Holiday rentals in Pontoon Beach

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Top-rated holiday rentals in Pontoon Beach

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Guest favourite
A serene view of a pond surrounded by lush greenery is captured from a wooden deck. The calm water reflects the trees and sky, while two chairs are positioned to create an inviting spot for relaxation and enjoying nature.
Home in Caseyville
4.83 out of 5 average rating, 115 reviews

Peaceful views and plenty of room for everyone

Escape to 132 Long Branch Lane, a private waterfront retreat offering the perfect mix of country serenity and city convenience! This spacious 3-bedroom, 2-bath home sits on a beautiful 7-acre pond, with water views on three sides—ideal for relaxing, fishing, or simply enjoying nature. Located just off Historic Route 66 and near major interstates, you’ll have quick access to Gateway Center in Collinsville, Cahokia Mounds State Historic Site, Busch Stadium, and Grizzlies Stadium for baseball fans.

Top guest favourite
A well-lit outdoor space is presented, featuring a wooden walkway leading to a cozy fire pit surrounded by natural landscaping. Soft string lights create a warm ambiance, enhancing the serene atmosphere of the wooded area, perfect for evening gatherings.
Flat in Edwardsville
4.93 out of 5 average rating, 408 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.

Top guest favourite
Home in Granite City
4.97 out of 5 average rating, 244 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.

Superhost
The modern home features a spacious wooden deck with steps leading to a well-maintained garden. Large glass doors dominate the front facade, allowing natural light to flood the interior. Lush trees provide a serene backdrop, complementing the inviting outdoor space.
Home in Caseyville
4.86 out of 5 average rating, 128 reviews

Wooded Oasis with Free Bottle of wine+brkfst

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

Guest favourite
Flat in Edwardsville
4.97 out of 5 average rating, 148 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.

Top guest favourite
A private outdoor area features a shaded umbrella with a dappled pattern and two stylish chairs, inviting relaxation. A rustic fence surrounds the space, enhancing the sense of privacy, while a hot tub is visible in the foreground, offering a tranquil escape.
Tiny home in Alton
4.89 out of 5 average rating, 230 reviews

Romantic tiny home w/ hot tub

The ultimate tiny home retreat you’ve been waiting for. This 500 sqft carriage house was built in 1906! Lovingly and meticulously curated for a perfectly romantic stay. You’ll be a short drive from the always fun Fast Eddie’s Bonair or the gorgeous riverside views. Spend the day walking the Great River Road or trying local shops and restaurants. Looking to stay in? Your space has everything you need for a cozy meal in. Put on a record and relax in your private hot tub.

Top guest favourite
A single-story home is surrounded by a lush green lawn and neatly trimmed shrubs. Large windows with blue shutters allow natural light to illuminate the interiors. A mature tree provides shade, while a pathway leads to the front entrance, enhancing the welcoming appearance of the house.
Home in Godfrey
4.94 out of 5 average rating, 173 reviews

Aunt M's Place

The whole group will enjoy easy access to everything from this centrally-located home. There's plenty to see and do in the Riverbend area of Illinois. This home's proximity to the roads along the Mississippi, as well as the short drive to the Clark bridge or Amtrak station, make for easy access to everything the St. Louis area has to offer. The area is a major stopover for many migratory birds and boasts a number of sites for observing the birds during their travels.

Guest favourite
The secluded treehouse is elevated among trees, featuring a wooden exterior with a pitched roof. A set of stairs leading to the entrance is visible. Surrounding foliage creates a natural and serene environment, while sunlight filters through the leaves.
Treehouse in Dittmer
4.82 out of 5 average rating, 175 reviews

The Den at Dittmer Hollow

Newly Updated** Enjoy the lovely setting of this romantic spot in nature, with a semi-primitive, modern cozy secluded treehouse in the woods! Explore 10 acres or wind down on the deck before relaxing in the *NEW* hot tub. The cabin inside has a very minimalistic design featuring on the first floor an electric fireplace, air conditioner, table, refrigerator, leather futon couch, kitchenette with a hand crank water pump sink, axe throwing and porta-potty bathroom.

Top guest favourite
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, 583 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 favourite
A cozy log cabin is set amidst tall trees, featuring a gabled roof and a stone foundation. The front porch is adorned with chairs and a charcoal grill, providing a shaded space. Surrounding greenery creates a tranquil, natural atmosphere.
Cabin in Brighton
4.97 out of 5 average rating, 105 reviews

Log Cabin with Breathtaking View

Relax, kick back and take in the view. Cozy log cabin nestled in the woods with a breathtaking view of a private 2 acre stocked fishing lake. Private master bedroom features queen sized bed, and attached bath. Loft sleeps four with two full beds and an air mattress. Full kitchen with stove, full size fridge, microwave and dishwasher. Living room with sofa and dining room. Charcoal Grill, fire pit, picnic area, and walking trails. Pets are welcome.

Top guest favourite
Home in Glen Carbon
4.93 out of 5 average rating, 101 reviews

Sunset Cottage - 2 King beds! Downtown Glen Carbon

Welcome to the Sunset Cottage, proudly located just off main street in Glen Carbon, IL. The house is walking distance to the Madison county Rail to Trail system (miles of paved bike, run, and walking path), Miner Park, and historic Glen Carbon. The home is also walking distance to many restaurants including Glen Carbon's gem, the Wooden Nickel. The house is a 6 minute drive to Southern Illinois University Edwardsville (SIUe) campus. Permit #2024-13

Top guest favourite
The exterior of a charming bungalow features a welcoming front porch with white railings. A wooden front door is complemented by large windows, enhancing natural light. The light-colored siding and manicured landscaping reflect a warm, inviting entrance, framed by trees with autumn foliage.
Home in Lebanon
5 out of 5 average rating, 533 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.

Popular amenities for Pontoon Beach holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Madison County
  5. Pontoon Beach