Vacation rentals in Cromwell

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Top-rated vacation 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

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.

4.98 out of 5 average rating, 54 reviews

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

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.

4.98 out of 5 average rating, 60 reviews

Guest favourite

Home in Syracuse

Private/Romantic Getaway on a private lake & Isle

Welcome to the most beautiful/zen place Private house on Nakomis Island on Papakeechie Lake. This place does not feel like it is in Indiana. Porch faces east🔥. It is our favorite spot. Living here temporarily on blackout dates so most common supplies are full and available to use. No outside watercraft of any kind without approval. No motors allow. There are kayaks here to use for free. This is a private lake and we care a lot about our neighbors and the lake and keeping it a slice of Heaven

4.89 out of 5 average rating, 56 reviews

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

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.

4.95 out of 5 average rating, 40 reviews

Guest favourite

Cabin in North Webster

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.

4.89 out of 5 average rating, 275 reviews

Top guest favourite

A spacious living area is highlighted by a cozy seating arrangement, including dark leather sofas and a patterned blue accent chair. Decorative nautical-themed wall art adds character, while a modern television is mounted above a fireplace. Natural light filters through an angled window.

Home in Syracuse

Lake Wawasee Channel front getaway home

Kick back and relax in this calm, stylish home. With all the water fun our lake has to offer steps from the deck with room to dock your boat or rental. 3 bedrooms with the 4th an open loft. Master & bath on main level. Spacious Living room with cozy fireplace, and water views. Entertaining deck with grill. Full kitchen with stainless steel appliances, two dining areas that seat 6 each, laundry room and 1/2 bath all on main level. Upstairs 2 bedrooms with addl loft bedroom and other full bath.

5.0 out of 5 average rating, 32 reviews

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

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.

5.0 out of 5 average rating, 33 reviews

Top guest favourite

Cabin in Warsaw

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!

4.97 out of 5 average rating, 159 reviews

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

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.

4.93 out of 5 average rating, 117 reviews

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

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.

4.95 out of 5 average rating, 382 reviews

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

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!

4.97 out of 5 average rating, 278 reviews

Top guest favourite

A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.

Cabin in Middlebury

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

4.99 out of 5 average rating, 449 reviews