Vacation rentals in Cumberland County

Find and book unique accommodations on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.

Top-rated vacation rentals in Cumberland County

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

Guest favorite

Cottage in Effingham

4.94 out of 5 average rating, 507 reviews

Centrally located, Peaceful Cabin by the Beach

The cabin sits in the trees along beautiful Lake Sara. The newly remodeled cabin offers a quiet place to relax and unwind. You can bring your kayaks, paddle boards or trailer your family boat along for some fun tubing and skiing on the lake. The dock allows for the boat to be left in the water till the end of your stay. The Marina, Pinky’s (waterfront restaurant), Rusty Reel (bar below Pinky’s ), Cardinal Golf Course, Lake Sara Campground and Lake Sara Beach are all a short walk from the cabin!

Guest favorite
A charming white house with black-framed windows is framed by seasonal foliage. Bright red bushes contrast with the house's exterior, and potted plants are positioned beside the entryway. The inviting red door serves as a focal point, completing the home's welcoming appearance.

Home in Shelbyville

4.95 out of 5 average rating, 42 reviews

909 & Vine Photo Worthy Home With Pool & Hot Tub

Imagine a luxurious location with versatile design capabilities that convert to your needs. Offering accommodations and VIP services that provide you with all the comforts of home, and then some. Experience a private outdoor space to relax poolside, soak in the hot tub, sit by a fire, or take a peaceful stroll through beautiful gardens and lush grounds. For those days where you want to just stay inside, we offer board games, an Xbox One game console, and 5 TV's with streaming capabilities.

Guest favorite
A cabin is set among lush greenery, featuring a welcoming porch with steps leading to the entrance. A gravel driveway extends to the front, while a grass area provides space for outdoor activities. A firepit area is visible to the side, surrounded by seating.

Cabin in Beecher City,

4.94 out of 5 average rating, 16 reviews

Moccasin View peaceful paradise

Come experience the fun of MOCCASIN VIEW a beautiful place with nature, without the noise of busy life and at the same time PEACEFUL. A beautiful cabin tucked into the woods provides everything you need. A cozy living room overlooking the 1/2 acre pond, an inviting porch provides a relaxing view of woods and pond in front of your eyes … a walking trail, beach, swimming, fishing, firepit area, archery and much more!! An additional full cot provided. Call now and make your reservation.

Superhost
A serene campsite is surrounded by trees, featuring a firepit with chairs positioned on the ground. In the background, a spacious RV is parked on a grassy area, with open space extending beyond the campsite, creating a sense of privacy and tranquility.

Camper/RV in Watson

4.86 out of 5 average rating, 22 reviews

Kitten Kamp RV, Breakfast, Trails, private, New

Just show up and have all the camping fun with no setup in our new RV. 5-10 minutes from I 57/70 and Effingham, Hundreds of restaurants, wineries, biking trails. Beautiful new Keystone Passport Grand Touring 27' Camper setup for 4 season living with slide-out, outdoor kitchen, grill, automatic awning, bathroom with tub/shower, open layout kitchen, double bunks, queen master bedroom outside on 10 acres of woods and trails in a peaceful small town. Extremely clean. Firepit with chairs.

Guest favorite
A spacious kitchen area with white cabinetry and granite countertops is visible, featuring a microwave and coffee maker. A dining table sits at the forefront. The living area beyond includes a plush couch, a large television, and complementary decor, illuminated by natural light.

Home in Casey

4.96 out of 5 average rating, 194 reviews

Park View Place 4 Blocks From the World's Biggest

Park View Place 2 bedroom 1 bathroom 1 level with a small yard, multiple parking spaces in the front of the home with wheel chair access ramp to the front door. 4 blocks of The World's Largest Things just across from the Fairview Park that has 2 fishing ponds with Trout in them, a playground, a horse arena, camping area and ball fields. The neighborhood is very nice. We also offer a new 6 seater Golf Cart available for Rent to our 3 houses on a first come first serve basis.

Guest favorite
A large tree with a sign reading '9330 The Cabin' is visible in the foreground. A gravel driveway leads to the cabin, framed by lush, green trees that create a serene natural environment.

Cabin in Ashmore

4.89 out of 5 average rating, 200 reviews

Sweet Dreams Cabin. Peaceful & Relaxing

Get some quality family time at this newly remodeled cabin near the beautiful Embarrass river. You are surrounded by beautiful woods and a small creek. Lush wildlife is all around you so you can be one with nature. The cabin has all the luxury's to allow for a long term stay as well. Beautiful Lake Charleston is not far away. The large circle drive offers plenty of parking for your boat and guest. The large deck on the rear gives a beautiful view to be enjoyed by all.

