Vacation rentals in Pontoon Beach

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Top-rated vacation rentals in Pontoon Beach

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Guest favorite

A panoramic view showcases the tranquil riverfront, bordered by lush greenery. The sunlit deck features a dining table surrounded by comfortable chairs, while a fire pit is positioned nearby. In the distance, boats glide along the water, enhancing the serene atmosphere.

Home in Grafton

4.97 out of 5 average rating, 155 reviews

Grafton Getaway@Riverhouse (a waterfront property)

EricaRating, 5 stars4 days ago

Where to begin…from the moment my sister and our spouses selected this house for our meet in the middle of our states visit Brandon was quick to reach out and ensure everything was perfect for our visit! The location is perfect…right on the river and walkable to restaurants, winery, and shops. The house had so many fun extra’s that we really enjoyed! The plethora of games, record player/great albums, foosball, putting green and much more. We stayed up late playing records. Outside was a beautiful deck with a great view of the river, lots of seating and a fire pit with wood/lighter fluid to start a fire quickly. We had the best time just sitting around the fire and enjoying the river and the beautiful evening. The house is equipped with EVERYTHING you could possibly need. The house was super cute/cozy with comfy beds. We loved that we had several choices for dining just a short walk away. The bike trail behind house was great! We love the house, hospitality and town. We will return!

Superhost

A staircase with white banisters and wooden steps leads to the upper level. The exposed antique brick wall provides historical character to the space. A woven area rug is positioned at the base of the stairs, complementing the warm wooden flooring.

Loft in Saint Charles

4.84 out of 5 average rating, 148 reviews

Main Street Historic Loft

DanielleRating, 5 stars1 month ago

This places was excellent. We enjoyed our stay. The place was cozy and comfortable, had what we needed. We were there on a Friday night…be warned it can get a little noisy outside so if that bothers you, then staying on a fairly busy street with lots of businesses probably isn’t for you. We weren’t bothered at all. Lots of great stores and restaurants on the same stretch of road. Definitely enjoyed our stay.

Top guest favorite

A sunlit screened-in porch features white wicker chairs with purple cushions positioned on polished wooden floors. Two hanging ferns provide greenery above, while a wooden swing adds a cozy seating area. Large windows allow for ample natural light and a view of the outside.

Home in Grafton

5 out of 5 average rating, 23 reviews

Stay In A Piece Of History

ElizabethRating, 5 stars6 days ago

Had a wonderful time in downtown Grafton for my daughter’s 21st birthday. The house is in a great location for walking distance to all attractions, restaurants, bars, shops and more. It was nice to not have to drive anywhere after celebrating her birthday! We will definitely be back!

Top guest favorite

A modern kitchen is equipped with stainless steel appliances, including a gas stove and dishwasher. Open shelving showcases dishes, while a well-organized layout features several drawers. Natural light enters through small windows above the sink, and sleek countertops complete the space.

Home in South Hampton

5 out of 5 average rating, 42 reviews

Blair's Amazing House Sleeps 10 - 5 Beds - 2 Bath

HowardRating, 5 stars2 weeks ago

The house is well laid out, clean, and in a nice neighborhood. The location is convenient, safe, and quiet. The owner was responsive and flexible. While there is a garage, we never used it as there was always on-street parking right in front of the house. Everyone in our party thought it was a great choice!

Guest favorite

A fenced yard is featured, showcasing a blend of wooden panels in various tones. Flowering plants line the edge, with vibrant blooms among greenery. A putting green area is visible in the foreground, accompanied by a paved pathway leading to outdoor seating.

Home in St. Louis

4.89 out of 5 average rating, 207 reviews

Home away from Home St. Louis Cnty Ladue Schools

RaphaëlleRating, 5 stars4 weeks ago

Lisa was great! I needed a calm, peaceful and clean place for 2 weeks to recover from a surgery and her house was perfect. She was flexible with my arrival and departing time as I got updates from my surgeon and always worked it out with me, even last minute. There's a nice little park and neighborhood around and the house is very comfortable. Highly recommend!

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Popular amenities for Pontoon Beach vacation rentals

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Stay near Pontoon Beach's top sights

Kruta Bakery6 locals recommend

Illinois Supply & Provisions6 locals recommend

Fairmount Park3 locals recommend

Other great vacation rentals in Pontoon Beach

Top guest favorite

A stylish bar area is presented with four black, cushioned stools set around a granite-topped counter. The backdrop features warm wooden paneling that complements the sleek black brick base, creating a modern yet cozy atmosphere.

