Holiday rentals in Cromwell

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Top-rated holiday rentals in Cromwell

Guests agree: these stays are highly rated for location, cleanliness and more.

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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 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, 59 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.

Top guest favourite
A spacious outdoor patio features multiple lounge chairs and a dining table, set on a stone surface. The two-story home is showcased, with large windows allowing for ample natural light. A white staircase leads down to the sandy area beside the lake.
Cottage in Syracuse
4.95 out of 5 average rating, 37 reviews

LAKE FRONT, Beach and Sandy swimming, Lake Wawasee

28-foot Pontoon available for rent. Back lot for boat trailers and parking. Spacious main floor is wide open concept with windows across the front to view the action out on the lake. Even if you are in the kitchen, you are still in conversations. Plenty of bedrooms and bathrooms for families to have privacy and get a good night’s sleep. 4 of 5 bedrooms have a vanity / sink for the little things like brushing your teeth or freshening up. Two of the bedrooms have a full bathroom attached.

Guest favourite
Cabin in North Webster
4.89 out of 5 average rating, 273 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
A charming home exterior is shown with large glass windows offering views of the surrounding landscape. Outdoor seating areas are visible, including a dining table and lounge chairs situated on a wooden deck. Lush green grass surrounds the space, adding to the inviting atmosphere.
Home in Syracuse
5 out of 5 average rating, 32 reviews

Pickwick Perfection

Pickwick Channel front is a unique open channel with BEAUTIFUL lake scenery! It's a Family friendly home. Grocery, restaurants, shopping, and more less than a mile down the road in Syracuse.A perfect small home that sleeps up to 8 aduits and 2 children. 4 bedrooms, 2 kings, 2 queens and hallway bunks with 2 twins for children. A FULLY STOCKED kitchen with an overextended island allows for ample seating while being engaged with the living area that boasts an oversized sectional and rockers.

Top guest favourite
Cabin in Warsaw
4.97 out of 5 average rating, 156 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!

Guest favourite
A spacious deck overlooks the serene waters of Papakeechie Lake. A circular picnic table with ample seating is surrounded by natural foliage, providing a tranquil setting. Wooden chairs are positioned for relaxation, inviting guests to enjoy the peaceful lake views under a clear blue sky.
Cabin in Syracuse
4.92 out of 5 average rating, 61 reviews

Lakefront Fun on Papakeechie | Kayaks & More!

Create lasting memories with the family at one of the very first cottages on Papakeechie Lake. Relax on the deck taking in the graceful swans that reside here, go for a peaceful ride in the kayaks or take a stroll around our no motor lake on our peddle boat and even swim right off of the pier. Grab the smores and have a blast telling stories around the camp fire. The kids will feel like they're camping, especially sleeping in the loft! Cozy up on chilly nights next to the indoor fireplace.

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.

Guest favourite
A hot tub bubbles gently on a spacious deck, framed by lush greenery. Comfortable seating arrangements, including a hanging chair and dining area, are positioned to enjoy views of the lake. String lights add a touch of ambiance against the clear sky.
Cottage in Wawaka
4.94 out of 5 average rating, 380 reviews

Cozy Lakefront Tiny Home w/ Hot Tub

Included in your stay are: 2 kayaks 2 paddle boards Hot tub - available year round Paddle boat Fishing poles Gas grill w/ propane Fire pit Private dock Pickle ball paddles/balls for Martin Kenney Memorial Park *See amenities section for complete list. This cottage rests on the shores of Diamond Lake in Wawaka, IN. The lake is a quiet 10 mph lake perfect for fishing, kayaking, swimming or just enjoying time away. Come enjoy this relaxing retreat with great views and a cozy atmosphere.

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, 158 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!

Guest favourite
The charming cottage is nestled among trees, featuring a metal roof and wooden exterior. A small covered porch with sheer curtains surrounds the hot tub, while a pergola with string lights stands nearby, accompanied by adirondack chairs and a neatly arranged firewood stack.
Cottage in Goshen
4.94 out of 5 average rating, 592 reviews

Cottage Escape cozy getaway for two, Clean, Quiet

This charming, semi-private cottage, set in a quiet country location is perfect for your next getaway. Small kitchenette with sink, fridge and microwave provides you with kitchen basics. PLEASE NOTE: there is no stove/oven in this room. Bathroom is equipped with all the necessities plus extras like a two person shower with rain fall shower head. Outside is a 2-3 person hot tub along with a beautiful pergola with string lights and adirondack chairs.

Top guest favourite
A cozy seating area features two recliners and a spacious sofa, arranged around a wooden coffee table. A braided rug offers texture to the wooden floor. Natural light enters through two windows, illuminating the surrounding log walls and bookshelves filled with games.
Cabin in Millersburg
4.95 out of 5 average rating, 63 reviews

River Cabin Retreat

Brand new luxurious cabin nestled by the Elkhart river, 2 bedroom 3 beds , cozy, full electric service, heat and ac, plenty of recliners. Come unwind and reconnect with family. Seating on concrete patio overlooking the river and wildlife. Propane grill and fire pit, or enjoy the real fire pit down by the river, the best part of this cabin No TV, cell service is just fine if you really want to ruin your stay with technology lol.

Popular amenities for Cromwell holiday rentals