Guest favorite
A spacious living area is highlighted by two white sofas arranged around a round coffee table. A gas fireplace is situated against the wall beneath a wall-mounted television. Large windows allow natural light to fill the room, and a ceiling fan enhances airflow.

Home in Shelbyville

4.96 out of 5 average rating, 27 reviews

Our Dam House

Unbeatable location less than 1/2 mile from the 9th Street boat ramp, 9th Street Beach, and Forest Park. Also ideal for those attending events at the Chautauqua, or Sunken Gardens. Enjoy a king bed & master bath with jacuzzi tub, a loft with a queen bed and a balcony overlooking the lake, and another bedroom with a queen bed overlooking the spacious back yard where deer come to eat. Our cozy living room has a gas fireplace. The driveway can accommodate boat trailers.

Guest favorite
A cozy cottage is positioned within a spacious yard, surrounded by greenery and a fence. A clear blue sky and open fields are visible in the background, highlighting the rural setting. Nearby features include a small shed and animal enclosures.

Guesthouse in Effingham

4.91 out of 5 average rating, 328 reviews

Country cottage tiny home.

This 240sq ft cottage offers big living in a tiny space. The cottage is on our 2 acre property that is used for a hobby farm and primary residence. The cottage features luxury vinyl flooring, granite counter tops and an updated farm house feel. The queen size bed is sure to provide the right amount of comfort. When you wake up, walk on over and grab a cup of coffee from the keurig. Enjoy a walk around to see the goats and chickens before heading off for the day.

Guest favorite
A modern cabin is reflected in the calm waters of a private lake, surrounded by lush greenery. The structure features a stone chimney and large glass doors inviting natural light. A patio area is visible, framed by trees and gentle landscaping.

Cabin in Marshall

4.96 out of 5 average rating, 209 reviews

Modern Lakeside Cabin

This beautiful, luxurious 1500 sq foot cabin is surrounded on 3-sides by a private 7 acre lake which offers beautiful views and great fishing. Enjoy privacy and comfort in the modern accommodations which include a master bedroom with a queen bed, a loft that sleeps 6, 2 full bathrooms and a beautiful kitchen. Or, take it outside and enjoy the patio area or fire pit! This place is perfect for any one wanting to recharge and enjoy the outdoors!

Guest favorite
The exterior of Paradise Cottage features vibrant red wood paneling, with a stone path leading to a welcoming front door. Large windows allow natural light and views of the surrounding trees, enhancing the cottage's connection to its lakeside environment.

Cabin in Mattoon

4.93 out of 5 average rating, 151 reviews

Cottage on Lake Paradise

Welcome to Paradise Cottage nestled on Lake Paradise! Cozy and warm with wood finishes throughout. Includes three-tiered deck/patio, with the lowest level sitting over the water. Perfect for fishing (this lake hosts an annual fishing tournament), canoeing/kayaking, or just relaxing. Great for bird watching, with great blue herons, egrets, ducks, bald eagles, plovers, cormorants, woodpeckers and other species seen daily.

Guest favorite

Home in Shelbyville

5 out of 5 average rating, 16 reviews

The Hub- 4 min to lake ramp/boat parking/Hot Tub

Experience comfortable luxury the whole family can enjoy in our newly renovated, modern Georgian vacation rental home! Located in the heart of Shelbyville, IL The Hub is just minutes from shops and restaurants, Lake Shelbyville, Forest Park, and historic sites like the Tallman House and Chautauqua building. It's the perfect spot for your next getaway with something to offer for everyone!

Guest favorite
The cabin exterior is illuminated by the warm glow of light from the windows. A spacious porch with seating is visible, surrounded by well-maintained green grass and shaded by trees. A picnic table and umbrella provide an inviting outdoor space.

Cabin in Casey

4.98 out of 5 average rating, 101 reviews

Cabin by the Creek‼️🏡🎣🦌

This is a private, unique cabin that sits on 7 acres with plenty of room to roam. There is a small stocked pond that is great for fishing. Maintained walking trails around the property for easy exploring. Sit on the porch or around the firepit and watch the wildlife that frequent the area.

Popular amenities for Cumberland County vacation rentals

Destinations to explore