Vacation rentals in Old Jamestown

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Top-rated vacation rentals in Old Jamestown

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Top guest favorite
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.
Apartment in Glen Carbon
4.93 out of 5 average rating, 415 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 favorite
A round wooden dining table surrounded by four chairs is featured in the foreground. The kitchen is visible in the background, showcasing light-colored cabinets and stainless steel appliances. A breakfast bar with additional seating is located beside the kitchen area.
Home in Granite City
4.97 out of 5 average rating, 247 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.

Top guest favorite
A spacious sleeping area features a large, tufted headboard and a decorative grey and white bedding set. Soft lamps flank the bed on either side. Light enters through a nearby door, enhancing the calming atmosphere of the room.
Apartment in Alton
4.98 out of 5 average rating, 114 reviews

Todays comfortable & cozy loft.

Kick back and relax in this calm, stylish space. Today's loft apartment is a one of a kind gem. Perfectly located for anyone wanting to visit Alton Illinois and only a short drive to Grafton or St.louis. We take pride in making this space comfortable for your getaway. Take a bubble bath in the lovely soaker tub or just relax on the recliner sofa. Enjoy the beautiful kitchen with a oversized island and wine cooler for your favorite bottle of wine to chill. A king size bed for a good night's

Guest favorite
A spacious living area features a comfortable seating arrangement with a brown sofa and a bright yellow chair. A round coffee table is centered on a patterned area rug, with natural light filtering through large windows dressed in light curtains. A flat-screen TV is mounted on the wall.
Home in Caseyville
4.87 out of 5 average rating, 103 reviews

The Maple Cottage

Enjoy a stylish Two bedroom cottage Nestled in the backroads of Caseyville, our charming house offers the perfect blend of comfort and convenience. The Maple Cottage is just a stone's throw away from I64 and a vibrant shopping district in Fairview Heights, making it easy to explore local boutiques, restaurants, and entertainment options. The cottage features a comfortable living area, a fully equipped kitchen for your culinary adventures, and a peaceful bedrooms designed for restful nights.

Top guest favorite
A well-appointed bedroom is featured, with a spacious bed adorned with soft linens and a decorative accent pillow. Two bedside lamps are positioned on either side, providing additional lighting. A window allows natural light to filter in, while a wall-mounted air conditioning unit enhances comfort.
Bungalow in St. Charles Historic District
4.97 out of 5 average rating, 274 reviews

Patio House, secluded in heartbeat of Main Street

The Patio is nestled in the heart of historic St. Charles a few steps from Main Street, Katy Trail, Missouri River, Antique and Boutique Shopping, Restaurants Bars and More, Several Wedding venues are within walking distance of the property as well. In addition to your well appointed unit, this property has as much outside as it does in. Take your coffee, wine, water and enjoy our patio, complete with fire table, dining table edged with lush plantings for privacy. PLEASE NOTE NO SMOKING

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 Fairview Heights
4.86 out of 5 average rating, 131 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.

Top guest favorite
A charming two-story chalet features a pink exterior with decorative trim and multiple windows. A garage door is visible on the right side, complemented by a landscaped area with stone accents. The home is surrounded by trees, indicating a serene hillside setting.
Home in Elsah
4.97 out of 5 average rating, 106 reviews

Elsah’s Finn Inn-new restaurant across the street!

Welcome to Elsah’s Finn Inn ! This quaint chalet is located in the historical town of Elsah . Our home is nestled on a hillside with a deck off the second story with views to the river . The location is a desirable 5 minute drive to all of the Grafton bars and restaurants . Our home can accommodate a group of 6 with 2 bedrooms on the second level and a separate loft space over the garage . Note: All bedrooms are on second level so guests will need to be able to negotiate stairs

Top guest favorite
The exterior of a historic log cabin features a welcoming yellow door and a decorated porch with a small table and chairs. Lush greenery surrounds the cabin, while vibrant flowers add a touch of color. The structure is complemented by the clear blue sky.
Cabin in Saint Charles
4.98 out of 5 average rating, 383 reviews

Camp Mill Pond: Historic Cabin Near Main Street

*St. Louis Magazine A-List Winner!* ***PRESS: DESIGN STL, STL MAG, AND FOX2NEWS*** Camp Mill Pond is a throwback to the slow and easy rhythm of hot summer days. This circa 1835 cabin offers easy access to our historic area, including Main Street, Katy Trail for biking, and Frenchtown, without sacrificing modern comforts! This 180-year-old historic cabin sits on a beautiful lot, shared with our 1865 three-story home and a two-story carriage house. Ask about renting bikes! 🚲

Guest favorite
A living area features a stylish gray sofa and a patterned armchair. A modern console table stands against a textured wall, accented by a wavy light installation. A green plant adds a touch of nature to the space, alongside decorative items on the table.
Tiny home in Alton
4.89 out of 5 average rating, 233 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 favorite
The exterior of the house features a well-maintained lawn with shrubbery and a covered porch. A cozy seating area with a modern coffee table is shown, complemented by a sectional sofa. A well-equipped kitchen with appliances and a dining table set for six are also visible. A serene bedroom showcases a spacious bed with soft linens.
Home in Saint Charles
4.99 out of 5 average rating, 222 reviews

Little House By Main St -5 4K TV's- 1-75 Inch -1GB

Little House By Main St -5 4K TV's- 1-75 Inch -1GB Internet- No location has better access to so much. All the best amenities on both sides of Main Street St Charles! Walking distance from the Ameristar Casino, Texas Road House, Main Street (Honky Tonk, Big A's, Q, Thirstys), Starbucks, Taco Bell, Buffalo Wild Wings, McDonald's and the Bars / Restaurants on Main. An Awesome Location for all of the Festivals in St Charles! And secured parking in the 1 car garage!

Top guest favorite
A single-story home is shown with a light grey exterior and a well-maintained front yard featuring green shrubs. A carport is visible on the left side, while an American flag adds a touch of color near the entrance. Dense trees surround the property.
Home in Glen Carbon
4.93 out of 5 average rating, 104 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

Guest favorite
A spacious living area is characterized by a high ceiling and a mix of textures. A stone fireplace serves as a focal point, complemented by a wooden coffee table and a large television. Comfortable seating includes a brown leather chair and a grey sofa.
Home in Florissant
4.92 out of 5 average rating, 126 reviews

Cheerful 4-bedroom home with fireplace

Relax and recharge with family, friends and colleagues during your next visit to the St Louis area. This cozy home with newly remodeled bathrooms is located on a quiet cul-de-sac lined with mature trees in north county. Just minutes from highway 367 which can get you to many attractions in St Louis within 25 minutes. You can also hop right across the Illinois state line and get to towns like Alton, Granite City and Edwardsville in a short drive.

Popular amenities for Old Jamestown vacation rentals