Vacation rentals in Seymour

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Top-rated vacation rentals in Seymour

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Top guest favorite
An exterior view of the reconstructed stone schoolhouse is shown, featuring a peaked roof and a large entry door. Two potted plants flank the entrance. A leafy tree provides shade on a grassy area, with open fields visible in the background under a clear blue sky.
Home in Versailles
4.95 out of 5 average rating, 155 reviews

School Days

Sharpen your pencils and reminisce about your childhood school days in this beautifully reconstructed schoolhouse. Built in 1879, this gorgeous property is situated just minutes from local coffee shops, locally owned restaurants, antique shops and the second largest State Park in Indiana. Be entertained with live music, museums, and other attractions by visiting three conveniently located cities. Come enjoy the modern amenities as well as the historical features this schoolhouse has to offer.

Guest favorite
A single-story brick house is presented with a wide concrete driveway leading to a garage on the left. Porches feature two sets of steps and classic black shutters on several windows, surrounded by a small lawn and mature trees in the background.
Home in Seymour
4.87 out of 5 average rating, 93 reviews

Mellencamp boyhood home

Take it easy at this unique and tranquil getaway. It was a rental since 1979 and not many physical changes since that time. Authentic and vintage. to when John grew up there. The window in the basement is the same window he would sneak out of. The doors are the same doors he saw and used. Brand new beds, couches, TV. Appliances are not new but not vintage either. Kitchen cabinets are vintage. Same doors he used. Bathroom throne is brand new. sink and shower newer, new sewer to the street.

Superhost
Two patterned armchairs with a mix of textured fabrics are positioned facing a vibrant painting of a nature scene, framed in an ornate gold frame. The artwork depicts a serene landscape with a building beside a stream, set against a backdrop of trees.
Townhouse in Columbus
4.87 out of 5 average rating, 288 reviews

Walkable Cozy Downtown Studio (FREE Bikes to use)

Eat a relaxing breakfast with a view of 5 architectural monuments from the front porch or stroll to the numerous restaurants, coffee shops, or bakeries before you explore Columbus. Walk to everything from this stunning fully furnished private apartment in downtown Columbus with FREE off street parking. This remodeled cozy studio, originally built in 1865, features a stocked kitchenette, queen bed with linens, tub shower with linens, 50 inch smart tv with Netflix, and Wi-Fi. Bikes available

Top guest favorite
The cabin's exterior exhibits a rustic charm with unique angles and a mix of textures. Wooden walls are complemented by a metal roof, while multiple windows add character. A simple porch with log railings invites relaxation, surrounded by lush greenery.
Guesthouse in Hardinsburg
4.96 out of 5 average rating, 319 reviews

Once Upon a Time little Cabin in the Woods

Welcome to Always Ranch where this unique tiny cabin offers you a tranquil spot to relax. You will be surrounded by nature and off the beaten path. The cabin may look like a lean to but the inside is rustic and warming. We are located 20 minutes form Salem, 20 minutes from Paoli and Paoli Peak, and 35 minutes from Frenchlick Casino The kitchenette includes mini fridge, microwave, double hot plate and, grill on the outdoor firepit or grill. Boats are NOT available for guests at this time

Top guest favorite
A modern kitchen features a central island with a double sink and seating for four. Light wood cabinetry is complemented by white appliances. Exposed brick walls add texture, while decorative plants bring a touch of greenery. Warm lighting is provided by pendant lights overhead.
Apartment in Seymour
5 out of 5 average rating, 77 reviews

Come downtown to the green haven

Enjoy a relaxing stroll through downtown, where great food, fantastic coffee, and friendly locals await. Our newly listed apartment is perfectly situated just steps away from some of Seymour’s best eateries, shops, and boutiques. Whether you’re craving a bite to eat, looking to browse unique stores, or simply want to soak in the charm of the neighborhood, everything is within easy walking distance. You’ll love the area and feel right at home during your stay. We can’t wait to host you.

Top guest favorite
The exterior of the historic home features a welcoming entrance with a broad set of steps leading to a covered porch. Lush greenery and flower beds frame the path, while large, arched windows provide natural light to the interior. The brick façade reflects the character of the era.
Home in Columbus
4.92 out of 5 average rating, 177 reviews

Perfect location. Beautiful historic home.

We clean thoroughly by the highest standards. This is a beautiful historic home. Hardwood floors throughout. Lg rooms with lots of light. There is much to see blocks away. Visitor’s Center and the Library across the street. Just 25 minutes away from Nashville, IN, and 50 minutes from Downtown Indy. We provide all the amenities you need, including a fully equipped kitchen. Coffee Maker and Keurig. Even a blender. There is an electric fireplace and a relaxing enclosed porch.

