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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Guest favorite

Home in Millstadt

4.93 out of 5 average rating, 228 reviews

Deluxe Barndominium | King bed + Pkg

Enjoy the unique historical setting of this recently remodeled Barndominium, just 5min away from DT Millstadt and 20min from DT St. Louis. Learn the old Illinois ways by relaxing in a contemporary decorated barn that was once an honor system farm stand. Blend of comfort, stylish décor & a rich amenity list are there to satisfy your every need. ✔ 2 Comfy Bedrooms (King Bed, Single over Double Bunk) ✔ Fully Equipped Kitchen ✔ Open Living Area ✔ 55’’ Flat-Screen TV ✔ Fast internet See more below

Dec 10 – 17

G$30,143 GYD per night

Guest favorite

Apartment in Edwardsville

4.91 out of 5 average rating, 232 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.

Jun 6 – 13

G$27,164 GYD per night

Guest favorite

Home in Granite City

4.98 out of 5 average rating, 123 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.

Jan 13 – 20

G$24,178 GYD per night

Guest favorite

Home in Mascoutah

4.96 out of 5 average rating, 390 reviews

The Doll House

Welcome to our Victorian doll house! Listed on the National Register of Historic Places, it maintains its original features yet is updated with modern conveniences. The kitchen is fully equipped, coffee, tea and bottled water are provided. Wifi is available and the home is within walking distance of restaurants and shopping. Enjoy the nice peaceful backyard while you sit on the porch & relax with your cup of tea or glass of wine. An easy drive just 4 miles south of I-64. Weekly discount 14%.

May 29 – Jun 5

G$18,802 GYD per night

Guest favorite

Guest suite in Belleville

4.95 out of 5 average rating, 189 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!

Apr 29 – May 6

G$19,070 GYD per night

Guest favorite

Guesthouse in Lebanon

4.96 out of 5 average rating, 179 reviews

Pool, Hot Tub and Dog Paradise

As of 10/4/23 the pool is closed. Our pool house is close to Scott Air Force Base and STL. Home is on 5 acres and has plenty of privacy. Beds are memory foam mattresses. Heated pool (May-September). Pet friendly (dog/cat) & have 1 XL kennel and 1 small pet carrier we can set up. Our home has a large circle drive that goes behind the barn. There is more than enough room for Handicap parking, the gate and sidewalk to the main patio are 48 inches wide. We have a handicap shower seat as well.

Dec 15 – 22

G$25,755 GYD per night

Guest favorite

Home in Belleville

4.92 out of 5 average rating, 103 reviews

Whitestone Place: gorgeous, historic, updated home

3 bedroom home in the heart of historic Highland neighborhood in Belleville. Less than one mile from downtown historic Main Street, a quaint city area with charming shops and restaurants. Indoor fireplace, patio area with fire pit, and outdoor dining area. Chess and backgammon table in living room. 5 miles from Eckert’s Farm and other farms and orchards. 25 min drive to St. Louis city. Close proximity to Belleville metro link station, public transport to downtown St. Louis city life!

Feb 10 – 17

G$27,448 GYD per night

Guest favorite

Guesthouse in Mascoutah

4.97 out of 5 average rating, 184 reviews

The Carriage House

Cute and cozy, this tiny carriage house is packed with charm. Originally used as a place to store a horse-drawn carriage, this delightful building has been completely refurbished with everything you need for a clean and comfortable stay, including endless hot water, vinyl plank flooring, front porch, laundry, and eat-in kitchen. The bedroom has a queen bed, comfy recliner, and Roku-enabled TV. Please notify me if you are bringing any pets. I want to know dog breed and age.

Sep 20 – 27

G$15,673 GYD per night

Guest favorite

Cottage in Belleville

4.95 out of 5 average rating, 327 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.

Feb 21 – 28

G$22,892 GYD per night

Guest favorite

Farm stay in Grafton

4.97 out of 5 average rating, 203 reviews

Pere Ridge Tree Escape

Welcome to Pere Ridge ! Enjoy the lovely setting of this romantic spot in nature. Pere Ridge is a custom Scandinavian inspired nature escape for two . Our elevated cabin is perched on a ridge with a deck and hot tub that is surrounded by trees. Our hope is that you disconnect from life's stresses while at Pere Ridge. Our cabin is located in "the ridge " area of Grafton and is a short drive to Grafton. It is a light filled studio cabin with modern touches .

Dec 3 – 10

G$32,026 GYD per night

Guest favorite

Home in Dittmer

4.95 out of 5 average rating, 356 reviews

Honeymoon Suite Camp Skullbone In The Woods

Romantic quiet cozy chalet for two! Vintage décor with all the modern amenities of home. Relax inside to unwind, kick back and watch a movie, surf the web via free wi-fi, curl up with a good book, open up a board game for a friendly challenge or share a drink with that special someone. Want some fresh country air? Lace-up those hiking boots and take like Camp Skullbones. . Enjoy the stars on the intimate deck with the glow from the gas fire pit.

Oct 6 – 13

G$32,123 GYD per night

Guest favorite

Home in Belleville

4.99 out of 5 average rating, 145 reviews

The Pool House 1-Bedroom Home with Hot Tub & Pool

Soak in the hot tub or relax poolside at The Pool House! Its rural setting is perfect for a relaxing stay, romantic getaway, business trip or spending time with your family. Enjoy a full kitchen, electric fireplace and spacious bedroom. No pets allowed. No smoking allowed. No photo shoots are allowed. We do not have a TV, but do have wifi. **Military discount is available. Please message us first by clicking "Contact host".

May 10 – 17

G$23,573 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Pontoon Beach vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Pontoon Beach's top sights

Walmart Supercenter4 locals recommend

Illinois Supply & Provisions6 locals recommend

Collinsville Aqua Park4 locals recommend

Other great vacation rentals in Pontoon Beach

Guest favorite

Farm stay in Pocahontas

4.95 out of 5 average rating, 157 reviews

Hilltop Ranch Home on 25 acres bathed in starlight

Jan 20 – 27

G$37,593 GYD per night

Guest favorite

Home in Troy

4.96 out of 5 average rating, 46 reviews

No Frills Home on 2 Acres to yourself!

May 21 – 28

G$18,349 GYD per night

Guest favorite

Home in Granite City

4.94 out of 5 average rating, 49 reviews

"Blue Bliss Retreat in Granite"n

Jun 12 – 19

G$20,388 GYD per night

Guest favorite

Home in Glen Carbon

4.92 out of 5 average rating, 52 reviews

Sunset Cottage - Entire home downtown Glen Carbon

Feb 26 – Mar 5

G$34,037 GYD per night

Guest favorite

Home in East St. Louis

4.91 out of 5 average rating, 57 reviews

"The Blue House", a home away from home. Located 7 miles from Ballpark village and one block from Frank Holton Park that has fishing and golf (with discount when you stay).

Sep 13 – 20

G$25,855 GYD per night