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Vacation rentals in Oswego

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Top-rated vacation rentals in Oswego

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A cave interior is illuminated by soft, warm lights that hang from the ceiling, creating a serene atmosphere. The ground is uneven and rocky, with a narrow pathway guiding deeper into the cave. The setting offers a unique experience, especially after dark.

4.93 out of 5 average rating, 212 reviews

The Wilderness Homestead Cave-HotTub-Hiking

Escape to our Wilderness Homestead Romance Retreat in the Oklahoma Ozarks where adventure meets luxury. A cave that transforms into a magical haven at night, adorned w/soft lights and featuring a table for two. Indulge in the hot tub oasis, complete with warm towels, aromatherapy, and floating candles. Roast marshmallows at the outdoor fire pit, or take a hike on our hiking trail. Seasonal BOW hunting permitted.Welcoming 420 enthusiasts our pet-friendly retreat promises an unforgettable getaway!

Top guest favorite

An open living space showcases modern design elements with a spiral staircase leading to a cozy loft. Natural light fills the area from multiple windows, illuminating the well-equipped kitchen and inviting sofa, creating a comfortable atmosphere. Decorative plants add a touch of warmth to the room.

Home in Carthage

4.99 out of 5 average rating, 142 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 waterfall cascades over a rocky ledge, creating a gentle mist. Sunlight filters through trees in the background, enhancing the natural beauty of the scene. Smooth rock formations line the water's edge, reflecting the tranquility of the surrounding environment.

Guesthouse in Joplin

4.99 out of 5 average rating, 151 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 bright blue door features a grid of windows at the top, allowing light to filter in. The door is set against a textured wooden wall, with a lantern providing soft illumination nearby.

Cabin in Chanute

4.98 out of 5 average rating, 547 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

The exterior of the lake house is showcased, featuring a modern design with large windows and a covered patio. A grill is positioned to the left, and a hot tub sits on the right. Steps lead to the main entrance, framed by wooden railings.

Home in Fort Scott

4.96 out of 5 average rating, 215 reviews

The Palm's Get-a-Way at Lake Fort Scott

Serene Lake House located on Lake Fort Scott. Newly constructed modern style lake home. Features 2 large Bedrooms. 1 Master Suite with a King bed, 1 guest bedroom also with a King bed. 2 bathrooms, and large open living space and open kitchen. 1500 square ft plus 1000 square foot covered patio including grill and 5 person hot tub. Covered parking. This property is large, sitting on two lots and has large waterfront access and a dock. House is private and the perfect serene get-a-way.

Top guest favorite

A wooden storage unit is featured on a deck, displaying three compartments. Two lids are propped open, revealing wrapped items inside. The structure is attached to a wooden railing, with additional wooden materials visible in the background.

Tiny home in Quapaw

4.96 out of 5 average rating, 236 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

The cottage entrance is framed by two white columns, leading to a front door. Two black wrought-iron chairs are placed on the porch, alongside a wooden railing featuring a row of spindles. Large windows on either side allow natural light to illuminate the space.

Bungalow in Baxter Springs

4.98 out of 5 average rating, 110 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 porch extends from a metal structure, warmly lit in the evening. A fire pit made of stone is positioned in the foreground, surrounded by grassy areas. Additional seating, a grill, and a boat can be seen on the porch, enhancing the outdoor living space.

Guesthouse in Cherokee

5 out of 5 average rating, 116 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

A wide view of a grassy landscape is presented, with a prominent cloud formation dominating the sky. The scene captures the natural beauty of open space, bordered by patches of trees, under a soft blend of colors as the sun sets.

Cabin in Asbury

4.91 out of 5 average rating, 203 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

Cottage in Chanute

4.95 out of 5 average rating, 287 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

The exterior of the barndominium reveals a covered patio with seating for four, surrounded by a well-maintained lawn. A fire pit with stacked firewood is positioned nearby. The evening sky casts a warm glow over the tranquil rural setting, enhancing the peaceful atmosphere.

Farm stay in Cherryvale

4.99 out of 5 average rating, 150 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.

Top guest favorite

The kitchen area features wooden cabinetry with colorful bowls displayed above a stainless steel stove and hood. A modern refrigerator and dishwasher are neatly aligned, complemented by granite countertops and light wood flooring.

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).

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Popular amenities for Oswego vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Oswego

Top guest favorite

A striped hammock is positioned near a tranquil river, surrounded by lush greenery. The soft fabric of the hammock contrasts with the natural gravel ground, while several chairs are visible in the background, adding to the serene outdoor setting.