Top guest favorite
A comfortable sleeping area features a spacious bed with white linens and a dark textured throw blanket. A ceiling fan provides ventilation, and a small TV is mounted on the wall. A closet is visible, along with a compact kitchen counter area.
Tiny home in New Pekin
5 out of 5 average rating, 16 reviews

Comfortable Tiny Home In The Country

Reconnect with nature at this Tiny home for an unforgettable escape on our farm property. Sit out on the 350 sq ft covered porch with your coffee and watch the wildlife. Plenty of parking for your car, truck, Rv, semi or trailer. Enjoy the full tub/shower and washer/dryer with lots of storage. The kitchen has a fridge, electric stove, microwave and a dishwasher sink combo. Sit and watch tv with a pull up coffee table and a 55 inch tv. Enjoy the queen bed with a tv and a nice closet.

Guest favorite
A living area features a dark blue sofa adorned with two yellow pillows, paired with a reclining chair. The space is illuminated by natural light through a large window, and a kitchen area is visible in the background, containing a white stove.
Apartment in Seymour
5 out of 5 average rating, 9 reviews

Smalltown Living Apartment 1

Keep it simple at this peaceful and centrally located apartment in a safe area in the heart of Seymour, Indiana. The Smalltown Living apartment offers a quiet space to unwind. Kitchen furnished with everything needed to cook or take a short stroll to the downtown area to dine at one of the restaurants. Coffee shops, boutiques and more all conveniently located nearby. Free WiFi and Roku TV provided along with access to free laundry facility. Convenient free parking.

Guest favorite
A modern living space features a black sofa positioned next to a wooden sliding door. A round white dining table with four chairs is set against a light-colored wall. Natural light fills the room, complemented by a textured area rug and a wooden bowl of fruit on the kitchen counter.
Apartment in Columbus
4.95 out of 5 average rating, 149 reviews

Cozy 1-Bedroom Retreat ~ New Remodel, Fast Wi-Fi

***** Most reviewed SUPERHOST in Columbus ***** Easy check-in with our guest portal—access codes, Wi-Fi, parking, and directions all in one place. Business guests can also download invoices hassle-free. Discover the perfect blend of comfort and convenience in this newly renovated 1-bedroom unit. Sleep soundly with a white noise machine. Ideal for both short and extended visits, enjoy a relaxing retreat within walking to Columbus's downtown charm.

Guest favorite
Home in Columbus
4.93 out of 5 average rating, 186 reviews

Reflections of Home

Kick back and enjoy all the amenities of home in this adorable, and conveniently located duplex situated in a quiet neighborhood. This duplex unit is located within minutes of architecturally diverse Columbus neighborhoods, close to Lincoln Park ball diamonds, biking and people trails are within a mile. The area has a wide variety of local dining favorites and is also 30 minutes from Brown County state park and Nashville.

Guest favorite
An outdoor fire pit area features six black Adirondack chairs arranged around a central fire pit. The setting includes a backdrop of gently rolling hills and a covered porch area, illuminated by warm evening light under a colorful sky at sunset.
Home in Vallonia
5 out of 5 average rating, 14 reviews

3BR/3BA Peaceful Retreat - Fire pit & Game room

HIGHLIGHTS: Cozy Indoor Fireplace Fire pit and outdoor seating/porch swing Fully stocked kitchen High-speed Wi-Fi and smart TVs Infinity game table Washer and Dryer 3 Full bathrooms Escape to serenity at this barndominium nestled in rolling hills, woods, and open fields in the heart of southern Indiana. This modern retreat offers the perfect getaway for families, couples, or small groups seeking privacy and adventure.

Top guest favorite
A single-story home is shown, featuring a welcoming front porch with wooden benches. The yard is green and well-kept, with low shrubs and a stone pathway leading to the entrance. Trees provide shade, and the surrounding neighborhood is visible in the background.
Home in Columbus
4.95 out of 5 average rating, 547 reviews

Cozy Home - You'll Love This Place

Conveniently located across from Lincoln Park Ball Diamonds & Hamilton Ice Center, and just blocks from Columbus Regional Hospital & Nexus Park. Close to restaurants and local activities. This comfortable, welcoming home is in a safe neighborhood and well-stocked with everything you might need. As a frequent traveler myself, I’ve done my best to think of all the essentials so you can relax and enjoy your stay.

Popular amenities for Seymour vacation rentals

Quick stats about vacation rentals in Seymour

  • Total vacation rentals

    Explore 20 vacation rentals in Seymour

  • Nightly prices starting at

    Seymour vacation rentals start at $50 per night before taxes and fees

  • Verified guest reviews

    Over 630 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Seymour vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Seymour rentals

  • 4.9 Average rating

    Seymour stays are highly rated by guests—averaging 4.9 out of 5!

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