Holiday rentals in Eastover

Bungalow on Bobs

This charming 3 bedroom, 2 bathroom brick home features an updated kitchen with granite countertops and stainless steel appliances. The great backyard space is fully-fenced, with a large deck, charcoal grill, and fire pit. The spacious master bedroom has a private bathroom and a large walk-in closet. The master bedroom and living room both have Smart TVs. Log in to your own streaming accounts, or enjoy the complimentary Hulu account. The split floor plan allows for easy separation of guests.

Restful Lakeside Cottage -Dogs allowed

This pond-side cottage is a peaceful place to relax & unwind. Sit in the sunroom and enjoy watching the birds & the water or enjoy the front porch rockers where you can listen to the birds & frogs. We are 12 min. from downtown Sumter & 20 min from Shaw AFB. Local points of interest are Swan Lake Iris Gardens, Poinsett State Park & Congaree Nat. Park. It's only 2 hrs to Myrtle Beach or Charleston & 3 hrs to the mtns. While it's conveniently located, this cottage offers a quiet place to relax.

A relaxing cabin on private pond. Old Bells Secret

Escape to our secluded cabin on 90 acres in St. Matthews, SC! This early 2000s style cabin features 2 cozy bedrooms, 1 bathroom, and a lovely porch. The large pond is perfect for swimming, fishing, or playing. It’s an endless adventure. The house can sleep up to 6 with the pull out couch. Accessible via a private road, it's perfect for weekend getaways with the family or housing for workers. Experience relaxation and adventure in nature at this wonderful cabin. Book now for a memorable stay!

The Happy Sac

Welcome to this stylish 3-bedroom, 2-bath open-concept home away from home! Enjoy a spacious living area with modern finishes, a fully equipped kitchen, & cozy bedrooms. The sunroom doubles as a unique third bedroom & office space, perfect for relaxing with a book or for extra guests. Ideal for families or small groups, this trendy home offers a comfortable, eclectic & welcoming vibe. Conveniently located near local attractions, dining, & shopping, The Happy Sac is your perfect getaway spot!

Pear Tree Farm-pets welcome! Stables/paddocks too!

Relax with the family at this peaceful place with GORGEOUS sunsets. When we say family, we mean pets & horses as well! We have 12 stables, 7 paddocks. Fenced yard & in ground pool. 5 fireplaces & heart pine floors. 3 living/family rooms. Once owned by the DuPont family (yes that DuPont family), the main part of the home is 96 yrs old and has many charming details. The 4 car garage was also the site of building race cars for the DuPonts. Pear Tree Farm offers the best in country quaintness.

The Little Cottage, Stateburg

Take it easy at this unique and tranquil getaway. The Little Red Cottage features a small bedroom with a double size bed and a closet, a spacious living room with sofa/roku TV and computer desk, and a bathroom with shower. It is nestled on 6 serene acres, among massive windswept Live Oaks dripping with Spanish moss, Palmettos, azaleas, camellia, magnolias and creape myrtle, yet so conveniently close to Shaw Air Force base, 30 mins to Columbia and Camden, close to all Sumter's attractions.

Phillips House

Modern 4BR/2.5BA home just 4 mins from Fort Jackson Gate 5 and 15–20 mins to VA Hospital, USC, and downtown Columbia. Built in 2023, this spacious, smoke-free home features a full kitchen, washer/dryer, high-speed Wi-Fi, smart TVs, and a loft workspace. Perfect for military, travel nurses, students or working professionals. Enjoy a quiet neighborhood with quick access to dining, shopping, and hospitals. ID verification required after booking. Perfect for USC games and Fort Jackson Visitors

3 bd, 2ba, near ShawAFB, Game Rm

Welcome to our newly renovated 3 Bed, 2 Bath, home in Sumter. Our modern decor home has the following: - Master bdrm with King bed/ ensuite bath - Queen beds other rooms - Full equipped kitchen, coffee station - 65", 55", 43" TVs in rooms - Game Room, w/ pool table, table tennis, arcade games - Work area, wifi, 32" monitor, printer, adj height desk - Private backyard, BBQ grill ,gazebo, fire table, games. - Centrally located near Shaw AFB, Tuomey Hospital, food, parks and more

The Cabin at Minehill

Our cabin is located in Stateburg, SC between Columbia and Sumter and within a 5-15 minute commute to Shaw AFB and Sumter. It is a convenient stop between I-77 and I-95 and has close proximity to Poinsett and Congaree Parks and The Palmetto Trail. It sits on top of a hill offering panoramic views, quiet, and privacy. Mine Hill sunrises and sunsets are stunning. Reserve as a stopover, a retreat from the workday, or a romantic getaway and enjoy our cabin as a home away from home.

Brand-New Comfort Haven

Welcome to your newly built getaway! This modern home offers the perfect blend of comfort and technology. Enjoy built in Bluetooth speakers in every bathroom, allowing you to relax or get energized with your favorite music while you shower. The home features recessed lighting throughout, creating a warm and inviting atmosphere in every room. The home will be fully furnished and ready for guests starting November 15, 2025 — everything you need for a comfortable, stylish stay.

Charming Country Cottage Nestled in the Woods

Cedar Creek Cottage is conveniently located to everything Columbia & Sumter, SC has to offer, while nestled in a wooded setting for a peaceful stay. Newly renovated with lots to offer: comfy beds & linens, fully stocked kitchen, Wi-Fi, keyless entry, fire pit, back-up generator & 2 large porches. Master bedroom has a queen bed and private full-bath. Two additional bedrooms (1 queen, 1 full) with shared full-bath. Washer, dryer, iron, ironing board and steamer are available.

Quiet 2BR Near Shaw AFB

Perfect for TDY guests or anyone exploring Sumter, this cozy 2-bed home is minutes from Shaw AFB with quick access to Hwy 378 & 261. Enjoy fast WiFi, a Keurig, and Smart TVs in the living room and both bedrooms. Relax on the private, wooded back patio that feels like an oasis. Close to dining, groceries, parks, downtown Sumter, and an easy drive to Columbia. Guests often mention how clean and comfortable the home is, along with how easy the check-in process is.