Cabin in Oronogo

4.92 out of 5 average rating, 49 reviews

Couples Retreat Studio

BethanyRating, 5 stars2 days ago

This cabin was exactly as pictured, and exactly what my husband and I were looking for to have an escape from work. We enjoyed the firepit (David had wood and kindling at the ready), lounge chairs, and eating outdoors. We love birding, and our bird app identified dozens of species around the property. The place was sparkling clean. We enjoyed the windows surrounding the space, and spent time reading and watching movies on the Smart TV. WiFi was more than adequate. If you forget something, there is a Dollar General Market just down the road. There was produce, along with plenty of grocery items. We went to the George Washington Carver National Memorial and walking trail, which we both loved. We also went to Grand Falls south of Joplin. We had lunch at Undercliff Grill - fun! There is plenty to see and do in the area! David was fantastic! Responsive and friendly, but not pushy or hovering. We were able to meet him, and he is a great guy. We will be back! I already miss the river!

Top guest favorite

A rustic kitchen and living area features wooden walls and a high, beamed ceiling. A large wooden dining table is surrounded by metal stools, while a comfortable seating area includes two recliners. Natural light enters through multiple windows, highlighting the functional appliances and decor.

Cabin in McCune

5 out of 5 average rating, 46 reviews

For the Hunters, Travelers, and Get-Out-of-Towners

Kaitlin and ChaseRating, 5 stars6 months ago

Great place to stay! Was perfect for our hunting group. David was so easy to work with and very nice/accommodating, my fiance (35F) was totally comfortable communicating with him. Very clean and we felt right at home. Thanks from Florida!

Top guest favorite

The interior of the cabin showcases a tall, A-frame ceiling made of wood, with large windows that bring in natural light. A red door adds a pop of color, while the open layout features warm-toned wooden flooring and modern fixtures.

Cabin in Chelsea

5 out of 5 average rating, 18 reviews

Panther Creek Cabin

KristynRating, 5 stars5 days ago

We had an amazing stay at the cabin. It is such a beautiful and peacefulI place! It was spotless but still so homey. Kathy thought of everything you might want or need and the little touches like eye masks and shower loofahs showed how much she cares about her guests! We will definitely be going back to visit this wonderful spot!

An A-frame structure is illuminated against a twilight sky, displaying large windows that showcase a warm glow inside. A stone patio surrounds a fire pit, with flames flickering, complementing the natural outdoor setting. Trees frame the scene, adding to the secluded ambiance.

Place to stay in Afton

4.88 out of 5 average rating, 25 reviews

The Aurora Aframe @ Selena Vista

NicholasRating, 5 stars1 week ago

Beautiful location and private. Selena gave great instructions and was quick to give responses to any questions or concerns that we had. The location was amazing, peaceful, and the perfect place to relax and unwind. I would recommend this place for anyone that wants a quick getaway that provides the peace and quiet to recharge away from the busyness of life.

Top guest favorite

The spacious patio features a dining table with multiple chairs, offering a view of a private pond surrounded by greenery. Large glass doors provide an unobstructed connection to the outdoor area, inviting natural light into the interior.

5 out of 5 average rating, 33 reviews

Black Diamond Lodge

AmberRating, 5 stars3 weeks ago

when we ran in to a problem not once but twice, but came with a great new oven and gave back money. we wasn't asking for anything back. they was completely understandable and drop to help us out. very thankful and very happy for the place. so willing to come back again.

Top guest favorite

A spacious deck is surrounded by trees, offering a peaceful view. Comfortable seating arrangements include four wicker chairs and a coffee table. A grill is also present, positioned on the left side of the deck, enhancing the outdoor experience.

5 out of 5 average rating, 23 reviews

Route 66 Cozy Cottage

KimberlyRating, 5 stars5 days ago

Such a cute private peaceful cottage! Wonderful view, wildlife galore so wonderfully relaxing! Hot tub was amazing! So welcoming with a snack tray and mini fridge in master bedroom with several kinds of soda. Exceeded our expectations! Well stocked kitchen laundry a nice bonus. Would recommend booking this Cozy Route 66 cottage!

A landscaped garden area features colorful flower beds surrounded by wood mulch. A wooden play structure is visible in the background, equipped with slides and climbing elements. Soft green plants are scattered throughout, adding to the natural environment.

Cabin in Carthage

4.5 out of 5 average rating, 8 reviews

Oak Ridge Oasis

JesseRating, 5 stars2 weeks ago

I was in town for my CDL testing. Dustin made checking in and out extremely easy. Great communication. Location was perfect as it was right down the road from the testing site. The cabin was clean and perfect for my fitting. Would stay here again.

Top guest favorite

A spacious sleeping area features multiple raised sleeping spaces, each with a dark bedding set. The wooden accents complement the natural wood ceiling and floor, while large windows allow natural light to fill the room, creating a warm environment.

Cabin in Cherokee

5 out of 5 average rating, 21 reviews

North Forty Lodge

KristenRating, 5 stars3 weeks ago

We stayed at North Forty Lodge for my son’s graduation from Pitt State, and everything was fantastic! The home was better stocked than any Airbnb we've ever stayed at—every supply and staple you could think of was already there. The beds were super comfortable, and the loft setup gave both families their own space, which was perfect. The lodge itself is beautiful, peaceful, and has everything you need. Danny was a great host—responsive and welcoming. We only wish we could've stayed longer to enjoy more of the scenic outdoor areas of the property. Highly recommend!

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