Vacation rentals in Oswego

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Top-rated vacation rentals in Oswego

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

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Top guest favourite
A serene view captures a backyard scene with a pond surrounded by lush greenery. A spacious deck with stairs leads to the water. Nearby, a patio area with stone seating is visible, inviting relaxation in a tranquil outdoor setting.
Home in Oronogo
4.94 out of 5 average rating, 31 reviews

Off the Vine at Keltoi Winery

The perfect blend of luxury and nature at our stunning 4-bedroom, 3-bath vacation rental located just steps from Keltoi Winery and our 6000 sf event center. Nestled on 40 shared acres, this spacious getaway offers breathtaking waterfront views, upscale amenities, and unmatched tranquillity. Relax on upper and lower level patios with panoramic water views, or soak in the hot tub while taking in peaceful sunsets. Wander through the pecan grove, relax by the pond, or explore the walking trails.

Top guest favourite
A cabin with green metal siding is situated beside a calm body of water. A wooden deck is adorned with chairs, and an outdoor fire pit is visible on a pebble-strewn area, while the landscape is complemented by greenery and trees in the background.
Cabin in Cherokee
4.96 out of 5 average rating, 93 reviews

K7 Depot

The K7 Depot Cabin sits directly next to a large body of water. Conveniently located 10 miles from Pittsburg and 30 miles from Joplin. THREE GUESTS MAX NO OUTSIDE GUESTS The Cabin sits approximately 100 feet from a short line railroad track. A very small train comes through an average of 2 times a day, 1 being in the middle of the night. Usually no train on Saturdays or Sundays. If you stand on the porch you might be able to get the conductor to honk his horn at you! Bank fishing is allowed

Guest favourite
A well-appointed bedroom features a spacious bed with light bedding and decorative pillows. Natural light filters through two windows, framed by neutral-toned curtains. A ceiling fan adds ventilation, while a television sits on a wooden stand against the wall, completing the calm atmosphere.
Home in Parsons
4.92 out of 5 average rating, 37 reviews

“The Midwest Charmer”: Sleeps 8

This home is perfect for professionals! One bedroom (not the en-suite) can be set up as two separate single beds or together as a king. Just let us know your preference. You’ll have access to the entire house, including the two-car garage, fenced backyard, and all the cozy living spaces. Spend your evening having a backyard BBQ or taking a leisurely walk around the neighborhood. Guests consistently comment on the comfortable beds, featuring Egyptian cotton sheets for a truly restful night.

Guest favourite
Home in Parsons
5.0 out of 5 average rating, 14 reviews

Sunset Country.

Sunset Country is set on three peaceful acres and sleeps 9 comfortably with three bedrooms and a full, finished basement. Conveniently located South of Parsons KS, one mile East of 59 Highway, you have easy access to local attractions, venues, and activities. Enjoy mornings on the back deck as the sun rises, and the open spaces for unwinding and letting go. The side patio is the perfect place to relax, daydream, have memorable conversations and enjoy beautiful sunsets by the fire pit.

Guest favourite
A modern two-story home features a covered porch with two outdoor chairs and hanging planters. The exterior displays a combination of light and dark siding, framed by a neatly landscaped yard. A single car garage is visible beside the driveway.
Home in Columbus
4.93 out of 5 average rating, 74 reviews

*New Construction* in downtown Columbus, KS!

Come experience what a microMansion home has to offer. Our most popular floor plan, The Smittle, has 2 bedrooms and 1 full bath, sleeping a family of 4 comfortably! Park in the single car garage and enjoy the spacious fenced yard with your pets (pet fee applies). We’re stocked with everything you’ll need for your trip. We’re close to Big Brutus, the best fishing and hunting spots, and several local venues. Longer term rentals welcome (see guidelines). We look forward to hosting you!

Top guest favourite
Guesthouse in Oswego
5.0 out of 5 average rating, 24 reviews

Cozy at Osage Ridge

Come relax with the family! Serene country view with a sandbox and playset out back. Farmyard friends in the surrounding pastures. This house is new along with everything in it! Sleeps 4 with twin bed seen off living area, and a soft, wide couch for an extra sleeping spot. If you’d like to feed chickens, pet and feed the goats, or visit with the cows, please give host notice for possible arrangements! Fresh eggs from the cluckers provided! Come enjoy a night on our farm!

