Vacation rentals in Seymour

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Top-rated vacation rentals in Seymour

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

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Top guest favorite
A spacious great room features a modern sectional sofa positioned around a circular coffee table atop a vibrant area rug. Large windows allow ample natural light, illuminating the vaulted ceiling with exposed beams. Complementary artworks and plants enhance the inviting ambiance.
Home in Madison
4.99 out of 5 average rating, 557 reviews

The Artist’s A-Frame

Get away and enjoy the comfort and convenience of this unique, newly remodeled A-Frame home nestled in a quiet, safe, upscale neighborhood, minutes from Clifty Falls State Park (10 min. drive), Historic Downtown (5 min. drive), hilltop shopping (5 min. drive): Hanover College (15 min. drive) •Fast Wi-Fi •Electric Fireplace .Two 55” Roku TVs, Complimentary YouTube TV for local and cable stations •Keurig & Drip Coffee, K-cups, local coffee, tea, bottled water .Paved driveway parking .Gas BBQ grill

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, 161 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.

Superhost
A cozy bedroom features a wooden bed frame with a white quilt covering a spacious bed. A bedside table with a lamp is positioned beside the bed. The walls exhibit a blend of wood paneling and a neutral finish, while a warm wooden floor is present.
Cottage in Salem
4.81 out of 5 average rating, 127 reviews

Canton Cottage- Modern Farmhouse 2 Bedroom

The Canton Cottage Built in 1901, this freshly remodeled two bedroom home is the perfect place to lay your head down after a long day. Located only 4 minutes from wal-mart and the rest of amenities that Salem has to offer. This home features new appliances, a workspace, two full beds, one queen bed, a sectional couch, and a quiet country setting to relax in. We have ordered new windows and are waiting on them to be installed. In the mean time 2 of our windows are cracked but sealed off.

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, 289 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
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, 78 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.

Guest favorite
The living area features wooden walls and ceilings, complemented by large windows that allow natural light to illuminate the space. Two seating areas include a brown sofa adorned with cushions and a rust-colored recliner, alongside a coffee table. A dining area can be seen in the background.
Cabin in Martinsville
4.91 out of 5 average rating, 499 reviews

Grandpa's Cabin at Heidenreich Hollow

Grandpa’s Cabin at Heidenreich Hollow offers exclusive lodging on our hilly 5 acre wooded property. We offer a peaceful getaway from life while being right in the middle of both Indianapolis and Bloomington! Our quiet rustic cabin has a loft bedroom with stair access that includes a King size bed, 2 twin beds and an air mattress. We have a spacious bathroom and a fully equipped kitchen to help you feel at home. Search YouTube for Grandpas Cabin at Heidenreich Hollow for a video!.

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, 181 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.

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, 11 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
Home in Columbus
4.93 out of 5 average rating, 187 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, 15 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, 554 reviews

Cozy Home - You'll Love This Place + Garage

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.

Top guest favorite
A covered front porch is visible, featuring a railing and several outdoor seating options. Steps lead from the porch to a grassy area, while the white exterior of the building is complemented by a green metal roof. Natural light is evident through the large windows.
Apartment in Salem
4.98 out of 5 average rating, 123 reviews

Rural retreat apartment

This isolated, rural setting is great for a single or couple who want a quiet peaceful retreat. The apartment is located at the end of a 1/3 mile driveway on a 165 acre farm. The farm has a 40 acre crop field, 100 acres of woods and 25 acres of pasture land all full of wildlife. The northern boundary presents a challenging hike to a wide creek bed with geodes and other treasures imbedded.

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 ﺩ.ﺇ184 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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