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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Superhost

A spacious dock extends over the calm waters of Lake Windsor, featuring several loungers and a shaded bar area. Kayaks and paddle boards are neatly placed, alongside a canopy that offers shelter. Lush greenery lines the opposite shore, enhancing the serene lakeside setting.

Home in Bella Vista

4.92 out of 5 average rating, 12 reviews

Lakefront ※ 𝔻𝕠𝕔𝕜 ※ Hot Tub ※ Fishing ※ Firepit

MollyRating, 5 stars1 week ago

Carly’s home was absolutely perfect for our low-key bachelorette weekend! It was a beautiful home and property and we enjoyed every minute we spent there. Carly was so accommodating and made us feel right at home! She even offered to return a dress that we had left behind a few days after our stay. Would recommend this host and home to anyone looking for a fun, relaxing weekend with a big group. Would 100% stay again!

Superhost

A lakefront A-frame property is visible, featuring a wooden deck and outdoor seating. In the foreground, a covered day dock extends toward the water, with a gentle ramp leading up to the shore. Lush greenery surrounds the scene, adding to the serene atmosphere.

Home in Eucha

4.89 out of 5 average rating, 9 reviews

Stunning lakefront A-frame home w/ dock! 15% off 4

AnaRating, 5 stars4 months ago

Mike was great in responding to any of my concerns. The place was definitely worth it to my family lots of beds and a good way to relax your mind outdoors walking to the nearby lake . Excited to return back sometime during the summer ❤️

Top guest favorite

An extensive wrap-around deck is shown, featuring a dining table with chairs and an umbrella for shade. Additional seating arrangements are available, and the natural wood finish complements the rustic style of the home. Scenic views of surrounding greenery are visible in the background.

Cabin in Grove

5 out of 5 average rating, 11 reviews

The Cowskin Cabin w/ Bunkhouse - Lakeview Getaway

ChristinaRating, 5 stars9 months ago

Beautiful, serene and peaceful! Our family used and enjoyed the cabin and bungalow. Everything in the listing was accurate and is even better in person. This was our second time staying in the cabin and first time staying in the bungalow! Our family loves this property and how close it is to the lake. The wrap around deck is amazing and you can see the lake and enjoy your meals together. We also love how convenient it is that the Dollar General is very close and we could get all our groceries there and grab anything we needed in walking distance. We will definitely plan to stay again!!!

Guest favorite

A covered patio offers a spacious area with modern outdoor seating, complemented by well-maintained green grass. The serene lake view stretches across the horizon, framed by lush trees and a protective fence, creating a peaceful outdoor retreat.

Home in Grove

4.92 out of 5 average rating, 13 reviews

Living Well Lakehouse - Premier Lakefront Luxury

RyanRating, 5 stars5 months ago

The house is in an awesome location with great views. I would recommend anyone to stay there. If you’re 7 foot tall like me just be prepared to bump your head on the exposed beams. It only took 3 days to remember when to duck. Thanks again for a wonderful house to stay in.

Top guest favorite

A spacious lawn leads to a tranquil lake, reflecting the surrounding trees and hills. A wooden deck with seating is positioned near the water's edge, providing a relaxing spot to enjoy the serene views and natural surroundings.

Vacation home in Bella Vista

4.95 out of 5 average rating, 167 reviews

Getaway to the lake discounts offered in Sept

ChristineRating, 5 stars4 months ago

Beautiful place! Even better than the pictures and description. Highly recommend as a family getaway spot. The house is beautiful, clean and large. Location on the lake is wonderful. Kitchen, bathrooms and bedrooms fully equipped. Would highly recommend and will stay again!

Guest favorite

A private wooden deck features a round table surrounded by four chairs. Decorative pillows add color to two of the chairs. A large tree provides shade, while wooden privacy panels frame the space, creating an inviting outdoor area.