Guest favourite
A secluded cabin is situated on the water's edge, surrounded by open skies and a tranquil landscape. A small wooden dock extends into the lake, reflecting the structure's rustic charm. A bare tree stands nearby, adding to the serene atmosphere.
Cabin in Edna
4.93 out of 5 average rating, 14 reviews

Lakeview Cabins' Little Cabin

Whether you are looking for a weekend away with your significant other or want to relax with the whole family, Lakeview Cabins checks all the boxes. The Lakeview Cabins' Little Cabin is ideal for 2, but can sleep 4. The Little Cabin overlooks the lake from the South end. It has a queen size bed and queen size sofa bed for sleeping. Lakeview Cabins offers a quiet place to relax away from home. Located just outside of Edna, KS, and within 15 minutes from Coffeyville, KS.

Top guest favourite
Cabin in McCune
4.94 out of 5 average rating, 35 reviews

The Raven-Hunters Retreat/Witchy Halloween Cabin

Nestled on a 40-acre old farmstead, The Raven-at Old Farm Cabin Co. offers a peaceful country escape. Located just off Hwy 400 and along a gravel county road, it’s easy to find while surrounded by mature trees and open countryside. Inside is a cozy one-bedroom, one-bath cabin with a full kitchen and comfortable living space, perfect for couples or solo travelers. Relax in the hot tub, gather around the firepit, explore the nature trail, or enjoy coffee on the patio.

Top guest favourite
A modern living area features a spacious gray sectional sofa with blue accent pillows. A low black coffee table sits on a patterned area rug, while a single blue chair complements the seating. Natural light fills the room through two windows, enhancing the open layout.
Home in Altamont
4.97 out of 5 average rating, 77 reviews

Sky Blue Stays

Welcome to small town Altamont. This two bedroom can sleep 6 with two queen beds and a pull out couch. This newly renovated space has an open kitchen with a gas range with access to laundry. There is plenty of parking with one covered parking spot. Smart tv and Wi-fi is included with your stay. This stay is not ADA compliant as there is a small bathroom and stairs to enter. This property is non smoking, this includes the property not just the house.

Top guest favourite
The sunroom is furnished with two armchairs and a loveseat, arranged atop a striped area rug. Large windows surround the space, offering views of the outside. Soft lighting from string lights creates a warm ambiance, while potted plants add a touch of greenery.
Home in Pittsburg
4.98 out of 5 average rating, 96 reviews

The Modern Ranch on Quincy *1 mile from PSU*

Freshly renovated 4,300 sf ranch with 6 bedrooms, 4 baths, 2 living rooms, sunroom & finished basement. Perfect for large groups! Basement features pool table, ping pong, air hockey & bonus living space. Peaceful neighborhood just 1–2 miles from PSU, grocery, mall & dining. Sleeps 10 comfortably, up to 12 with approval. Great for family stays or small gatherings! Spacious layout ideal for family stays and small gatherings!

Top guest favourite
A covered outdoor seating area features a glass table surrounded by four chairs. In the background, a calm water body reflects the greenery of trees lining the shore, providing a serene setting for relaxation.
Guesthouse in Cherokee
5.0 out of 5 average rating, 160 reviews

Bunkhouse on the Water

The Bunkhouse sits adjacent to a large body of water. Just 10 miles to Pittsburg and 30 miles to Joplin, MO. Guests can enjoy time outside on the covered porch next to the water, sit around the fire pit on those cool evenings, or enjoy some catch and release fishing from the bank. Experience country living and sights and sounds of nature. Free range chickens also roam the property. 3 GUESTS MAX NO OUTSIDE GUESTS

Top guest favourite
A welcoming dining area features a wooden table with blue plates set for six. Behind the table, sliding wooden doors lead to a well-equipped kitchen and additional living space. Warm lighting enhances the spacious layout, while a comfortable seating area is visible on the right.
Farm stay in Cherryvale
4.99 out of 5 average rating, 205 reviews

Barndo Farmhouse In The Country

Dusty Boots Ranch is located on 8 acres. This entire home will suite all of your vacation needs. Parking is abundant-plenty of room for an RV, toys, and multiple vehicles. Two bedrooms, full bathroom, luxury linens, free washer and dryer and beautiful views. A fully equipped kitchen is available with all of the cooking essentials including a Keurig coffee maker w/coffee and hot cocoa.

Popular amenities for Oswego vacation rentals