Vacation rentals in Pontoon Beach

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Top-rated vacation rentals in Pontoon Beach

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Guest favorite

The exterior features a private patio area with a sturdy wooden picnic table surrounded by grass. The entrance to the guest house boasts large glass doors, and patio string lights are visible overhead, creating a welcoming outdoor space.

Home in St. Louis

4.91 out of 5 average rating, 408 reviews

Sunny South City Guest House

Newly-rehabbed & cozy guest house. Everything you need is located here in the historic Bevo Mill neighborhood. In the heart of south St. Louis city, you’re steps away from local businesses, including the picturesque, historical Das Bevo. Step into a vintage-styled oasis, featuring large windows with plenty of natural light, tall vaulted ceilings, comfy queen bed, unique fridge, breakfast bar, sizable bathroom with a large walk-in shower. Hang outside at the picnic table under cute string lights.

Top guest favorite

A wooden pathway leads from the side of the house down a slope, bordered by freshly mulched flower beds featuring purple blooms. The area is surrounded by grass and trees, creating a natural and inviting approach to the guest suite entrance.

Apartment in Edwardsville

4.92 out of 5 average rating, 336 reviews

Edwardsville Apartment - The Woodland Suite

The apartment in the lower level of the home has recently been renovated, with a walk-out private entrance, a full kitchen & dining area, full bath, bedroom and a cozy living space. Situated just 35 minutes from downtown St Louis, in the safe and affluent community of Edwardsville, this property sits in a quiet cul de sac on a wooded lot right in the heart of the city. We are just a few minutes from the SIUE campus, Edwardsville HS, & I-270. Coffee/restaurants/shops/parks/trails just 2 min away.

Guest favorite

A tiered coffee pod holder displays a variety of single-serve coffee pods in an array of flavors. Labels include cappuccino, hazelnut, caramel, French vanilla, and more, organized for easy selection.

Home in St. Louis

4.94 out of 5 average rating, 1,094 reviews

ArtBnB: Enjoy the Curated Comforts of Home

With easy highway access, and conveniently situated equidistance from Soulard, Lafayette Square, Tower Grove South, and Cherokee St, this custom designed space is not only an experience on its own, but a perfect base for exploring The Gateway City. Surround yourself with art, literature, and the homie comforts that set ArtBnB aside from staunch hotel chains. A lightly stocked kitchen, library, garden, patio, deck, grill, fire pit, wine rack, kennel, toiletries, and parking pad are all included.

Top guest favorite

A spacious basement recreation room features a ping pong table at the center, flanked by a futon and two wooden chairs. A foosball table is visible in the background, along with a dartboard mounted on the wall, providing various entertainment options.

Home in Granite City

4.97 out of 5 average rating, 204 reviews

Cozy 2-bedroom home minutes from ST. Louis, MO

Welcome to the Sheridan House. This cozy 2-bedroom home is located in a quiet neighborhood. It sets on a corner lot with a large back yard and a parkway across the street. Spend relaxing evenings on the patio, grilling your dinner. Or challenge your partner to a game of ping pong in the basement rec room. Centrally located, you can spend your days exploring attractions in Saint Louis, Mo, Alton and Edwardsville, IL. Just minutes from World Wide Technology Raceway, Busch Stadium, & the Arch.

Guest favorite

A covered parking space is presented, featuring a silver car parked inside. The structure showcases a modern design with stone accents on the exterior walls. A well-maintained driveway leads up to the garage, with residential homes visible in the background.

Guest suite in Belleville

4.94 out of 5 average rating, 227 reviews

Aunt Vi's Apt by Belleville Historical Society

Studio apartment furnished in authentic mid century style. Licensed and inspected. 15 minutes from downtown St Louis with the Arch, Busch Stadium, home of the Cardinals, Cahokia Mounts historical site, 15 min. from historic downtown Belleville, world famous Art on the Square. Apartment minutes from locally owned shops, restaurants and brew pub. Appropriate for world travelers interested in architecture, tour the in progress MidCentury Architecture Museum right outside your turquoise door!

Guest favorite

The kitchen features wooden cabinetry and modern appliances, including a stainless steel refrigerator and a microwave. A clean countertop space is visible, with kitchen utensils neatly arranged. An archway leads to a dining area, where a light-colored table and chairs are set in a cozy atmosphere.

