Vacation rentals in Winona Lake

4.99 out of 5 average rating, 354 reviews

An exterior view of the charming home showcases the covered front porch with wooden railing and welcoming entryway. A lantern hangs above the door, and flower beds with colorful blooms are visible along the side. A sign indicating 'NO SMOKING' is prominently displayed.

Home in Winona Lake

Off The Beaten Pass -on Greenway .3 mi Beach/Park

Charming home nestled on Greenway Trails in historic Winona Lake, IN. Completely renovated in 2017 with cozy living space. Walking/biking distance to Beach, Park, Playground, Splash Pad, Tennis Courts, Basketball Court, Volley Ball Court, The Village shopping & restaurants, Grace College. Beautiful sunsets from the beach! Perfect for couples, solo adventurers, business travelers, small families, mountain bike get-aways, cross-country skiing, weekend tailgating Notre Dame Football games, etc!

4.97 out of 5 average rating, 224 reviews

The exterior of The Shed Retreat is showcased, featuring a welcoming sign and a small wooden deck with two comfortable chairs. Bright red cushions add color to the seating area, while lush green foliage surrounds the exterior, creating a serene garden atmosphere.

Barn in North Manchester

The Shed Retreat

The Shed Retreat is a sacred space for anyone looking to shed their worries, fears, and busy schedules. Once a home for goats located in a secluded area on our property, it is now a peaceful garden oasis among the trees for those seeking a break from the norm. Inside, you can enjoy a cozy and relaxing place to lounge or rest. Outside, you can spend time around the fire pit, collect fresh eggs for breakfast, kayak on a nearby river, bike to local ice cream shops, or take a nap in a hammock.

Guesthouse in Winona Lake

A well-lit bedroom features two spacious beds dressed in white linens. Two bedside lamps with blue bases provide soft lighting, while framed artwork adorns the walls. A mirror reflects the tranquil setting, and a small table offers a cozy touch.

5 out of 5 average rating, 252 reviews

Guesthouse Suites (C)

For business or pleasure, you will experience lovely Winona Lake staying in our newly constructed GuestHouse Suites. Next to the heart of The Village at Winona, a short walk up to Grace College or a short walk over to visit the shops and restaurants; Spring Fountain Park graces your view. Winona Lake Limitless Park, public beach, splash pad, tennis, pickleball and basketball courts, paved walking/bike trails, mountain bike trails, and an ice skating pavillion, are all within walking distance

4.98 out of 5 average rating, 124 reviews

A spacious living area features a comfortable sectional sofa adorned with various textured pillows. A glass coffee table sits on a soft area rug, while natural light illuminates the space through large windows. Shelves with decor elements and a cozy seating area complete the inviting atmosphere.

Home in Silver Lake

Peaceful lake house

Take a break and unwind at this peaceful oasis where you will see Bold Eagles hanging out in our backyard tree. Enjoy kayaking and fishing during the day and beautiful sunsets in the evening. For the boating and fishing enthusiast, local boat launch just around the corner. Warsaw is 20 minutes away, where you can enjoy shopping, dining and sightseeing. For anyone seeking a larger city, Fort Wayne is a 45 minutes' drive, where you can visit the Zoo, Theatres and Botanical Conservatory.

A comfortable living area features a large sectional sofa and a cozy bean bag chair, with light streaming through two windows. A coffee table sits at the center, and a fireplace adds warmth. A desk with a chair is positioned in one corner, while a ceiling fan circulates air.

4.98 out of 5 average rating, 135 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!

4.96 out of 5 average rating, 345 reviews

A cozy sleeping area features a plush queen bed, adorned with decorative pillows. Natural light streams through skylights, illuminating the space. A wooden dresser adds warmth, while a dreamcatcher hangs on the wall, complementing the tasteful decor and providing a relaxing atmosphere.

Apartment in Warsaw

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.

A hand holds a light blue mug on a wooden table, with tea bags placed nearby. The serene lake reflects autumn colors from the surrounding trees, enhancing the peaceful waterfront view.

4.97 out of 5 average rating, 140 reviews

Cozy Cottage

Take it easy at this unique and tranquil getaway. The lake is not a swimming lake, but views are spectacular. Enjoy the wildlife, swans, beaver, otter, the pair of bald eagles that reside on Palastine Lake. Enjoy the newly renovated inside space, centered around comfort and relaxation. A comfortable bed with soft sheets. Knead your worries behind on the heated massage chair. Enjoy a warm fire either outside on the deck or the inside wood burning fireplace. Rest and renew at Cozy Cottage.

