Holiday rentals in Rockport

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Top-rated holiday rentals in Rockport

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Guest favourite
A living area is situated under soft natural light, featuring a plaid sofa adorned with various decorative pillows. A navy-blue armchair complements the seating arrangement, while a small table holds a warm lamp. Decorative wall art adds a touch of charm.
Home in Hannibal
4.94 out of 5 average rating, 106 reviews

Hatton House North St. & N. Main St- 2-6 guest

Your family will be close to everything when you stay at this downtown home on the corner of N. Main St. & North St. Convenient with views of the river and all of Main St from the front porch . Their is a deck over the front porch on the second floor. The bathrooms are complete with shower . Laundry room is convenient with washer and dryer. There is a patio in the back with a table and chairs for dining or just gathering with friends and family. Hosting you is top priority . Read details please

Top guest favourite
The cabin's exterior is viewed from a grassy area, showcasing a covered porch with steps leading up to the entrance. Two white doors are framed by light-colored walls, while a red wreath adds a touch of color. The natural surroundings feature trees in the background.
Cabin in Winchester
4.96 out of 5 average rating, 183 reviews

Container Home GREAT Countryside Views COZY Stay

Singing Hills Cabin is the ultimate getaway for fresh air and an unbeatable view of the countryside. Enjoy morning coffee as the sun rises from the large front porch. This newly renovated container home is perfect for small families looking for an outdoor escape or for couples seeking a romantic getaway. It is located on a 40 acre hobby farm, so do not be surprised if you see cows and other wildlife during your stay! The best deer hunting, river access, and restaurants are located minutes away.

Guest favourite
A solitary kayaker glides across calm waters at dawn, with soft mist rising from the river. A vibrant sunset casts warm hues of orange and pink across the sky, reflecting on the water's surface. Lush trees line the horizon, creating a serene backdrop.
Campsite in Portage Des Sioux
5 out of 5 average rating, 13 reviews

BYOT! Tenting w/Kayaks on the Mississippi River#2!

BOOK FOR 2026 NOW! *SPRING - FALL ONLY* Welcome to Portage Paddle Camp! #portagepaddlecamp Tent camp and enjoy complimentary use of kayaks and paddleboards! Nestled on 2 private acres on one of the most beautiful, naturistic parts of the Mississippi River! 4 miles from the Katy Trail head in Machens. BYOT: BRING YOUR OWN TENT, camping essentials, and get ready to relax, renew, and restore! For more seclusion,book weekdays! On weekends & holidays, expect to share the camp with more travelers.

Top guest favourite
A charming cabin sits quietly in a wintry landscape, surrounded by trees adorned with frost. The porch invites with rockers, offering a serene view over a lake frosted with ice. Bare branches contrast against a clear blue sky, enhancing the peaceful retreat atmosphere.
Cabin in Camp Point
4.98 out of 5 average rating, 168 reviews

Oakbrook Akers Lakeside Cabin Retreat

Located in the heart of the country, Oakbrook Akers Cabin is an absolute retreat! Relax on the many porches overlooking the pond, take time to meander to the docks to fish, enjoy s'mores over the stone fire pit or spend the evening at the grilling station in our covered patio. In the winter, tuck yourself away in the cozy cabin complete with a wood burner, having a movie or game night (with popcorn of course)! Built by my father, we hope you cherish your time spent here just as our family has.

Top 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, 191 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.

Guest favourite
A porch swing with a plush cushion and decorative pillows is suspended from the ceiling. A small side table holds a drink and a vase with a fresh flower. Lush greenery surrounds the area, offering a peaceful outdoor setting.
Home in Bowling Green
4.96 out of 5 average rating, 214 reviews

Peaceful Country Cottage

Traveling for work or pleasure? Enjoy a peaceful country view while relaxing on the front porch. This home sits on 14 acres, just off US Highway 61. Guests will see deer roaming in the yard early morning and at night. This rental accommodates families traveling with children or the couple seeking a quiet retreat. Stay here while you visit family and friends in the area. It is a short drive to Vandalia, Louisiana, Hannibal or Mark Twain Lake. (40 Min). About one hour from St. Louis.

Top guest favourite
The interior of the cabin features exposed wooden beams and reclaimed logs, creating a rustic aesthetic. A comfortable sofa is positioned in front of a brick fireplace, which is flanked by a dresser. A small dining table and chairs occupy one corner, with a cozy area rug enhancing the warmth of the space.
Cabin in Jacksonville
4.97 out of 5 average rating, 753 reviews

Audrey's Abode

Audrey’s Abode is just the place you have been looking for to relax and reconnect with family, friends, nature and a simpler time. Located on a 7 acre hobby farm just south of Jacksonville, Illinois (30 minutes west of Springfield), Audrey’s Abode is a fully restored historic log cabin with all the modern amenities for a comfortable getaway. Need additional space? Check out our other listing next door - Bunkhouse Seventy-Four. Pets are welcome but we charge a $35 pet cleaning fee.

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, 166 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.

Guest favourite
A cozy living area features a black sofa with decorative pillows and a wooden coffee table at its center. Natural light streams through two windows, illuminating the neutral tones and textured decor. A small accent chair and a patterned rug complete the inviting space.
Loft in Winchester
4.94 out of 5 average rating, 157 reviews

The Bike Flat

Visit historic Winchester and explore what our quaint community has to offer! This stylish place to stay is perfect for a quiet getaway and can accommodate groups thanks to its ample space. You can bring the family or plan a getaway with friends. The flat is located above a newly opened bicycle and coffee shop that also offers craft beers and wine. We hope you will consider choosing our rural accommodations for a trendy and relaxing experience!

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, 368 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, 335 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 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.

Guest favourite
A single-story blue home is displayed, featuring a spacious front yard and a well-maintained gravel driveway. A garage door is visible on the right side, while large windows allow natural light to enter the living space. The clear blue sky enhances the welcoming appearance of the home.
Home in Bowling Green
4.88 out of 5 average rating, 34 reviews

Cozy blue home

Welcome to our cozy blue home, in Bowling Green, Missouri. We are excited for your stay. We are located right in the middle of town that has fast access to all fast-food, sit-down eating, stores, parks, and gas stations around. Relax with the whole family at this peaceful place to stay.

Popular amenities for Rockport holiday rentals

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