Holiday rentals in Rockport

Artsy Vintage+Farm Fresh Eggs+EV Charge

Our eclectic guesthouse is set on 80 acres of quiet magic, come unplug. Discover fun details in the art-filled interior, 1960s phone booth, and light-filled space boasting vintage finds and plants galore. Collect fresh eggs for breakfast, enjoy coffee on the expansive porch. Wander the flower and vegetable garden, hike the wooded trail, explore the creek & shower under the stars. Slow down, reconnect, recharge. 7mins off I-70, 30mins to Hermann & 50mins to both STL airport and Columbia.

Little House in the Hollow

Private Hot Tub • Pet-Friendly • Walk to Mark Twain Cave & Winery • Near Downtown Hannibal Relax in this PRIVATE cozy retreat perfect for families, couples, or business trips. Enjoy a private hot tub, fenced yard, fire pit, BBQ, fast Wi-Fi, full kitchen, and self check-in. Walk to the Caves, Winery, Trolley & MT Live Show; downtown is 2 miles away. Explore, unwind, and enjoy a comfortable stay close to Hannibal’s top attractions. Only Airbnb to offer a discount to the 4 ticketed attractions!

Historic Loft on Adams

Charming updated loft-style studio in the heart of quaint downtown Pittsfield. Located within walking distance of restaurants, the historic courthouse, and local bars. This private apartment is perfect for weekend getaways, staycations, or even a cozy home base to work from remotely. The view of our Pike County Courthouse from any window is gorgeous and the historic building has so much character, all in a convenient, central location. This second floor loft is completely private.

Bunkhouse Seventy-Four

Once used by seasonal farm labor in the 1930s, Bunkhouse Seventy-Four is a fully restored historic bunkhouse with all the modern amenities for a comfortable getaway. Perfect for couples, it features a full kitchen, bath, queen bed, a spacious porch, beautiful antique stained glass windows, a private outdoor soaking tub (Apr-Nov) on a 7 acre hobby farm. Also check out our listing, Audrey’s Abode, which is next door. Pets are welcome but we charge a $25 pet cleaning fee.

Cozy Townhouse Retreat

Welcome to "Cozy Townhouse Retreat," a beautifully designed new construction multi level townhome offering 3 cozy bedrooms and 2.5 baths. This modern home features high-speed internet, convenient washer and dryer, and outdoor patio with gas grill and seating area, ideal for entertaining or relaxing. With a one-car garage and off-street parking, convenience is at your doorstep. Experience comfort, style, and modern amenities all in one place

The Yellow Rose Historic Home

This cozy home is 8 blocks to the Mississippi. Beautiful overlooks, nice restaurants, historic homes. A short drive to Two Rivers Marina, the SLU Lay Center Sculpture Park, Hopewell Winery, Ted Shanks Conservation Area, Clarksville Apple Shed. 30 min. to Hannibal, MO - home of Mark Twain. 45 min. to Mark Twain Lake. 90 min. to St Louis. Plenty of sight-seeing, hunting, fishing, boating in the area. Fur babies are welcome.

Quincy bay, River front cabin, Best views in town!

Relax in this riverfront cabin in Quincy, Illinois. Enjoy stunning river views from the dining table and kitchen, and step outside to a wraparound balcony perfect for morning coffee or sunset unwinding. Just a few steps lead you directly to the river. Ideal for business travelers or anyone seeking a peaceful getaway by the water. There is a cabin next door that can be booked as well if more space is needed!

Virginia Lake Getaway/Fishing/Hot Tub/Hammock

Welcome to your charming log cabin located in Virginia, IL. This 1-bedroom, 1-bathroom cabin is designed to provide you with rustic comfort, making your stay truly exceptional. Nestled on a bluff overlooking the serene Virginia Lake, this 1850's log cabin combines historic charm with modern luxuries. Set on 80acres of timber and water for you to explore. Hike, kayak, fish or just relax and enjoy!

Pere Ridge Tree Escape with private hot tub

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 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 10 minute drive to Grafton.

The Hunter's Cabin, a Rustic Retreat

Take it easy at this Rustic, Unique and Tranquil country getaway. Whether you are here to harvest the bounty of nature or just to get away from the city you are sure to enjoy your stay. I would like to extend a warm welcome to guests of all backgrounds looking to stay at the cabin who agree to treat the cabin with respect and abide by the house rules!

Full Country Home Pittsfield, Illinois

Relax with the whole family at this peaceful place to stay. WE HAVE WIFI and Smart Tv in the living room and back bedroom Great place for hunters,jeepers,rock climbers, 10 minutes to Pittsfield,Illinois where there are many restaurants, shopping and historic attractions. Located between New Hartford and Summer Hill, Illinois on US Hwy 54

The Hunter’s House

Escape to the peace and quiet of the countryside in this cozy, hunting-themed guesthouse -- the perfect retreat for nature lovers, outdoor enthusiasts, or anyone looking to unwind outside the city. Located just 20 minutes from Quincy, IL this listing offers the serenity of the country, with a short drive to conveniences and activities.