Holiday rentals in Winamac

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Top-rated holiday rentals in Winamac

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

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Guest favourite
Home in Rochester
4.95 out of 5 average rating, 192 reviews

Your Country Home - Private, quiet wooded setting

Modern house in the country with a reputation for sparkling cleanliness and 2 day minimums between guest stays. Close to Culver Academies (18 min/10 mi), Lake Maxinkuckee (13 min/7.4 mi), Lake Manitou (27 min/16 mi), and the historic Tippecanoe River (5 min/3.5 mi to Germany Bridge or 5 min/1.6 mi to Aubbeenaubbee Landing in Leiters Ford). We keep our prices low for 2 people, so please note that while we have space for up to 6 guests, each additional guest will incur small additional charges.

Top guest favourite
Cottage in Plymouth
4.98 out of 5 average rating, 170 reviews

Country home, nature, by Culver, central to lakes

Central to Michiana, spacious & serene, plan to relax in the country! Wildlife rambles through the yard, stars shine bright at night. Walk the large property or curl up with a laptop or book; you can relax and unwind for an hour or days-your choice! Enjoy a meal in or venture out to sample local offerings minutes away. Bring a bike- lots of country roads to explore! Like fishing? The area has a dozen small to large lakes. Let this home flex as your home base for exploring or peaceful R&R.

Guest favourite
Two ornate nutcracker figures are positioned prominently in the foreground. One wears a colorful crown and jewel-adorned attire, while the other features a royal red coat with a green cape. Surrounding decorations include lit candles and festive ornaments.
Farm stay in Winamac
4.81 out of 5 average rating, 115 reviews

GERMAN HAUS Individual Rental

German Haus is a private rustic cabin with Queen bed, a twin daybed, kitchenette, 2 chairs, kitchen table, and shower bathroom. It's great for the outdoor type person. Equipped with local TV channels, DVD, MW, WIFI, coffee pot, tea pot, kitchen utensils, fridge, and eating table. RATE IS $99.00 FOR 2 PEOPLE/FEES NOT INCLUDED. DOGS ALLOWED @ $25 NIGHT PER DOG. LIMIT 2 DOGS.WE DO NOT ACCEPT BOOKINGS OR CHECKIN AFTER 10PM. THE INTERIOR IS RECYCLED BARN WOOD & TONGUE AND GROOVE PANELING. RUSTIC

Guest favourite
Home in Logansport
4.9 out of 5 average rating, 104 reviews

Peaceful River Cottage on the Wabash River!

Newly remodeled cottage is the perfect place to relax! Just east of Logansport, IN it has a spacious kitchen, living room and bathroom, with 2 bedrooms and an office. Wifi & Roku with Guest Mode provided. Self check-in is super easy! A short walk to the river gives you nautical wildlife . Restaurants, Walmart, grocery stores within 1-3 miles. Summer vegetable stand in neighborhood. Non-smoking, no drugs, no pet, no children Airbnb. There are entry steps, I've included a pic - - -

Superhost
A fire pit surrounded by a wooden structure sits on the riverbank. The river reflects the bare trees along its edge, with dried leaves covering the ground. The scene captures the natural beauty of the outdoor setting, inviting relaxation near the water.
Cabin in Winamac
4.89 out of 5 average rating, 71 reviews

The Riverside Hideaway

Escape to The Riverside Hideaway, a charming cabin-style haven along the Tippecanoe River. Hosted by Riverside Rentals, this updated 1-bedroom retreat features a spacious kitchen and a screened-in porch with stunning river views. Gather around the fire pit and outdoor swing creating memories that will last a lifetime. Immerse yourself in nature's beauty at this enchanting riverside sanctuary. Book now for an unforgettable stay and half off a Riverside Rentals trip for four people!

Top guest favourite
Guest suite in Winamac
4.96 out of 5 average rating, 57 reviews

The Upper Room

Enjoy a peaceful stay in the country, above the garage in our guest suite surrounded by fields of corn and soybeans. Décor of vintage airplanes and air travel fill the guest room.. Awaken to the sounds of abundant birds singing. In the evening, you can relax around the firepit. The suite was finished with repurposed barnboards, tin siding, and the old workbench was transformed to a bar countertop. An enclosed breezeway connects to the main house where the owners reside.

