
Vacation rentals in Cumberland County
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Top-rated vacation rentals in Cumberland County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cottage in Effingham
4.94 out of 5 average rating, 507 reviewsCentrally 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!

Home in Shelbyville
4.95 out of 5 average rating, 42 reviews909 & 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.

Cabin in Beecher City,
4.94 out of 5 average rating, 16 reviewsMoccasin 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.

Camper/RV in Watson
4.86 out of 5 average rating, 22 reviewsKitten 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.

Home in Casey
4.96 out of 5 average rating, 194 reviewsPark 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.

Cabin in Ashmore
4.89 out of 5 average rating, 200 reviewsSweet 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.

Home in Shelbyville
4.96 out of 5 average rating, 27 reviewsOur 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.

Guesthouse in Effingham
4.91 out of 5 average rating, 328 reviewsCountry 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.

Cabin in Marshall
4.96 out of 5 average rating, 209 reviewsModern 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!

Cabin in Mattoon
4.93 out of 5 average rating, 151 reviewsCottage 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.

Home in Shelbyville
5 out of 5 average rating, 16 reviewsThe 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!

Cabin in Casey
4.98 out of 5 average rating, 101 reviewsCabin 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.
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Other great vacation rentals in Cumberland County

Home in Findlay
5 out of 5 average rating, 29 reviewsThe Findlay House

Home in Charleston
4.98 out of 5 average rating, 49 reviewsNEW Luxury Home near EIU, Charleston and Mattoon

Cottage in Marshall
4.93 out of 5 average rating, 114 reviewsMill Creek Farmhouse

Cabin in Strasburg
5 out of 5 average rating, 29 reviewsRocky Springs Cabin: A Secluded Cabin On 40 Acres

Farm stay in Marshall
4.79 out of 5 average rating, 19 reviewsPrivate Rustic 6 bedroom Barndominium

Home in Effingham
4.95 out of 5 average rating, 41 reviewsLake Sara Lake House

Home in Montrose
4.88 out of 5 average rating, 51 reviewsGrandpa Kings' Southern Illinois Farm House

Barn in Greenup
4.94 out of 5 average rating, 181 reviewsCrooked creek cabin
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