Vacation rentals in Oswego

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Top-rated vacation rentals in Oswego

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Top guest favorite

The guesthouse interior features an open layout with a queen bed adorned in soft linens next to a sleek nightstand. A cozy sofa and a circular dining table with four chairs complement the space, with natural light filtering through the windowed doors.

Guesthouse in Webb City

4.97 out of 5 average rating, 588 reviews

Bright and Modern Private Guesthouse near Route 66

Our guesthouse is ready to host the most discerning traveler. You will appreciate the clean private guesthouse that is located on a quiet neighborhood street in a newer central subdivision that is close to all that SW Missouri has to offer. Please note that we offer a microwave, refrigerator, coffee maker, dishes, and utensils in the kitchen area, there is no stove/ oven. Parties and events are not allowed. Any extra guests need to have prior approval from the host before they arrive on site.

Guest favorite

The exterior of a charming Carriage House is surrounded by vibrant flower beds and lush greenery. The house features a gabled roof and decorative elements, while large windows invite natural light. A peaceful garden setting enhances the tranquil appeal of the property.

Guesthouse in Baxter Springs

4.95 out of 5 average rating, 119 reviews

Cowtown Carriage House ~ Four Blocks From Route 66

The Cowtown Carriage House sits in a cozy park like setting four blocks from Historic Route 66 in beautiful Baxter Springs. Guests enjoy off street parking (own private driveway) and self-check in which allows for ultimate freedom in travel plans. Relax on the queen size bed. The kitchenette is stocked with the essentials to prepare a meal. Guests are welcome to use the fire pit located in the gardens. This unit has one bed. Airbnb uses some kind of AI that insists there are two beds.

Top guest favorite

The log cabin is illuminated at night, showcasing its rustic exterior with wooden logs and a peaked roof. The front porch features seating options, while a welcoming door is central to the facade. Windows allow light to spill out, creating a cozy ambiance.

Tiny home in Quapaw

4.96 out of 5 average rating, 251 reviews

Peoria Hills/Cabin/Route66 /casinos

The log cabin is located in the hills of Peoria, OK. on twenty plus acres of land. Amenities include Wi-Fi, small bathroom with shower only, TV, sleeping arrangements are a queen bed, a sofa bed, and an air mattress upon request . Lots of room outdoors to walk around, the terrain is rocky and uneven so sturdy shoes are recommended. With a small pond close by Deer, fox, skunks, raccoons and coyotes are roaming the woods so please pay attention to small animals and children when outdoors

Top guest favorite

A cozy dining area is positioned next to a blue front door, leading to the outside. The bar features a granite countertop and two wooden stools. Natural light fills the space, highlighting the modern kitchen appliances visible in the background.

Bungalow in Baxter Springs

4.98 out of 5 average rating, 117 reviews

Hillside Cottage

Why choose a hotel when you can enjoy an entire house! Welcome to this recently renovated cottage, boasting nearly 100 years of charm. Home is located a few short blocks from Historic Route 66 with easy access to I-44 & Joplin, MO. It is a great location for work or play. This small space has all you need to feel at home. A fully equipped kitchen, dedicated work-space, high speed internet, TV's in living area and bedroom. The open layout provides a spacious, yet cozy, feel.

Top guest favorite

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 out of 5 average rating, 122 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, go for a hike, play a game of pickleball, 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

Guest favorite

A quaint cabin is outlined against a dusk sky, featuring a wooden deck with railings. The entrance is adorned with warm lighting, and seating is provided on the deck, offering a welcoming outdoor space. Gravel pathways lead to the cabin, surrounded by open land.

Cabin in Asbury

4.92 out of 5 average rating, 213 reviews

Comfy Cabin On The Hill

Our comfy, quaint little cabin has a style all its own with modern conveniences and a homey feel. Located near the waters edge, you can enjoy the evening sitting out on the deck and listen to nature sing or sit around a fire and gaze up at the stars. Attn: Guest wishing for long term stays should reach out to us and inquire about scheduling even if dates are blocked. Please reach out if you have questions about an earlier check-in time.

