Vacation rentals in Pontoon Beach

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Top-rated vacation rentals in Pontoon Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 22 reviews

Stay In A Piece Of History

KimRating, 5 stars3 weeks ago

Caroline's place is amazing. The location is perfect. It is right on the main street and walkable to restaurants and shops. Seven of us stayed there for a girl's weekend, and we had plenty of space. We enjoyed the outdoor seating as well as the enclosed front porch area with the hanging swing.

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, 41 reviews

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

HowardRating, 5 stars1 week 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 stars2 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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What guests are saying

Stay, Work & Play, 2bd w/office near Downtown

5 out of 5 average rating, 4 reviews1 month ago

This was a clean, quiet and modern apartment. We loved the themed decor, the 1904 World’s Fair. Very charming, and we had everything we needed. Clean, well appointed. Lots of accoutrements. Seemed recently rehabbed/remodeled. Parking space included, though we used the ample street parking. Centrally located. Near Botanic Gardens and Tower Grove Park. Easy to get to downtown or other neighborhoods. We would definitely stay again if the opportunity arises. 🏆

Apartment in St. Louis

What guests are saying

Riverside Home w/ Private Patio, Lake Views, Games

5 out of 5 average rating, 41 reviews3 weeks ago

My husband and I are incredibly thankful for Duc’s accommodations and his kindness during our stay. Duc was a great communicator and very proactive when we needed help with something. The home is peaceful, comfortable, and well- stocked with all you may need for a short or extended stay, especially for coffee drinkers! There is a park across the street which was perfect for our little one who loves swinging. There was a sidewalk through the town which made for pleasant, safe walks. Several sports bars/river-themed restaurants along the main road. We recommend 3rd Chute’s Horseshoe dish and Grafton Oyster Bar’s red beans and rice! Short drive to STL and other towns in IL which have Walmarts and Schnucks for any additional needs you may have. Will absolutely stay again if we find ourselves in Grafton in the future!

Home in Grafton

What guests are saying

Historic Haven by JZ Vacation Rentals

4.81 out of 5 average rating, 43 reviews3 weeks ago

Situated in a beautiful neighborhood and offers excellent walkability to numerous wonderful attractions, stores, and restaurants. The space itself is very spacious and features a nice kitchen and bathrooms. Whether you're looking for a comfortable base to explore the area or a relaxing place to unwind between activities, this is a great choice.

Townhouse in Central West End

What guests are saying

Beautiful Family Retreat w/ Amazing Movie Theater

4.81 out of 5 average rating, 26 reviews2 months ago

We stayed at the house for about 7 months due to our house flooding. We were so thankful to have a house that was similar to ours in a location that was close. Brittany was great to work with! She was prompt with her replies and was flexible based on our ongoing change of schedule.

Home in St. Peters

What guests are saying

Cozy Cabin

5 out of 5 average rating, 29 reviews4 days ago

The space was exactly as described—clean, cozy, and peaceful. The host was incredibly responsive and made the check-in a breeze. I especially appreciated the little touches, like fresh towels, soft sheets, and he provided a binder of local recommendations. The location was perfect—quiet, safe, and close to everything I needed. My son enjoyed fishing off the deck. I would absolutely stay here again and highly recommend it to anyone looking for a comfortable and welcoming home away from home. Thank you for a great experience!

Home in Brighton

What guests are saying

Charming Cottage in Heart of New Town St. Charles

5 out of 5 average rating, 42 reviews5 months ago

I loved my stay at The Cottage! It was very clean, tastefully decorated, and smelled so nice as soon as I walked in the door. It was perfect for my stay in St Charles while attending a conference in the area. The area is beautiful and there is a great coffee shop nearby. Other restaurants and park areas are within walking distance as well. I highly recommend Lindsay's place and would love to stay there again!

Loft in Saint Charles

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Popular amenities for Pontoon Beach vacation rentals

Kitchen

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Pool

Free parking on premises

Air conditioning

Stay near Pontoon Beach's top sights

Kruta Bakery6 locals recommend

Illinois Supply & Provisions6 locals recommend

Walmart Supercenter4 locals recommend

Horseshoe Lake State Park4 locals recommend

Willoughby Heritage Farm4 locals recommend

Collinsville Aqua Park4 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, 29 reviews

Perfect Getaway 3BR/3BA Home

JohnRating, 5 stars2 weeks ago

Another perfect stay at Perfect Getaway. The home was very clean and the host communication was quick and easy. Great neighborhood and great location. I highly recommend.

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!

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, 62 reviews

Relaxing Log Cabin Getaway on 20 Acres

ElizabethRating, 5 stars3 days 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, 173 reviews

Spring Retreat with Fire pit & Peaceful Lake View

DinaRating, 5 stars6 days 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 person enjoys a foot pedal paddle boat on a clear, green lake. Surrounded by trees, the vibrant water reflects the natural scenery, creating a peaceful outdoor environment. The gentle ripples from the boat enhance the serene atmosphere.

Home in Mount Olive

4.87 out of 5 average rating, 45 reviews

Lake House off Route 66

PatrishaRating, 5 stars2 weeks ago

Thank you, Julie. We enjoyed our stay!

Superhost

A spacious living area features a white leather sectional arranged around a low table. Natural light floods the room through multiple windows. Contemporary artwork of ocean waves adorns the wall, complementing sleek furnishings and open access to the adjoining kitchen and dining area.

Home in St. Louis

4.82 out of 5 average rating, 66 reviews

Modern Luxury w/Saltwater Pool / ABODEbucks

BrandonRating, 5 stars2 weeks ago

Had a wonderful stay at this Airbnb! The place was exactly as described—clean, comfortable, and thoughtfully decorated. The host was incredibly welcoming and responsive, making sure everything went smoothly. The location was perfect for exploring the area, and I truly felt at home during my stay. I would absolutely stay here again and highly recommend it to anyone looking for a relaxing and enjoyable visit! The work room was a plus.

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

Stay, Work & Play, 2bd w/office near Downtown

Lake House Retreat - Carlyle

Riverside Home w/ Private Patio, Lake Views, Games

Historic Haven by JZ Vacation Rentals

Caper on Kings

Beautiful Family Retreat w/ Amazing Movie Theater

Cozy Cabin

Entire House in House Springs

Huge yard - 10 min walk to shops & restaurants

Garden of Life in Eureka71, Duplex unit #1

Charming Cottage in Heart of New Town St. Charles

Drift Away Whole House Rental Sleeps 10 Grafton IL

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

Destinations to explore