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, 560 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

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, 97 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, 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 serene cabin is nestled among lush green trees, featuring a sloped roof and large front windows. The welcoming front porch is flanked by a gravel pathway, leading to an entry door. A wooden fence encloses the property, enhancing the sense of privacy.
Home in Vallonia
4.98 out of 5 average rating, 54 reviews

Hollow Creek Getaway

Relax with the whole family at this peaceful, secluded location. Enjoy access to over 2,000 acres of public land with hiking trails, mountain bike trails, scenic views, kayaking, fishing & hunting (in season). The cabin offers 3 bedrooms with 2 full bathrooms and 2 living areas on separate levels. Air hockey, fooseball indoors; front porch and back patio with grill and outdoor seating. Fire pit area for bonfires. Creek to fish and play in. Private setting with cabin 1/4 mile off the road.

Top guest favorite
The exterior of the estate features a charming porch adorned with potted plants and a flag. Sunlight filters through the surrounding trees, illuminating the stone and wood structure. A stone pathway leads through the lush green lawn, enhancing the inviting outdoor space.
Cabin in Henryville
4.97 out of 5 average rating, 355 reviews

Close to Louisville~Hot Tub~Fire Pit~Game Room

Welcome to Stone Creek, a private 3 acre estate conveniently located minutes to Louisville, KY. This is the Ultimate Getaway! Upon entering the premises, you will find a custom iron security gate requiring coded access. Stone Creek boasts 2500+ sq ft of luxury living space complete with a full kitchen, laundry, and office. Guests will have full use of the grounds including the hot tub, fire pit, and the numerous covered decks & patios. Perfect romantic getaway or multi person retreat.

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
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.

Top guest favorite
The exterior of the cottage showcases a semi-wraparound deck with hanging flower baskets and outdoor seating. The well-maintained landscaping features a mixture of flowers, decorative rocks, and a welcome sign positioned in the gravel area, inviting guests to enter.
Home in Deputy
4.97 out of 5 average rating, 119 reviews

The Cottage by the Woods

This small but newly renovated Cottage by the Woods offers a peaceful country alternative to an airbnb stay. The cottage is lightly decorated for seasonal transitions. It is located 15 minutes from downtown Madison, IN. A partial wrap around deck allows for a tranquil cup of coffee while bird watching. Free WiFi and Roku TV is provided along with other small amenities including various flavored coffee's for your morning cup of joe and a waffle making station.

Top guest favorite
An indoor pool area is showcased with a bright sky and floor-to-ceiling windows offering scenic views of the surrounding hills. The pool is surrounded by tiled flooring and potted plants, creating a serene setting. Skylights enhance the natural light within the space.
Apartment in Madison
4.99 out of 5 average rating, 163 reviews

The Treehouse - Hot Tub - Indoor Pool Get Away!

The Treehouse is a perfect retreat! It is secluded by the hills surrounding Madison. Complete privacy, yet 5 minutes from downtown, or hilltop. Year-round views of the beautiful hills of Kentucky. Winter views of the Ohio River and downtown. The house has stunning ceilings made from coastal cedar off an island near Vancouver, British Columbia and beautiful skylights in the studio and indoor pool area. This is an Adults only property. 2-night min.

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, 556 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.

Superhost
Home in Columbus
4.88 out of 5 average rating, 347 reviews

Convenience of Home

Enjoy all the creature comforts 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, 1.5 mile to Nexus Park, Lincoln Park ball diamonds. Biking and people trails are within a mile. A wide variety of local dining favorites, 30 minutes from Brown County state park and Nashville.

Guest favorite
A spacious bedroom features a king-size bed with light blue striped bedding and two bedside lamps. A wooden dresser and a small desk are visible. A light rug covers the hardwood floor, and artwork adorns the walls, enhancing the cozy ambiance.
Home in Bloomington
4.87 out of 5 average rating, 174 reviews

Great offer! Private entrance, Spacious, King-IU

Seasoned and experienced superhosts host this charming private suite with a private entrance. It has one bedroom with a king size bed. The house is on a very quiet street. You may not even know you're in the middle of town. You may see deer and other animals roaming around the neighborhood. The space includes private bathroom, kitchenette, and a sitting area with a loveseat and a small dining area.

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 € 43 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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