Photo by Tim Piland

Seymour Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Seymour

Honeymoon Downtown Botuique Loft - Located in the Historic River District.
10.0 out of 10, Exceptional, (135)
"We were on our way to NE Arkansas for an Eclipse viewing. I had originally booked a chain hotel. And then I found this little slice of heaven. Who wants a chain hotel experience when this is the same price?? Everything was just perfect. All the details were appreciated! Highly recommend. Do need to be able to maneuver steps to the loft. I'm one week out from knee replacement and managed it."
The price is NZ$242
includes taxes & fees
5 Jun - 6 Jun
Honeymoon Downtown Botuique Loft - Located in the Historic River District.
Jaw-Dropping Estate w/ Indoor Heated Pool!
9.8 out of 10, Exceptional, (49)
"We had a large group celebrating college graduation which included people from ages 6-82 and this property was absolutely perfect for it. I wish we would have looked more into the what the nearby park and lake had to offer."
Jaw-Dropping Estate w/ Indoor Heated Pool!
Unique Historic Charm ~ 5★ Location ~ Dreamy Porch Centrally Located
10.0 out of 10, Exceptional, (22)
"My college son’s baseball conference tournament was down here. We brought my parents along and it was nice to spread out instead of being in a hotel room. Price was great, home was clean with plenty of amenities (toilet paper, soaps, shampoos, paper towels, and coffee)!! Darling charm to this historic home!"
The price is NZ$448
includes taxes & fees
9 Jun - 10 Jun
Unique Historic Charm ~ 5★ Location ~ Dreamy Porch Centrally Located
Save an average of 15% on thousands of hotels when you're signed in
Charming Downtown Boutique loft- located in the Historic River District
9.8 out of 10, Exceptional, (123)
"My teenage daughter and I stayed overnight here while we were in town visiting family. It was a perfect place for just the two of us. While we didn't use it much for more than just sleeping we very much enjoyed it. The decorations were nice and the bed was nice and soft. The loft overlooked the town square and since we stayed on a Saturday night it was nice and quiet Sunday morning. All in all this is somewhere I'd not hesitate to stay at if it was just me or me and my daughter or husband."
The price is NZ$239
includes taxes & fees
30 Jun - 1 Jul
Charming Downtown Boutique loft- located in the Historic River District
The ClubHouse
10.0 out of 10, Exceptional, (27)
"Great house with a fun vibe inside and out. Derek was easy to communicate with and quick to respond."
The price is NZ$518
includes taxes & fees
5 Jun - 6 Jun
The ClubHouse
Good Vibes House - Centrally located, cozy house!
9.6 out of 10, Exceptional, (4)
"Great little house! Great communication. Will visit again. 😊"
Good Vibes House - Centrally located, cozy house!
Modern Ozark Home w/ Spacious Yard & Deck!
10.0 out of 10, Exceptional, (32)
"This house was just spectacular! It had all the comforts of home, in a beautiful neighborhood, close to EVERYTHING. We throughly enjoyed our stay and the host, Lonnie, was amazing.. This will for sure be our go to when we visit my son!"
Modern Ozark Home w/ Spacious Yard & Deck!
Galloway Cottage
10.0 out of 10, Exceptional, (11)
"We were looking to get away for just a mini vacation. This cottage was perfect for us & our 4 legged babies. It was clean, quiet & had everything we needed. It is only 30 miles to Branson so we drove over 2 different days. It is a very quiet location with plenty of walking area for the little ones. The hosts responded promptly to any texts. I recommend Galloway Cottage with no hesitation."
Galloway Cottage
The Bunkhouse- fire pit, waterfall, games, private retreat for the family!
10.0 out of 10, Exceptional, (4)
"Beautiful, just what we needed."
The Bunkhouse- fire pit, waterfall, games, private retreat for the family!
The Dickey House, Queen Anne Suite
10.0 out of 10, Exceptional, (15)
"The area was a nice location the room was clean and roomy It was a wonderful experience would definitely stay again and I will also recommend it to my friends"
The price is NZ$194
includes taxes & fees
6 Jun - 7 Jun
The Dickey House, Queen Anne Suite
The Dickey House, Prairie Suite
9.4 out of 10, Exceptional, (24)
"This place is beautiful but don’t depend on the internet if you are traveling for work. Internet drops a lot and often wasn’t available. This property is super clean, I have stayed twice now and I was impressed both times with the cleanliness. P.S. I hope you like trains. :-)"
The price is NZ$178
includes taxes & fees
6 Jun - 7 Jun
The Dickey House, Prairie Suite
Quiet, comfort, awake you at The Southwest II
10.0 out of 10, Exceptional, (52)
"We liked everything about the property. Nice clean and comfort. "
Quiet, comfort, awake you at The Southwest II
Game Room/Big TVs King Beds -4 Min to Finley Farms
9.8 out of 10, Exceptional, (7)
"We had 6 adults staying for the weekend. The house was extremely clean and comfortable. Homeowner provided lots of amenities above expectations. Recommend this house to anyone wanting a welcoming place for family vacation."
Game Room/Big TVs King Beds -4 Min to Finley Farms
Bluebird Bungalow - Cute home in the heart of downtown Ozark!
9.8 out of 10, Exceptional, (7)
"The house was very clean and in a good location. Our host was very helpful and quick to respond. Our only negative is that the beds are very hard and it made sleeping a bit uncomfortable."
Bluebird Bungalow - Cute home in the heart of downtown Ozark!
Unique/modern, secluded cabin on 95 river front acres/utv/kayaks & hot tub
10.0 out of 10, Exceptional, (89)
"Very nice small cabin on beautiful property. Very wet and rainy weather during our stay made some of the trails impassable and the river flooded over its banks, so we had no luck fishing. The cabin itself was clean, comfortable, and well decorated. Our sons are 3, 6, 8, and 11. If they were any older there would not be enough room. Kids really enjoyed the hot tub and we made s’mores by the fire pit every night. Very nice place to stay, it’s close to a medium sized city so everything you need...
Unique/modern, secluded cabin on 95 river front acres/utv/kayaks & hot tub
New 2021 home 3 BR, PEACEFUL GETAWAY Ozark
9.8 out of 10, Exceptional, (35)
"Can't say enough good things about this place, the house was clean and well stocked. Had everything we needed, and was close to Highlandville. Only comment I would make is that it needs blackout curtains in the bedrooms. Very bright in the master bedroom too early in the morning."
New 2021 home 3 BR, PEACEFUL GETAWAY Ozark
Romantic Historic Cottage in the Ozarks!
10.0 out of 10, Exceptional, (29)
"Our second time staying there. Walkable to the downtown square. The house was very clean. Betty was very easy to work with. We’ll be back."
Romantic Historic Cottage in the Ozarks!
Large Home in Quiet Neighborhood, Near Finley Farms
9.8 out of 10, Exceptional, (18)
"I have little to say other than the property was wonderful! bedroom to bathroom ratio was ideal for our family. Multiple gathering spaces including 2 outdoor spaces was ideal. Easy walk to little downtown and even Finley Farms. A wonderful stay!"
Large Home in Quiet Neighborhood, Near Finley Farms
Beautiful Private Getaway on 5 acres
9.8 out of 10, Exceptional, (46)
"House is well equipped with everything you need. Simone is very responsive to questions if you have any. We had a great time getting together with family and friends. It was a fun weekend and we would definitely stay here again."
Beautiful Private Getaway on 5 acres
Cozy Home in Ozark MO
9.8 out of 10, Exceptional, (20)
"We absolutely loved staying at this house. We were in town for our son’s college graduation at Missouri State. It had everything we needed for a fun family evening before graduation. Thank you so much!"
The price is NZ$350
includes taxes & fees
5 Jun - 6 Jun
Cozy Home in Ozark MO
Don't see what you're looking for?
See all available properties in Seymour
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Seymour you may be interested in