Top guest favorite

A rustic cabin is nestled among leafy trees, surrounded by lush green grass. The structure features a sloped roof and wooden exterior. Nearby, a gravel drive leads up to the cabin, enhancing the sense of seclusion in this natural setting.

Cabin in Anderson

4.99 out of 5 average rating, 206 reviews

Up the Creek Cabin

Enjoy the beautiful seclusion of a picturesque cabin tucked away in the Ozarks at Up the Creek Cabin. The 3 bed, 1 bath vacation rental provides the ultimate country getaway. The rustic décor, cozy interior are the picture of comfort whilst providing you with modern amenities including a full kitchen, patio and fire pit. Gather round the fireplace and enjoy all the relaxation Up the Creek Cabin has to offer! Come stay awhile!

Top guest favorite

A charming seating area features a wooden bench adorned with colorful cushions in warm tones of orange and yellow. A plaid throw drapes over the side, and natural light filters through a woven shade on the window, complementing the vibrant textures in the space.

Cottage in Chanute

4.95 out of 5 average rating, 304 reviews

A Little bit of Paradise @ Summit Hill Gardens

Summit Hill Gardens Cottage, a little bit of paradise, is a place to enjoy solitude, peace and quiet. Located rurally (3 miles south of Chanute, Ks), we are listed as one of the top ten attractions with numerous flower beds, a historic 1874 stone schoolhouse, a Retail Soap Shop located in a restored barn (handcrafted soaps are made here on site), and the Summit Hill Gardens Event Center- for hosting celebrations of life.

Top guest favorite

A decorative wall features the phrase 'Let's Stay Home' in an elegant script. Below, a wooden hat rack holds a straw hat, complemented by a decorative piece, enhancing the inviting atmosphere of the space.

Home in Oswego

5 out of 5 average rating, 39 reviews

Country Home in Oswego, Ks.

Country Home near town in a beautiful rural setting. Relax with the whole family at this peaceful place to stay or bring the whole hunting party and enjoy your time together. Relax on the deck and view the beautiful pond and wildlife. This is a spacious, open floor plan home with a master sweet on one end and two bedrooms with three full beds on the other end, as well as two full bathrooms.

Guest favorite

A single-story white house is surrounded by green grass and tall trees. The front features a bright turquoise door, with multiple large windows framed by light gray shutters. A small porch leads to the entryway, bordered by a simple lattice design.

Home in Oswego

4.93 out of 5 average rating, 100 reviews

Beautiful Studio (Bunk House) in Oswego

Welcome to The Bunk House! This home offers all the comforts of home to make your stay in Oswego relaxing and hassle-free. Enjoy your privacy, close proximity to downtown, local grocery store, and off-street parking. If this place isn't large enough for your party, be sure and check out Harvest House, Wisconsin Cottage, Savannah House and Rustic Retreat (5 houses).

Top guest favorite

A hot tub is positioned on a private deck, surrounded by soft lighting from candles. Steps lead up to the tub, which features a control panel and a cover resting nearby. The serene environment is enhanced by the night sky and distant lights.

Cottage in Joplin

4.99 out of 5 average rating, 359 reviews

The Hideaway

Your family will be close to everything when you stay at this centrally-located place. Welcome to our quiet, peaceful and cozy cottage. Enjoy nature? Enjoy watching the deer feed in the mornings and evenings. We are centrally located between Joplin, Webb City and Carthage, Missouri located about 1 mile off Route 66 and easy access to I-49 and I-44.

Top guest favorite

A serene bedroom is equipped with a spacious bed dressed in white linens, accented by a cozy throw. A piece of artwork depicting a beach scene adorns the wall above. A wooden table and a chair are situated nearby, with natural light filtering through a window.

Apartment in Parsons

4.98 out of 5 average rating, 115 reviews

Main Street Loft in the Heart of Downtown Parsons

Located in the heart of downtown Parsons, you’ll love the convenience of this loft location. It’s been described by many as “peaceful, light & airy”. Plenty of space with 3 bedrooms, 2 bathrooms, living room, kitchen, and laundry on-site. Walking distance to shops and restaurants and only a few blocks from Forest Park, and Labette Community College.