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, 585 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.

Top guest favorite

A cozy outdoor seating area is highlighted by a gas fire pit, with flames dancing over a bed of stones. The distant horizon showcases a sunset with vibrant colors, while the private hot tub is visible nearby, surrounded by the open landscape.

Home in Carthage

4.99 out of 5 average rating, 148 reviews

The Perfect Retreat: Modern Tiny Home- Hot Tub

The Perfect Retreat is a luxury, modern tiny home. It has a plush, king-size bed with a twin bed in the loft . Come stay at a chic getaway located just outside of town and next to I-44. Experience breathtaking sunsets and starry skies from the private, outdoor hot tub or see the sunrise from the front porch swing. Cook your favorite meal in the beautiful, fully equipped kitchen or grill on the BBQ. Let Alexa set the mood for your romantic getaway with Phillips Hue lighting in every room.

Top guest favorite

A rustic cabin exterior is framed by lush green grass and trees. The wooden structure features a stone chimney and a distinctive blue door, with two large windows on the left. A simple stone path leads to the entrance, inviting relaxation in a natural setting.

Cabin in Chanute

4.98 out of 5 average rating, 556 reviews

The Blue Door Cabin

If you want a retreat where you can sleep in, slow down and savor nature's beauty, the Blue Door Cabin, tucked in surprisingly hilly oak and hickory woods, with a beautiful view of the pond, is your destination. Within two hours from Kansas City, Tulsa, Joplin or Wichita, and only 4 miles from Chanute Kansas, this preserved and revived cabin offers an easy getaway for city dwellers in need of a very affordable anniversary weekend, study or solitude retreat, or family hiking and fishing trip.

Top guest favorite

A cozy sleeping area is visible through an open door, featuring a spacious bed with plush pillows and a quilted coverlet. Soft lighting fixtures above provide illumination, while a recliner sits beside the bed. A decorative rug lies on the dark floor, contributing to the inviting ambiance.

Apartment in Joplin

5 out of 5 average rating, 433 reviews

Private, Quiet Studio close to everything

Private and Quiet! Small studio apartment (254 square feet) feels spacious with beautiful natural light and modern decor. Perfect for extended stay! No extra cleaning costs. Keypad access and driveway parking. 2019 build! New queen bed; full size fridge and shower. Close to popular spots in Joplin. Local guidebook located in apartment. Nice residential neighborhood. Close to both hospitals, medical school, MSSU. Right in the hub of retail shopping and restaurants. Easy access to highways.

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, 248 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

Superhost

A spacious deck is featured, equipped with a striped umbrella and a table. Views of the calm lake and surrounding trees are showcased, creating a serene outdoor space ideal for relaxation. A hammock is visible, enhancing the atmosphere of leisure.

Cabin in Grand Lake

4.87 out of 5 average rating, 166 reviews

Cabin with large deck, amazing views of Grand Lake

Relax at our family friendly lakefront cabin. Clean and functional living space. Large deck with beautiful views of Grand Lake. Shorefront access with stairs. Enjoy sunrises and sunsets on the deck or in the sunroom. Kitchen is fully stocked with all necessities. Extra linens, towels, and toiletries provided. Gas grill on upper deck. Only a 10 minute drive to Grove, OK. Please note there are several stairs to get up to the cabin itself (it’s how we get such a beautiful view :).

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, 116 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

4.91 out of 5 average rating, 210 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, 205 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, 300 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.