Holiday rentals in Rockport

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Top-rated holiday rentals in Rockport

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Guest house in High Hill
5 out of 5 average rating, 36 reviews

Farm Stay+Eclectic Vintage+EV Charge+Fresh Eggs

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.

Guest favourite
The kitchen features white cabinetry and modern black appliances. A spacious countertop offers seating at two metal stools. Natural light filters through the windows, illuminating the wooden flooring and classic tile backsplash.
Home in Hannibal
4.95 out of 5 average rating, 207 reviews

Little House in the Hollow

Enjoy a private peaceful setting that is Conveniently located. Large fenced in yard for the kids and/or pets. Also has a 4 person hotub which is available year-round. The house is fully stocked for convenience. The house also has covered parking, outdoor fire pit, BBQ grill a play place for the kids and more. You will be within walking distance of 2 National Landmarks (Mark Twain Cave, Cameron Cave) as well as our Winery and Giftshop. Located just two miles from Hannibal's Historic District.

Top guest favourite
Apartment in Bowling Green
5 out of 5 average rating, 61 reviews

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, a convenient washer and dryer, and a cozy fire pit for those chilly evenings. Outside, enjoy an outdoor 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

Guest favourite
A serene pond is visible, surrounded by a rock border and patches of grass. A gentle fountain is positioned in the center, creating a calming sound. Colorful flotation devices drift on the surface, set against a backdrop of lush trees.
Flat in Quincy
5 out of 5 average rating, 12 reviews

Burton’s Hideaway

This relaxing getaway is welcoming to individuals and families. You can golf into the lake, feed the fish, just sit and relax listening to the fountain or play games inside. This walkout basement has a patio for you to enjoy. The kitchen is loaded with many amenities for those who want to cook or bake. Warm and welcoming place to stay! Disclosure- This is a commercial space. Very rarely are people there after 5:00 on weekdays or weekends. You'll have your own parking and private entry.

Guest favourite
A bright kitchen area is highlighted by light wood cabinetry and a green patterned backsplash. Appliances include a white refrigerator and kitchen essentials situated on shelves. Two upholstered stools are positioned at the kitchen island, complementing the wood flooring and woven rug in the living space.
Loft in Pittsfield
4.9 out of 5 average rating, 93 reviews

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.

Top guest favourite
A single-story home with a welcoming covered porch is displayed. Greenery surrounds the house, and flower pots hang near the entrance. The porch features a pair of outdoor chairs, inviting relaxation. The light-colored exterior is complemented by a well-maintained lawn.
Home in Bowling Green
4.96 out of 5 average rating, 182 reviews

Home away from Home

A relaxing and inviting home away from home with everything that you need for your stay in Bowling Green. During your stay here you will enjoy the smart TV, free Wi-fi, and washer and dryer. A comfortable night’s sleep is a given with a brand new mattress on all three beds (queen bed and two twin beds). Located on the north side of town, you are less than 1 mile from Wood’s Smoked Meats and Bankhead’s Chocolates. This is an ideal base for your Pike County, MO visit.

Top guest favourite
The exterior of a tiny home with a modern farmhouse design is presented, featuring a red metal roof and brown metal siding. A cozy porch area is furnished with seating, and a colorful quilt square is displayed on the wall, adding a decorative touch.
Tiny home in Fulton
4.99 out of 5 average rating, 267 reviews

Charming tiny home - Nova’s House

Reconnect with nature at this tiny home on a working horse facility. Enjoy sitting outside on the patio, starting a fire in the fire pit, or watching deer and turkey wander by. If you are so inclined to interact with horses, we offer both riding and ground lessons for beginners to advanced - Maplewood Farm has been in business for almost 30 years! Located just 5 miles from Fulton, MO and only 20 miles from Columbia, MO and easy access to I70 and Hwy 54

Top guest favourite
A rustic log cabin, set on a grassy area, features a covered porch with rocking chairs. Sunlight filters through the surrounding trees, illuminating the wood exterior and stone steps. A small white cat is seen resting on the porch, adding a charming touch to the serene setting.
Place to stay in Virginia
4.98 out of 5 average rating, 381 reviews

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!

Top guest favourite
A modern studio cabin is elevated on pillars, surrounded by lush greenery. The exterior features dark wood siding and multiple windows, allowing natural light to illuminate the interior. A deck is visible, indicating outdoor space for relaxation.
Farm stay in Grafton
4.96 out of 5 average rating, 354 reviews

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.

Top guest favourite
A welcoming living area features two comfortable sofas arranged around a wooden coffee table. A stone accent wall hosts a flat-screen television, and framed artwork adorns the walls. A kitchenette is partially visible in the background, alongside a wall clock and air conditioning unit.
Guest house in Paris
4.98 out of 5 average rating, 193 reviews

Salt River Alpacas Guesthouse

Kick back and relax in this newly built guesthouse. Located on a peninsula on Mark Twain Lake, this guesthouse is surrounded by 130 acres of rolling pastures, plenty of woodlands, and the lake on three sides of the property. Whether you enjoy hiking, canoeing/kayaking, fishing, hunting, learning about our alpacas, or you just want a quiet place to relax, this property has it all!

Top guest favourite
The cabin features a red metal roof and a welcoming porch with a gated area, surrounded by lush greenery. Steps lead to the entrance, and the outdoor space includes a mixture of shaded trees and open areas, inviting relaxation in a serene setting.
Cabin in Camp Point
4.97 out of 5 average rating, 140 reviews

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!

Top guest favourite
A modern farmhouse is presented in a spacious landscape, featuring a sleek metal exterior and a black roof. A covered porch extends along the front, providing a shaded area. Lush green grass surrounds the building, and a tree-lined backdrop adds natural depth to the setting.
Home in Eolia
5 out of 5 average rating, 14 reviews

Dairy Farm Stay • Fresh Eggs & Milk • Peaceful 2BR

Escape to a quiet dairy farm where you can wake up to cows, calves, fresh eggs, and peaceful country views. Our cozy 2-bedroom farmhouse sleeps up to 7 and offers full kitchen, WiFi, and plenty of trailer parking. Perfect for families, hunters, workers, or anyone needing a quiet getaway Easy day trips to Bowling Green, Wentzville, or St. Louis

Popular amenities for Rockport holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Pike County
  5. Rockport