreat for a family or avid fishermen who plan to spend most of their time outdoors and on the lake. Enjoy your days on the lake: boating, swimming, and fishing then spend your evenings playing yard games in the adjacent shaded lot or relaxing with the sunset views from the attached deck. Plenty of private lakefront footage includes a seawall with sandy walk in access area.

Hilltop Bungalow on Jimmerson Lake

Welcome to Hilltop Bungalow at Jimmerson Lake! ✨ Relax, recharge, and reconnect at this cozy lake-view retreat. Enjoy lake-life surroundings, warm interiors, and a comfortable space to unwind or gather with loved ones. Just 1.3 miles from public lake access—perfect for pontoon and jet ski rentals.🚤 The space sleeps 6–9 comfortably with all the amenities you need for a peaceful getaway.