Home in Ballwin

5 out of 5 average rating, 30 reviews

Perfect Getaway 3BR/3BA Home

BlakeRating, 5 stars5 days ago

Wonderful stay. The place was easy to access and exactly as described. The host was friendly and responsive. Would definitely stay again.

Guest favorite

The exterior of a tranquil retreat is framed by lush greenery and vibrant flower beds. A gravel path leads to the building, which features a sloped roof and large windows. The surrounding landscape includes various plants, contributing to the peaceful environment.

Cottage in Sugar Loaf Township

4.92 out of 5 average rating, 71 reviews

Cheerful one bedroom cottage on a horse farm

SavannahRating, 5 stars2 months ago

It was so nice to get away and relax for the night at the cottage! It was so peaceful! Water pressure in the shower was amazing and the bed was so comfortable! Will definitely stay again!

Top guest favorite

A welcoming porch features wooden rocking chairs arranged for relaxation, set against the backdrop of a rustic log cabin. Natural light highlights the wooden flooring, while the surrounding trees create a serene outdoor atmosphere.

Cabin in Festus

4.98 out of 5 average rating, 63 reviews

Relaxing Log Cabin Getaway on 20 Acres

ElizabethRating, 5 stars1 week ago

This cabin never disappoints. The beds are super comfy, the kitchen is amazing and the whole house is so beautiful. It is very peaceful. We have had family reunions there every year for the past three years and now has become an annual tradition. It is just wonderful

Top guest favorite

Two chairs are positioned on a wooden dock, overlooking a calm, reflective lake surrounded by greenery. The sky is bright with soft clouds, enhancing the serene outdoor setting.

Home in Marissa

4.99 out of 5 average rating, 174 reviews

Spring Retreat with Fire pit & Peaceful Lake View

DinaRating, 5 stars2 weeks ago

Rebecca and Derek’s place is a true gem of a find! The pictures do not do it justice. They were friendly, responsive and such wonderful hosts. We will absolutely be back - be sure to bring your fishing poles if you come. My boys caught so many fish and had a blast. We will be back!

Superhost

A serene view of a private lake is framed by lush trees. A wooden fishing dock extends into the calm water, reflecting the surrounding greenery. The grassy area is spacious, providing ample space for relaxation and outdoor activities.

Home in Mount Olive

4.87 out of 5 average rating, 45 reviews

Lake House off Route 66

PatrishaRating, 5 stars3 weeks ago

Thank you, Julie. We enjoyed our stay!

Superhost

A renovated kitchen features modern stainless steel appliances and sleek white cabinetry. Light-colored granite countertops provide ample space for meal preparation, while a window offers a view of the outdoors. The tile flooring adds a clean, contemporary touch to the inviting atmosphere.

Home in Shaw Historic District

4.84 out of 5 average rating, 49 reviews

Pet & Family Friendly | Close to Top Attractions

TheraRating, 5 stars1 week ago

The place was exactly as described & we had a wonderful stay!

Guest favorite

A cozy living area is highlighted by a stone fireplace and two windows allowing natural light to enter. A comfortable blue sofa and a wooden coffee table complement the space, while a dark armchair is positioned for relaxation. The light-colored walls and floor enhance the inviting atmosphere.

Home in Grafton

4.98 out of 5 average rating, 93 reviews

Cozy Cottage off Main Street in Grafton

LeoRating, 5 stars1 month ago

The cottage was perfect for our weekend getaway! Linda was responsive, kind, and helpful. The space was clean and cozy. Highly recommend if you want a cute space close to the fun shops and restaurants in Grafton!

Guest favorite

A relaxing hot tub is featured in the corner of the room, surrounded by a wooden deck. A table beside the tub holds a bottle of champagne, two glasses, and a small bowl of grapes. Fresh towels are neatly stacked on the wall nearby.

Guesthouse in Troy

4.9 out of 5 average rating, 21 reviews

Home away from home!

DeAngeloRating, 5 stars3 months ago

Everything was good. Wish they had cleaning supplies like a broom or swiffer. Wish they had a washer and dryer especially with kids and pets. Other than that everything was great.

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Vacation rentals in Pontoon Beach

Top-rated vacation rentals in Pontoon Beach

Vacation rentals for every style

Popular amenities for Pontoon Beach vacation rentals

Stay near Pontoon Beach's top sights

Other great vacation rentals in Pontoon Beach

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