Home in Roxana

4.9 out of 5 average rating, 164 reviews

The House Next Door

This home offers the best of both worlds. The quiet, small-town charm with the quick access to big city amenities. Located 30 short minutes away from downtown St. Louis if you are coming for a vacation. Also located on a quiet street in a small town close to local parks, library, and ice cream shops. Local Attractions SIUE- 15 minute drive World Wide Technology Raceway- 20 minute drive Downtown St. Louis- 30 minutes drive St. Louis zoo- 35 minutes drive Six Flags St. Louis- 1 hour drive

Guest favorite

A framed stained glass window is showcased on a feature wall, illustrating intricate patterns in hues of amber, red, and blue. The warm wooden frame complements the rustic design, while dark cabinetry is positioned nearby, contributing to the overall charm of the interior.

Home in Dittmer

4.96 out of 5 average rating, 494 reviews

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

Top guest favorite

A welcoming front porch features a sturdy wooden door with decorative glass panes. Two wicker chairs with plush cushions are positioned beside a small table, creating a cozy seating area. Natural light highlights the brick exterior and surrounding greenery.

Apartment in Edwardsville

4.98 out of 5 average rating, 114 reviews

Cozy Historic Downtown Edwardsville Charmer

Spacious and cozy with hardwood floors throughout. Beautifully restored to its original 1920’s glory. Set up to meet your needs. Clean, uncluttered spaces, full kitchen, Wi-Fi, and the basics for an easy stay. Third bedroom offers office space in addition to bunk beds. Relax on the front porch in this lovely neighborhood. Just a few blocks from main street’s offering of coffee shops, restaurants & entertainment. MCT bus stop across the street for easy access to SIUE & St. Louis.

Guest favorite

A well-lit bathroom features a modern white vanity with a marble countertop and a sleek black faucet. A mirror hangs above the vanity, and a light fixture with three bulbs illuminates the space. A white toilet and a contrasting dark door are also present.

Apartment in St. Louis Hills

4.84 out of 5 average rating, 281 reviews

Impeccable 1-Bedroom Apartment with Street Parking

Beautiful unit in St.Louis Hills. The apartment is spacious, when you walk in the living room opens up to the dining room and kitchen. The unit is beautifully furnished and has a modern style with all the amenities you could ask for. The building is centrally located, Francis Park is within walking distance. Downtown is about a 10/15 minute drive. Food places in area include Salt and Smoke, Donut Drive In, Mom's Deli, Legrands, Rockwell Beer Garden in Francis park and much more.

Guest favorite

The entryway features a staircase with a textured carpet, leading to the upper level. A front door is positioned on the right, accompanied by a floor lamp and decorative wall hangings. Hooks for coats are mounted on the wall, and a potted plant adds a touch of greenery.

Home in Belleville

4.91 out of 5 average rating, 176 reviews

Beautiful 3 Bedroom Townhouse

Stay close to everything while enjoying the charm of this peaceful townhome in Belleville! Conveniently located near I-64 and SAFB. Just 20 minutes from downtown St. Louis, this 3-bedroom, 1.5-bath home is perfect for exploring the city while avoiding the noise. Nestled in a quiet neighborhood, it’s the ideal spot to unwind after a day of sightseeing. With a fully fenced backyard and cozy atmosphere, this inviting space has everything you need for a relaxing and memorable stay.

Top guest favorite

A charming brick cottage is situated along a brick-lined street, adorned with vibrant greenery and flowering plants. The entrance features a light green door framed by lush plants, while large windows provide a glimpse of the inviting interior.

Cottage in Belleville

4.96 out of 5 average rating, 462 reviews

The Historic Garfield Inn

Welcome to the Garfield Inn. A cozy cottage off a brick-lined street in an historic Belleville neighborhood. Coffee, tea, hot cider and chocolate are provided. We are in walking distance to downtown Belleville, and free parking is available. The neighborhood is quiet and peaceful. There is a barbeque grill, covered back patio, gazebo and lovely gardens. Small well-behaved dogs are welcome. Enjoy your privacy The light is always on. We can't wait to see you.

Top guest favorite

A small work nook features a wooden desk with a light-colored tabletop and a stool. A lamp provides soft illumination, and a decorative plant adds a touch of greenery. A sign on the desk offers a welcoming message, while shelving above holds various items.

Home in Lebanon

5 out of 5 average rating, 445 reviews

Close to St Louis, Scott AFB & McKendree

"Bungalow Five-O-Two" is located in historic Lebanon, Illinois. Built in 1885, Bungalow-Five-Two has been completely renovated to offer modern accommodations while maintaining its charm and integrity. Conveniently located within walking distance to McKendree University and the amazing restaurants and quaint shops of Lebanon. Only a 15 minute drive to Scott AFB, 10 minutes to MIdAmerica Airport, and 30 minutes to St. Louis.

