Holiday rentals in Plain

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Top-rated holiday rentals in Plain

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Guest favourite
A shaded outdoor area is framed by wooden beams, leading to a clear in-ground pool with a diving board and slide. String lights create a soft glow, and lounge chairs are positioned nearby, offering a serene space for relaxation.
Home in Milford
4.98 out of 5 average rating, 115 reviews

Summer of fun Pool, Hot Tub, Huge Game Room CLEAN

From the heated in-ground pool, to the large hot tub, to the huge heated/a/c game room, you will love your stay at our Milford location. Created with comfort and fun in mind there is no end of things to do and places to unwind and enjoy the relaxation of a home away from home. With sizzling hot Wi-Fi, this place is perfect for a girl's weekend, a couples retreat, an extended stay with your family, or a work trip. All the details are well thought out to create a perfect getaway for every group.

Superhost
A bright dining area is framed by large windows, providing views of Dewart Lake. A light wood dining table is accompanied by white chairs. Soft blue walls create a calm atmosphere, while natural light enhances the space. A cozy seating area is visible toward the lake.
Home in Syracuse
4.86 out of 5 average rating, 28 reviews

Dewart Lakefront Cottage

Escape to our charming Lake Cottage, nestled on the peaceful Dewart Lake in Syracuse, IN. Whether you're seeking a relaxing weekend or an adventurous getaway, this cozy retreat offers stunning lake views, beautiful sunrises and sunsets, private access on an all sport lake and all the comforts you need for a memorable stay anytime of the year. Enjoy the lake with kayaks, fishing from the pier and space for a boat, BBQ grill, smart TVs and campfire pit are just a few amenities we have to offer.

Guest favourite
Cabin in North Webster
4.89 out of 5 average rating, 267 reviews

Dock of Bay Cabin- Private Dock on Lake Webster

"Last Cast" is close to town, creating the perfect space to have access to peace & quiet while being close to town & water. This cabin is on a private property that guests will have all to themselves while they are here. You will have access to an eat in kitchen, living room, private bathroom, and a loft which has two beds. This cabin comes w/channel dock space on the S. side of Lake Webster. There is space for your boat & water toys to bring along w/ you or rent items @ a marina while here.

Superhost
The exterior of Shell Cottage is showcased, featuring a lakefront view with a private dock and paddle boat. Lush greenery surrounds the cottage, and a spacious deck is visible. An American flag stands proudly, with a gravel parking area accessible beside the cottage.
Home in Leesburg
4.78 out of 5 average rating, 23 reviews

Cozy & Scenic Lakeside Retreat

Welcome to Shell Cottage on Shoe Lake, a charming retreat set by the lakefront offering breathtaking sunrises. Built in 1940, this 1 bedroom, 1 bath lovingly preserved and tastefully updated 424 sq ft cottage blends historic charm with modern comforts. A cozy layout with its original doors, windows and wood floors brings a nostalgic touch. Guests can make the most of lake life with included amenities - floe dock, paddle boat, and lift ready for your enjoyment. Perfect for a relaxing getaway!

Top guest favourite
Cottage in Warsaw
4.98 out of 5 average rating, 146 reviews

The Channel House @ Hoffman Lake

2 bedroom 2 bathroom cottage that is located on Hoffman Lake Channel. The Channel House is great for fishing right out of the back door. Conveniently located a drive from Warsaw, IN and several smaller towns. Bring nothing to this fully furnished cottage except your clothes and plan for fun. On site drive way parking, laundry, garage with pool table, darts, & air hockey. Several activities inside and out. Fire pit, outdoor seating and lounge chairs. We live nearby & can assist your stay!

Top guest favourite
A serene view from a balcony overlooks a lush green expanse with neatly arranged farm fields in the distance. A rustic barn is visible on the left, surrounded by trees, under a clear sky.
Flat in Warsaw
4.96 out of 5 average rating, 363 reviews

The Loft: 1880

Located near, Zimmer-Biomet, and Cinema. Perfect for business travelers & those visiting family & friends. We've hosted contract workers & parents visiting Grace College students. The Loft is a second-story self-contained annex attached via a private entrance. On-Site Parking. We are situated on 3 acres and love our 1909 farmhouse and The Barn 1880: Historic Venue. Open plan living/dining w/fully equipped kitchen w/coffee bar, separate private queen bedroom & private bathroom. See Reviews.