Guest favourite
A well-appointed bathroom features a clean, white vanity with dual sinks and ample storage. A shower stall with clear glass doors is visible, alongside a toilet. Neutral-colored tiles cover the floor, while natural light is provided by a small window, enhancing the space's bright appearance.
Home in Culver
4.85 out of 5 average rating, 231 reviews

The Perfect Spot: 3 FULL baths/4 bedrooms

All photos are 2026. 4 large bedrooms, 3 FULL bathrooms all separate from bedrooms. Easy walk to academy, Lake Max, ALL restaurants & stores. Big yard/large deck w/ grill. Washer/dryer. 1 bedroom, 1 FULL bath downstairs, no stairs for either for older or special needs. 3 bedrooms, 2 FULL bathrooms upstairs. 1-night weekday rental ONLY allowed in winter. Central Air, high-speed WiFi and plenty of space for everyone. Annual leader in return rentals in Culver for a reason.

Guest favourite
Home in Winamac
4.92 out of 5 average rating, 13 reviews

Perry place on the River

Relax with the whole family at this peaceful place to stay. Unique all brick home with walk out basement and large windows to view natures beautiful Tippecanoe River. Home boosts large main level deck and lower level deck to enjoy the outside. Sit by the river and enjoy fishing, kayaking, tubing or swimming. Local kayak rental company puts in just up river and short float past the house. Tippecanoe stay park is just 3 miles away, culver military academy is 30 mins

Top guest favourite
An aerial view captures a spacious interior with high wooden ceilings. The open layout connects a cozy seating area with leather couches to a dining space featuring a wooden table and chairs. Natural light streams through large windows, illuminating the rustic charm of the lodge.
Cabin in Knox
4.94 out of 5 average rating, 122 reviews

Rustic Lodge -Oak Tree Lodge

The Oak Tree Lodge is located in a country setting and offers a private lodge with an outdoor area for relaxing and entertaining. The former barn structure has been beautifully transformed in a rustic and comfortable lodge to rest, relax, and renew. We have renewed it into a fresh new life - as a lodge to invite friends and guests to enjoy and relax. The listed rate is for four people, and additional quests will be $25.00 per person.

Superhost
The exterior of a two-story home is displayed, featuring a combination of green and white siding. A welcoming front porch with a simple railing is visible, surrounded by manicured bushes and a lawn. Large windows allow ample natural light to enter the house.
Home in Culver
4.83 out of 5 average rating, 121 reviews

Culver/Lake Max Home... In-Town & Close to Academy

Clean, Comfortable, Updated Home just steps off of Main Street and a short walk to Cafe Max. A great home for Academy parents to stay while visiting their children. Also, a great residence to stay in if your child's team is playing a Culver team. Dogs are welcome, please no cats. $50 additional pet cleaning fee. Need the house for consecutive weekends? Let me know. Happy to be flexible with cleaning fees and unused mid-week days.

Top guest favourite
The two-story exterior features a wooden deck with seating and string lights above, creating a cozy atmosphere. A staircase leads down to a grassy area surrounded by well-maintained landscaping, with a mix of shrubs and trees framing the space.
Home in Winamac
4.98 out of 5 average rating, 129 reviews

The Riverhouse

Enjoy the view of the Tippecanoe River when you stay at our Riverhouse! The backyard has access directly to the river, where you can sit around the firepit and watch the water go by as you relax with your family and friends. This house is located in the country- a few neighbors nearby, a quiet setting, and you may encounter some wildlife. Please be aware you are not in a big city, some resources will be limited.

Top guest favourite
Home in Winamac
4.91 out of 5 average rating, 102 reviews

On The Bend

Our house is located on the Tippecanoe River. Guests will love the great views of the river and nature that our house provides. Want to relax and get away, this is the perfect place. There is a QR screen in our photos with a virtual tour of our property if you would like to view it..

Popular amenities for Winamac holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Pulaski County
  5. Winamac