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Popular amenities for Pontoon Beach vacation rentals

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Other great vacation rentals in Pontoon Beach

Guest favorite

A modern kitchen is shown, featuring stainless steel appliances and gray cabinetry. The space is illuminated by natural light coming through large windows, with a distinct dining area visible in the background. Open shelves display dishes and decorative items, adding functionality and style.

Home in Glen Carbon

4.9 out of 5 average rating, 68 reviews

Glen Carbon Cottage

NovaLeeRating, 5 stars5 days ago

We LOVED our stay at Hannah’s home! My boyfriend and I love peaceful and relaxing environments when he visits and her home could not have been a more perfect fit for us. Hannah was extremely friendly throughout our stay and always responded quickly to any questions we had. The seating area in the kitchen and the bathroom skylight were to die for, too. Thank you for such a great stay Hannnah! Anyone considering staying here will not be disappointed. We will 100% be trying to return the next time he visits.

Top guest favorite

A close-up view of a black chicken is featured, showcasing its prominent red comb and attentive gaze. In the background, a rustic chicken coop can be seen, surrounded by natural wood shavings and a fenced enclosure.

Home in Edwardsville

4.97 out of 5 average rating, 29 reviews

Cozy Chicken Cottage

AmberRating, 5 starstoday

My mom and I had a comfortable and pleasant stay. The place had everything we needed to eat, rest, take a shower, and play cards. The house is near the host house but we didn't see the host during our stay. The host has a unique and beautiful variety of chickens and a beautiful lake with a water feature making the morning even more relaxing. Thank you for hosting us, we would definitely stay here again.

A round dining table is surrounded by four ornate chairs, each upholstered in a muted pattern. A floral centerpiece is placed in the middle of the table. Natural light enters through large windows, highlighting the light-colored cabinetry and decorative elements in the kitchen.

Home in Edwardsville

4.6 out of 5 average rating, 20 reviews

Elegant Home in Edwardsville

TynikaRating, 5 stars1 week ago

I love her placet was so clean and wash well stocked with needed supplies. l her set up it was beautiful and so comfortable i would stay here anytime I come back to visit. I recommend to anyone. I enjoyed my stay.

Guest favorite

A map displays routes from a marked house to downtown St. Louis, showing a travel time of approximately 28 minutes. Key locations are highlighted, including major streets and landmarks along the way, indicating convenient access for guests exploring the area.

Home in Edwardsville

5 out of 5 average rating, 7 reviews

Cozy 1BR, near Edwardsville Downtown & SIUE

ChristopherRating, 5 stars1 week ago

This was a great little place in a quiet charming neighborhood. Located very close to the downtown , it offered great access to the local restaurants and business district. Would be happy to stay again.

Guest favorite

The kitchen area features a dark granite countertop complemented by a gas stove and built-in oven. A Keurig coffee maker is positioned next to neatly organized spice jars. Decorative elements include a floral artwork and a teal container, enhancing the functional space.

Home in Belleville

5 out of 5 average rating, 8 reviews

The Redbird Retreat

VickieRating, 5 stars1 week ago

A great home away from home for families!!! The space was clean and was a peaceful place to land after a day of travel. The backyard is absolutely gorgeous!! Perfect place to relax and let kids run around as it is also a fenced in backyard. Would totally stay again!! ⭐️⭐️⭐️⭐️⭐️

Guest favorite

A wooden dock extends over clear blue water, revealing a natural setting. Submerged plants and stones can be seen beneath the surface, while the greenery of the shoreline complements the peaceful atmosphere. Reflections of trees and clouds can be observed in the water.

Home in Mount Olive

4.9 out of 5 average rating, 60 reviews

Lake House off Route 66

AlyssaRating, 5 stars3 days ago

Very cozy home, super clean, just like the pictures but better. My son had so much fun on the pedal boat fishing. Having a place out front for our dog was accommodating and let us relax as well. She has everything you could possibly “what if” need for your stay, we will definitely be keeping this ace in our back pocket when we are passing through again!

Top guest favorite

The entrance to the Grafton Getaway Guesthouse is framed by a sturdy brick wall. Two rustic wooden rocking chairs are positioned in front of the entry, which is marked by a sign. Large glass doors invite guests inside, with soft outdoor lighting enhancing the welcoming facade.

Cottage in Godfrey

4.99 out of 5 average rating, 75 reviews

Grafton Getaway @ The Cottage

ClaraRating, 5 stars1 week ago

It was a quick stay but I’m glad we picked this one ! It’s really spacious and Brandon is very accommodating ! Plus the games for the kids were a huge bonus!

Guest favorite