Home in Neosho

4.9 out of 5 average rating, 10 reviews

The Picket Fence Nana’s dream 3 beds-2 bedrooms

JoshRating, 5 stars7 months ago

We had an absolutely fantastic time staying at Mrs. Bonnie’s place. From start to finish, everything exceeded our expectations. The communication with Mrs. Bonnie was smooth and prompt, making the booking process hassle-free. This cozy house was so welcoming.Loved the vintage charm of this place! The host has done an incredible job preserving its character while offering modern conveniences."The house was absolutely spotless and beautifully decorated for fall. Mrs.Bonnie went above and beyond to make sure we felt at home."this place was perfect for our weekend getaway. Bonnie provided excellent tips on local eateries and attractions."Communication was seamless! The host was responsive and considerate, ensuring our stay was comfortable from start to finish." We didn’t need for one thing the house had everything one should need for a long weekend stay! We absolutely enjoyed the back deck which was very private with beautiful scenery. We will most definitely be back on our next trip.

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What guests are saying

Homey 3-bedroom condo

5 out of 5 average rating, 15 reviews3 weeks ago

We stayed short notice, booking late night before our stay the following day. Michael answered questions quickly to allow us to be able to make a decision. We brought our dog, the main floor entry and patio makes it pet friendly. Supplies & amenities were included. Neighbors were quiet. Location is super easy to access, right up the street from BV Country Club & Tanyard Creek.

Condo in Bella Vista

What guests are saying

The Barn at Coler, Bike In/Out, 1 mi from downtown

5 out of 5 average rating, 94 reviews3 weeks ago

Kelley and Sue were awesome. The location can’t be beat. We’ve stayed in downtown Bentonville before but having Coler in your backyard is amazing. The home was great and well stocked. One of our favorite places. Kelley and Sue make killer chocolate chip 🍪 cookies! We’re definitely coming back.

Barn in Bentonville

What guests are saying

New modern/transitional home Monkey Island

4.86 out of 5 average rating, 29 reviews2 weeks ago

Tim was a fantastic host for us over a couple of weeks! The place modern, clean, stocked with everything you need. The backyard was perfect for our pups, fence was secure and plenty of space to run around. Tim proactively brought more supplies for us and was always immediately responsive to any questions.

Home in Afton

What guests are saying

Hit the Trails! - 0.3 miles to the Back 40 Loop

4.97 out of 5 average rating, 32 reviews3 weeks ago

Stayed here with our kids and their grandparents for 4 days - the layout worked great for our size group. The house was very clean and had everything we needed. Nice big dining table for meals in, washer dryer, all the kitchen basics, stash of games for kids, and a big run-around backyard. We were very comfortable - would recommend this place for anyone visiting the area!

Home in Bella Vista

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Popular amenities for Oswego vacation rentals

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Other great vacation rentals in Oswego

Guest favorite

A wooden dock extends over calm waters, featuring two colorful chairs and a small basket. A bright blue kayak is secured at the edge of the dock, surrounded by lush greenery, with a serene atmosphere inviting relaxation and exploration.

Cottage in Grove

4.84 out of 5 average rating, 77 reviews

The Cottage At Grand Lake

JamesRating, 5 stars4 months ago

The host Jamie was very nice. She was very informable. We had a wonderful stay from check in to check out.

Guest favorite

An organized bathroom is presented, featuring a white countertop with a sink and dark cabinets below. Shelves hold decorative items, and a large mirror reflects the space. A rug lies on the floor in front of the sink, and a towel rack is mounted on the wall.

Home in Bentonville

4.93 out of 5 average rating, 43 reviews

Spacious, peaceful for large groups (w/home gym)

MikeRating, 5 stars4 weeks ago

Beautiful home in a quiet neighborhood. Communication with the host was easy and pleasant. K. Aurora goes above and beyond to make sure you have a great stay! Will definitely see if this home is available on our next trip to Bentonville.

Top guest favorite

A spacious dock extends over the serene lake, featuring a wooden picnic table and seating area. Clear blue skies reflect on the water's surface, while lush greenery frames the view in the distance. Steps lead from the dock to the water's edge.