4.96 out of 5 average rating, 100 reviews

The entrance to the A-frame cabin is framed by a distinctive stone facade, featuring a welcoming sign and neatly arranged potted plants. Grass surrounds the exterior, with shade provided by nearby trees, enhancing the inviting appearance of the entryway.

Cabin in Warsaw

Heart Jacuzzi · Kayaks · Firepit · Pier

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!

4.96 out of 5 average rating, 190 reviews

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

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.

Guesthouse in North Webster

The image showcases a spacious kitchen area with a granite countertop extending into the dining space. A well-lit dining table is surrounded by wooden chairs, while a living area featuring a sectional sofa is visible in the background. Natural light streams through the windows, enhancing the open feel.

4.89 out of 5 average rating, 175 reviews

Come relax near beautiful Lake Webster

Our place is close to Webster Lake beach & boat ramps w/boat rentals. Whether you are looking for a relaxing getaway or to gather with friends & family you’ll love our place because of the location. We are centrally located between South Bend (Notre Dame) and Fort Wayne (Tincaps stadium/ Coliseum), close to many small towns w/ lakes, great eateries, & antique shops. With so much to offer you can find something to do for everyone or stay in & relax in our relaxed environment.

Guesthouse in North Webster

A grey house with solar panels is seen alongside a driveway, featuring a parked white SUV. Lush orange flowers bloom prominently in the foreground, while multiple trees provide greenery in the background under a blue sky.

4.98 out of 5 average rating, 251 reviews

Modern Webster Lake cottage

This home has a great floor plan for 2-4 people with a small loft bed for a youngster. It has high end kitchen accessories and in-unit washer and dryer. Water softener for great water, maple hardwood floors and a front deck for outdoor barbecuing. Parking for 3 cars and a shed with lots of amenities including bikes and hammock for recreation and relaxing. New in 2024, new rug, blackout curtains and solar panels! EV charger free for guests!

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.

4.96 out of 5 average rating, 270 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 Winona Lake vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Winona Lake

5 out of 5 average rating, 85 reviews

The exterior of a historic brick building showcases a classic architectural design with prominent windows and a decorative cornice. The structure is situated at a downtown intersection, surrounded by city streets and nearby storefronts, under a bright blue sky dotted with clouds.

Condo in Warsaw

Sky High Haven in the Heart of Downtown Warsaw

Apartment in Columbia City

An inviting space features exposed brick walls and large windows, allowing natural light to fill the room. A spacious bed is centered against the wall, accompanied by a cozy sofa and an ottoman. Soft drapes frame the windows, contributing to a warm ambiance.

4.86 out of 5 average rating, 37 reviews

The Elizabeth on Van Buren

4.86 out of 5 average rating, 43 reviews

An open kitchen features a central island with a dark countertop and a sink. Large windows provide a view of the lake, and natural light fills the space. A rustic table and comfortable seating area are visible in the background, enhancing the inviting layout.

Home in Syracuse

Private/Romantic Getaway on a private lake & Isle

4.96 out of 5 average rating, 28 reviews

The cottage exterior showcases a light yellow facade with a welcoming purple door. A covered porch is present, accompanied by a small outdoor table and chairs surrounded by lush greenery. Mature trees provide shade, creating a serene atmosphere just steps from the street.

Home in North Webster

Lavender & Loons Cottage on Lake Webster

4.98 out of 5 average rating, 41 reviews

A spacious living area is presented with two comfortable sofas facing a round coffee table. A flat-screen television is mounted on the wall. Light-colored walls and wood floors enhance the open layout, leading to a kitchen area visible in the background.

Home in Winona Lake

Lake Breeze - Newly renovated

4.96 out of 5 average rating, 183 reviews

The exterior of a guest house is presented, featuring a dark blue facade and a welcoming red door. Two orange chairs are positioned on a small porch, surrounded by vibrant landscaping and a manicured lawn. Windows on either side of the door allow natural light inside.

Cottage in Winona Lake

Island Guest House

4.91 out of 5 average rating, 44 reviews

A serene lake scene captures the sunset, with orange and yellow hues reflecting on the calm water. Several boats are moored at a private pier, and the sky is adorned with soft clouds, creating a tranquil atmosphere in the background.

Guesthouse in Warsaw

Lovely Lake Loft. Great lake view, free parking

A collage showcasing the lakefront view at sunset, highlighting calm waters and distant docks. An interior view features a well-lit living area with comfortable seating and a dining table, alongside cozy bedding and decorative accents, providing a sense of warmth and relaxation.