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, 598 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 serene outdoor area features a hammock suspended under a white pergola, surrounded by lush greenery and flowering plants. A sparkling inground pool is positioned nearby, reflecting the trees above. The peaceful setting invites relaxation and enjoyment of the outdoors.

Home in Joplin

4.95 out of 5 average rating, 151 reviews

Lofty Expectations with Pool

Gorgeous newly-furnished upstairs apartment provides a comfortable stay for 1-2 adults. Swim in the beautiful inground pool or lounge in the hammock under the pergola (available Jun-Sep). Enjoy the well-equipped interior features like TV/streaming, dedicated workspace, and a small-but-mighty kitchen. Located near I-44 and Main, close to hospitals. Dedicated entrance gives access to a private two-room suite via self check-in. Great value for a beautiful space where we anticipate your every need!

Top guest favorite

The image captures a serene outdoor setting featuring a large tree with sunlight filtering through its branches. A peaceful road leads to the guest house, surrounded by lush greenery. The yard is spacious, with hints of additional buildings in the distance and a clear blue sky above.

Guesthouse in Joplin

4.99 out of 5 average rating, 162 reviews

Mike & Angie’s Private-Cozy furnished Guest House

Welcome to Red Roof Creekside Getaway. Escape to this enchanting bungalow in Joplin. This cozy retreat features a fully furnished private Guesthouse with all the essentials for a comfortable stay. Our wish is that everyone who stays with us will have a comfortable, relaxing, stress-free time. We're available for any questions or needs. Our guest house sits on a secluded, private, peaceful two-acre lot, surrounded by trees, a creek and lots of wildlife. Close by Route 66 and local amenities.

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, 445 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.

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, 260 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, 123 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, 128 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

The living area features green sofas and a large black television unit against a warm, beige wall. Natural decor elements, including tall branches and a decorative leaf bowl, add character. Soft lighting enhances the inviting atmosphere, while patterned curtains frame the window.

Home in Pittsburg

4.96 out of 5 average rating, 120 reviews

The Little Yellow House

Visiting your favorite PSU student? Attending a wedding? Working in town for the week? For all of these reasons and more, stay at our sweet, stylish, and sparkly clean two bedroom, one bath house. Enjoy the comforts of home in the spacious living area and fully-furnished kitchen. Pittsburg State University is one mile away. Or, take a short walk west to Lakeside Park. The park includes fishing, playgrounds, two pavilions, and tennis courts.

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, 222 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 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, 310 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 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, 373 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.