Home in Bella Vista

4.91 out of 5 average rating, 22 reviews

Lakeside Getaway

MeenaRating, 5 stars1 month ago

Omg! Adam made our stay 1000x even better! He took us out on his boat! Then he helped me and the kids fish all afternoon! He hooked up the sound system and the lights! Then he offered to help clean and fry the fish! We were already enjoying our stay in his beautiful lake home but this went above and beyond! We just wish we had come when it was warmer so we could make use of the amazing diving boards on the dock! This was the best experience for us city dwellers!

Guest favorite

A modern kitchen layout features a stainless steel refrigerator and a granite countertop island. The space opens to a cozy living area, which is highlighted by a brick fireplace and well-lit by ceiling lights. A dining area is visible in the background.

Home in Parsons

4.86 out of 5 average rating, 7 reviews

“The Midwest Charmer”: King Beds, Sleeps 6

KristynRating, 5 stars3 days ago

Great stay! Jessica is a superb host and the house does not disappoint! The bed was incredibly comfortable and I appreciate how clean the house was. Everything felt new and decor was calming and peaceful! The neighborhood is tranquil and quiet and offered a nice park nearby for my morning walk. I will be staying again the next time I visit Parsons, KS. Highly recommend!

Guest favorite

A tranquil view of a cove is displayed, featuring boat docks with covered facilities. The calm water reflects the surrounding trees and sky, creating a serene atmosphere. Various boats can be seen moored at the docks, highlighting an accessible recreational area.

Home in Eucha

5 out of 5 average rating, 20 reviews

Dock Holiday Eucha

RyanRating, 5 stars3 weeks ago

We were looking for a place to stay for our daughter's birthday by the lake. Suzette was very accommodating although we didn't give much notice of our request to stay. Very nice home and had everything we needed. Suzette was very friendly. We would love to go back in the summer!

Superhost

An outdoor seating area is framed by a wooden pergola. Comfortable furniture, including two chairs and a loveseat, is arranged on a wooden deck, surrounded by greenery. Natural light filters through the slatted design, creating a relaxed space for outdoor enjoyment.

Cabin in Afton

4.85 out of 5 average rating, 122 reviews

Book for Summer now! Hot tub & firepit

RexRating, 5 stars1 month ago

The pictures do not do this house justice! When we arrived there was a great welcome basket with snacks and hand written note. The furniture is absolutely beautiful in all the rooms and of high quality. Loved all the fine detailed decorations throughout the home. Definitely a step way above expected. Host was welcoming and went above and beyond ensuring we were comfortable and had everything we needed. I would definitely recommend this place and stay again!!

Top guest favorite

Home in Sheldon

5 out of 5 average rating, 25 reviews

Peaceful Country Home near Sheldon, MO

ArminasRating, 5 stars2 weeks ago

Wonderful place, really liked the host and his communication skills. Can’t say anything bad about my stay! Will deffinitely choose it again if I’m staying somewhere around!

Top guest favorite

A spacious covered back patio features a wooden floor and is surrounded by lush greenery. Two outdoor chairs are positioned around a small table, creating an inviting space for relaxation. A charcoal grill is visible in the background, providing an option for outdoor cooking.

Home in Bella Vista

5 out of 5 average rating, 100 reviews

Lyndhurst Lounge

EthanRating, 5 stars1 week ago

Really nice people and super nice place, felt very comfortable and loved sitting on the deck in the backyard. Also had a very nice view and got to watch deer etc.

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Vacation rentals in Oswego

Top-rated vacation rentals in Oswego

WOW! Golf, Bike/Trail Front

The HavenHouse at Serenity Acres

Homey 3-bedroom condo

Biking Bliss & Golf Getaway Home

Monkey Island Winery and Cottages #3, Merlot

Lakefront, Dock, Spectacular View! A+ Renovation!

Garden Cottage

The Barn at Coler, Bike In/Out, 1 mi from downtown

New modern/transitional home Monkey Island

Hit the Trails! - 0.3 miles to the Back 40 Loop

Lake View 3 bed/2 bath with deck!

River Paradise

Vacation rentals for every style

Popular amenities for Oswego vacation rentals

Other great vacation rentals in Oswego

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