Guest favourite
Cabin in Warsaw
4.96 out of 5 average rating, 142 reviews

Romantic A-frame · HeartJacuzzi · Firepit · Kayaks

Peaceful channel-front A-frame cabin on Barbee Chain of 7 lakes! This cozy retreat features a charming, rustic interior, fully stocked kitchen, and heart-shaped jacuzzi. You'll love stargazing or drinking morning coffee on your spacious deck with gas firepit and gas grill. Unwind by the cozy fireplace, kayak and fish on the Barbee Chain of 7 lakes, and make s’mores by the waterside firepit! Minutes from boat launch. Book now for unforgettable memories in this intimate, picturesque getaway!

Top guest favourite
A well-maintained guesthouse exterior is showcased, featuring light brown siding and a welcoming porch adorned with potted plants. Two balconies are visible on the upper level, and seating is arranged on the ground floor patio. Lush greenery surrounds the property.
Guest house in Winona Lake
5 out of 5 average rating, 270 reviews

Guesthouse Suite (C)

Experience the rich history of lovely Winona Lake when you book your stay in our GuestHouse Suites. Next to the heart of the Village At Winona, just steps up to Grace College or a short walk to visit the shops and restaurants. Enjoy a relaxing afternoon on the patio with the views of Spring Fountain park. WL Limitless Park and public beach, splash pad, tennis, pickleball and basketball courts, paved walking/bike trails, challenging mountain bike trails, are all within walking distance !

Superhost
Home in Leesburg
4.94 out of 5 average rating, 17 reviews

Tippecanoe Lake-Family Friendly-4Bedroom

Have fun with the whole family at this stylish place. A newly renovated home that has a warm and comforting feel throughout. Country living that includes 4-bedrooms featuring 2 master bedrooms. The large kitchen is accommodating for all with brand new appliances, luxury vinyl flooring, quartz countertops and specialty bars. Cozy seating areas with a game corner, social media friendly area with beautiful natural lighting to capture the moment. Marina and public lake access minutes away.

Guest favourite
Flat in North Webster
4.93 out of 5 average rating, 109 reviews

Clean and Cozy Studio Apartment

Looking for a clean, comfortable place to rest while visiting town? This cozy garage studio apartment is the perfect getaway for the couple wanting to enjoy our small lake community or a quick overnight while passing through. Completely renovated with a full kitchen, bath and sleeping area all above our garage. Apartment has it’s own parking separate from main house. We are within walking distance to the public boat launch and near the historic Dixie if you want to catch a boat ride.

Top guest favourite
The exterior of the cottage showcases a modern design with a white façade and black accents. A small porch features wooden steps leading to the front door. A black bench with red flowers is positioned beside the entrance, with a well-maintained grassy area nearby.
Home in Winona Lake
4.96 out of 5 average rating, 209 reviews

Short Walk to the Lake and Trails

The 123 Cottage is perfect for a peaceful getaway. You will be staying in an ideal central location with the ability to explore the historical Winona Lake. In just a short walk, you can visit The Village with local shops/restaurants along the canal or The Limitless park with a public beach, playground, splash pad, volleyball courts, tennis courts, pickle ball courts, and basketball courts. Feeling a bit more adventurous? Take a scenic walk on the Greenway or ride the bike trails.

Top guest favourite
A sandy lakefront area is visible, featuring several brown Adirondack chairs arranged in a circle around a fire pit. In the background, a wooden dock leads to a covered boat lift, with calm waters reflecting the clouds above.
Cottage in Warsaw
4.96 out of 5 average rating, 271 reviews

Lakewood Cottage on Winona Lake

Modern and light filled lakefront cottage on beautiful Winona Lake. Great views from the lakefront dining area. You walk in the front door and you feel surrounded by the water. Quiet neighborhood is great for biking and walks. You can access the Greenway trail a mile away which takes you to the Village of Winona. Check out our custom video on youtube, just copy and paste the below code into the youtube search bar. AMErvK41MSo

Popular amenities for Plain holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Kosciusko County
  5. Plain