Vacation rentals in Old Jamestown

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Top-rated vacation rentals in Old Jamestown

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Top guest favorite

The exterior of the cottage is showcased, featuring warm lighting along the wooden façade. A tandem bicycle is positioned nearby, with two chairs placed on the lawn. The entry door is framed by decorative windows, and a small pathway leads to it.

Home in Portage Des Sioux

4.97 out of 5 average rating, 62 reviews

River Town Cottage Retreat + Kayaking or SUP!

Our Cottage is located in the small, historic river town of Portage Des Sioux on the Mississippi River Valley. Visit this quaint and beautiful part of Missouri, where the nearby river and nature views will not disappoint! Visit Our Lady of the Rivers viewpoint! Explore the waterfront marinas, their eating establishments, or visit the corner bar and restaurant in town. Enjoy an afternoon in tourist hotspot Grafton, IL, by taking the Grafton Ferry (3 mi). KatyTrailhead at Machens is 4 miles away.

Superhost

The living area features a comfortable leather sofa with colorful accent pillows, set in front of a wooden coffee table. Natural light floods in through two large windows, illuminating the hardwood floor and a decorative rug. A television is mounted on the wall above a cabinet with plants.

Apartment in Maryland Heights

4.87 out of 5 average rating, 175 reviews

Stunning Modern Apt| Kingbed -5 min CreveCoeurLake

Discover your ideal retreat in this newly renovated 2-bedroom apartment, nestled in a charming and cozy building in Maryland Heights. Just moments from Creve Coeur Lake, West Port Plaza, Hollywood Casino & Amphitheater, and the historic charm of St. Charles, this inviting space offers easy access to top dining and entertainment options. Whether you're visiting for a weekend getaway or an extended stay, every detail has been thoughtfully designed to ensure your comfort, relaxation, and enjoyment.

Top guest favorite

The exterior of a charming two-story brick home is displayed, featuring a sloped roof and symmetrical windows. A red front door welcomes visitors, surrounded by landscaped greenery and a well-maintained lawn. The house is positioned against a clear blue sky with scattered clouds.

Home in Alton

4.99 out of 5 average rating, 160 reviews

Home Away from Home! Historic with Modern Comforts

You'll love this charming 1,750 sq ft home on 1/3 acre in a prestigious & quiet historic Alton-Godfrey neighborhood. High-end comfy beds, nice bath towels, hardwood floors and Totally remodeled Kitchen, Bathroom & Powder room. Central A/C & Heat, abundant natural lighting & outdoor patio living. High-speed wireless internet & local TV channels on the Big Screen HDTV. Impeccably clean & maintained for your ultimate comfort & enjoyment! (NO Parties, Gatherings or Events). PLEASE READ HOUSE RULES

Top guest favorite

The charming front porch features a white wicker chair and a decorative wreath, inviting relaxation. Greenery surrounds the entryway, complemented by a well-maintained lawn. A gravel pathway leads from the porch to the driveway, creating a welcoming entrance to the guest house.

Home in Saint Charles

4.97 out of 5 average rating, 673 reviews

301 Guesthouse- Historic Main street-Katy Trail

Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!

Guest favorite

A light-filled living area features a neutral color palette with hardwood flooring. A comfortable sofa and armchairs surround a wooden coffee table, while a cozy rug adds texture. A fireplace and a television are positioned on the white brick wall, complemented by windows dressed in sheer curtains.

Home in McKinley Heights

4.96 out of 5 average rating, 228 reviews

Terra House - Lafayette Square Hideaway

This charming home built in 1925 is located in a peaceful neighborhood conveniently situated just moments from Soulard, Lafayette Square, and downtown! This prime location means easy access to a variety of restaurants, bars, and entertainment! Lafayette Square Park and hip cafes are just a stone's throw away, making it ideal for those who love to explore the local scene. The perfect combination of convenience, comfort, and character, making us an excellent choice for visitors to St. Louis!

Top guest favorite

The exterior of the bungalow is characterized by a welcoming front porch with decorative railings and ample seating. The home is surrounded by landscaped gardens and manicured grass, providing a pleasant atmosphere. Morning sunlight casts a warm glow on the inviting entrance.

Bungalow in Alton

4.97 out of 5 average rating, 161 reviews

Bluff City Bungalow

On the bluffs overlooking the Great River Road and Mississippi River, “459” is a charming, comfortable bungalow located in the historic Christian Hill neighborhood of Alton, IL. This spacious three-bedroom home is the perfect setting for a relaxing getaway, family gatherings, your bridal party or a weekend visit to the Argosy Casino. It is also the perfect space for a business traveler needing an extended stay. Come enjoy a delightful home away from home. You may never leave the front porch!

Guest favorite

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

4.91 out of 5 average rating, 102 reviews

Relaxing 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 favorite

The exterior features a basement-level entrance framed by a concrete pathway. Large windows provide natural light, while a well-maintained grassy area surrounds the entrance. The building's siding is light-colored, and a light fixture is mounted above the door.

Guest suite in Florissant

4.83 out of 5 average rating, 144 reviews

Peaceful lower level apt in wooded neighborhood

A self contained apartment located in the basement of our home. 2 private entrances, self check-in and check-out. The neighbors in our cul-de-sac are trees and cardinals (the birds not the baseball players.) Quiet enough to work, work, work. Spacious enough to play, play, play. Christian Hospital 6 min, Airport 17 min, Busch Stadium 24 min, Convention Plaza 24 min, Downtown St. Louis 25 min. Very near nature reserves and confluence of Missouri and Mississippi Rivers.

Guest favorite

A charming exterior view of the Rue Royale Condominiums features a covered entrance with black railings and outdoor seating. Potted plants add greenery to the space. An American flag is displayed beside the entrance, and a lamppost is visible, providing a welcoming ambiance.

Condo in Saint Charles

4.93 out of 5 average rating, 168 reviews

Cozy Studio in Beautiful New Town St. Charles

Stay at this cozy studio centrally located in the amazing community of New Town St. Charles. New Town is a large scale new urbanist community built on the edge of suburbia. You never have to leave New Town with its walkability to restaurants, bars, a market, coffee shops, ice cream, food kiosk, canals, lakes, parks and tree lined streets. If you do leave its only a few miles from historic St. Charles Main street, The Streets of St. Charles, and 25 miles to Downtown St. Louis.

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

4.88 out of 5 average rating, 207 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.

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

4.91 out of 5 average rating, 115 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.

Guest favorite

A living area features a comfortable sofa and a decorative shelving unit with teal accents. Large glass doors open to a fenced courtyard, allowing natural light to fill the room. A clock adorns the wall, adding a touch of charm to the space.

Home in Alton

4.9 out of 5 average rating, 99 reviews

Riverview Home w/ Enclosed Porch in Downtown Alton

This restored 1800s home is in the heart of downtown Alton, making it easy to plan your visit. Walking distance to many local restaurants, coffee shops, bars, and shops! We are conveniently located near Your Event Space and Post Commons, making it easy to walk to the wedding you're in or attending! We are just steps away from The Pedestrian Bridge, giving you walking access to The Ampitheater, Farmers Markets, and Argosy Casino.