Americas Best Value Inn Seymour
2.0 star property
7.4 out of 10, Good, (196)
"Great stay"
The price is NZ$131
includes taxes & fees
11 Jun - 12 Jun
Americas Best Value Inn Seymour
Baymont by Wyndham Springfield South Hwy 65
2.5 star property
7.6 out of 10, Good, (1008)
"Good hotel. Family room was spacious"
The price is NZ$145
includes taxes & fees
10 Jun - 11 Jun
Baymont by Wyndham Springfield South Hwy 65
Greenstay Hotel & Suites
2.5 star property
9.0 out of 10, Wonderful, (1032)
"Great experience. Very clean and breakfast was tremendous."
The price is NZ$165
includes taxes & fees
27 Jun - 28 Jun
Greenstay Hotel & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Seymour holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Seymour. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Seymour. Seeing all the best attractions is bound to make you fall in love with Seymour. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Seymour short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Seymour?

Yes, there are holiday rentals close to the most popular sights in Seymour, or you can select a more secluded option if you're looking for a relaxing stay. Seymour is known for its coffee shops and wineries. Make sure you have time to check out the art while you're in the area.

What are some of the best holiday rentals that Seymour has to offer?

Large Home in Quiet Neighborhood, Near Finley Farms: This holiday home rental outside of Seymour offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Seymour?

Explore the area and family-friendly sights such as Wild Animal Safari, or get out into nature at a spot like Ava City Park. In the wider area, you’ll find Whispering Oaks Winery and Laura Ingalls Wilder Historic Home & Museum.

What’s a holiday rental in Seymour like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Seymour. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.

Recent reviews of Seymour properties
Expedia verified reviews