Holiday houses in Cromwell

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Top-rated holiday rentals in Cromwell

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Top Guest favourite
Home in Syracuse
4.98 out of 5 average rating, 52 reviews

Lake Wawasee, Outdoor TV, Surround Sound, Bikes

☀️55” Outdoor TV w/ Covered Patio ☀️3 Bedrooms, 1 King, 1 Queen, Bunk Room ☀️Sleeps 12 People ☀️Flatscreen TVs w/ YouTube TV ☀️Surround Sound System in Living Room ☀️Record Player/Bluetooth Speaker ☀️ Fire Table ☀️Fully Stocked Kitchen ☀️ Fireplace ☀️Beach Cruiser Bicycles ☀️High Speed WiFi ☀️Washer & Dryer 🌊 Located down the street from Indiana’s largest natural lake, Lake Wawasee, you will find everything you could possibly enjoy while you stay in Syracuse, IN at the Wawasee FROG house.

Top Guest favourite
A serene lake view is captured during sunset, with vibrant orange and pink hues reflected on the water. The surrounding trees frame the scene, while a private pier is visible at the foreground, inviting guests to relax and enjoy the natural beauty.
Cottage in North Webster
4.94 out of 5 average rating, 213 reviews

Webster Lakefront Updated Studio with Pier & Deck

Lakefront! Simple, practical, purposeful lakefront cottage with pier. Ideal for those who dream of waking to a lakeview. Enjoy lake/boating activities, playing yard games, fishing along shore/pier, or just unwind while relaxing on the deck watching a sunset. See FAQ in Guest Access section Studio. Stairs. No beach area. No swimming at the pier. No smoking on property. Only registered guests permitted on property, no visitors. Located on the east side of the lake, quiet wooded neighborhood.

Top Guest favourite
A modern, lakeside home is surrounded by lush greenery and offers expansive windows that capture water views. A stone pathway leads to the home, while the serene lake reflects the soft colors of twilight.
Home in Wolcottville
4.98 out of 5 average rating, 57 reviews

Westward House

The "Westward House" on Dallas Lake offers stunning westward sunset views, modern/mid-century/Scandi design, and abundant natural light with water views from nearly every room. Located on the Indian Chain of Lakes, it provides full access to a two-story home with heated floors, a gas fireplace, four bedrooms, and a screened porch. Outdoor amenities include a dock, boat ramp, loungers, and a fire pit. Nearby activities include pontoon rentals, a sandbar and Shipshewana/Amish Country attractions.

Superhost
An inviting porch features a spacious area with wooden beams supporting the roof. A blue swing hanging from the ceiling is complemented by comfortable seating arrangements and planters filled with greenery. The serene view of the lake is visible in the background.
Home in Syracuse
4.89 out of 5 average rating, 38 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, 272 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.

Top Guest favourite
Cabin in Warsaw
4.97 out of 5 average rating, 155 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
The cabin is constructed of warm wood, surrounded by lush greenery and tall pine trees. A welcoming front porch features two chairs and flower beds, inviting relaxation. Large glass doors provide views of the outdoor space, enhancing the connection with nature.
Cabin in Goshen
4.96 out of 5 average rating, 348 reviews

Tiny home log cabin at the pines

Nurture your most important relationships at this peaceful authentic log cabin, built in 2022, set halfway in the long lane of our 18 acre property. Enjoy privacy with the massive pine trees behind you. Relax on the front porch and watch the sunset beyond the horse pasture and cornfields. The cabin boasts Wi-Fi, TV screen w options,a soaker tub, queen bed, recliners with heating feature, a full kitchen stocked with pots and pans, a washer and dryer. Everything you need for a longer stay.

Superhost
A newly updated game room features a pool table, ping pong table, and a mini basketball setup. A large television is mounted on the wall, and a seating area with a table is visible. The floor is covered with a neutral-colored surface, enhancing the recreational space.
Home in Cromwell
4.93 out of 5 average rating, 115 reviews

Lake Wawasee! Hot Tub/Gameroom/Pontoon Rental

HOT TUB, GAMEROOM, PICKLEBALL, BASKETBALL COURT. PONTOON RENTAL AVAILABLE. 4 KAYAKS PROVIDED FOR FREE. Park up to 10 vehicles. Newly updated in January 2024, 4-bedroom, 3 bathroom house on Lake Wawasee! HOT TUB IS NOT AVAILABLE FROM JUNE 1ST TO October 1st!!!! Situated on a channel connecting to Lake Wawasee, the largest natural lake in Indiana, this house ensures outdoor adventure! Plenty of restaurants in the area including 3 that are located on the lake that are accessible by boat.

Top Guest favourite
A modern guest house features a striking black exterior contrasted by natural wood detailing. Large windows allow ample light to filter in, while surrounding greenery and trees provide a tranquil environment. A covered porch extends from the side, adding to the outdoor living space.
Tiny home in Middlebury
5 out of 5 average rating, 52 reviews

Modern Amish Country Tiny Home w/ Outdoor Shower

Amen Corner is a sleek, brand-new modern tiny home tucked away on 2.5 private acres of a scenic former golf course. Located in the heart of Amish Country, it’s the ultimate nature-immersed escape for two. Watch neighboring horses from the back patio, explore private walking trails, or stream your favorite series by the indoor fireplace. Whether you want to disconnect in nature or enjoy high-end comforts, this guest favorite offers the perfect peaceful sanctuary.

Top Guest favourite
A modern kitchen area is highlighted by a large central island with a white countertop. Exposed brick walls add character, while vintage signage provides a nostalgic touch. A cozy seating arrangement features a small chair and a fireplace TV setup against the wall.
Guest suite in Middlebury
5 out of 5 average rating, 157 reviews

Mullet's Speed Shop

Refresh and relax at this newly constructed guest suite! Mullet's Speed Shop is conveniently located just 3 minutes from the famous Das Dutchman Essenhaus Restaurant and Bakery, less than 10 miles from the quaint shops of Shipshewana, and an easy 40 minute drive to Notre Dame (for the football fans). Take a bike ride or a peaceful walk on the Pumpkinvine Nature Trail less than 2 miles away. Nestled in the heart of Amish country, enjoy the buggies passing by!

Top Guest favourite
The charming stone cottage is framed by a blossoming pink tree in the front yard. A well-maintained path leads to the entrance, showcasing the natural stone facade and numerous windows. The surrounding greenery enhances the inviting exterior of the home.
Cottage in Rome City
4.98 out of 5 average rating, 126 reviews

Stone Cottage on Kerr Island

Welcome to the little stone cottage on beautiful Sylvan Lake. We are located in Rome City, IN. This adorable house, originally built in 1930, was remodeled and completely renovated in 2018. The updated kitchen features tiled backsplash, gas range, oven, and fridge. There is a microwave and Keurig for your convenience. The bedroom has a queen-sized bed, a small wardrobe for hanging clothes, and a dresser. The bathroom features a tiled shower.

Top Guest favourite
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.
Guesthouse in North Webster
4.97 out of 5 average rating, 277 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!

Popular amenities for Cromwell holiday rentals