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16 guests
8 beds
6 bathrooms
16 guests
7 bedrooms
8 beds
6 bathrooms
1044 sq. ft.
Wander Charleston Overlook is an exquisite urban retreat offering an elevated experience in the heart of Charleston.

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Check-in after 4:00pm • Check-out before 10:00am • Pets allowed with fee
Cancel within 24 hours for a full refund.
Arrive to five star cleaning • No chores at checkout • Just lock up and go
Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.
Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
1 queen bed
Bedroom 5
1 king bed
Bedroom 6
1 king bed
Bedroom 7
2 queen beds
Perched atop Charleston's hills just 5 minutes from downtown, this prime location provides breathtaking overlooks of the skyline and easy access to the Civic Center, CAMC hospitals, and vibrant city attractions, blending serene elevation with urban convenience.
Nestled in a historic 1940s naval building on Charleston's waterfront, Fleet Landing serves classic and contemporary Southern seafood with harbor views from its wrap-around deck and maritime chic interior.[1][3]
Page's Okra Grill serves up soul-warming Lowcountry Southern classics like award-winning shrimp and grits, fried okra, and homemade pies in a family-friendly spot buzzing with hospitality. It's the neighborhood gem where every bite feels like grandma's cooking, complete with a playground and patio vibes.
Nestled in a haunted Victorian home in Charleston's historic heart, Poogan's Porch serves unforgettable Lowcountry Southern cuisine like shrimp and grits and buttermilk fried chicken since 1976, with warm hospitality on its iconic porches.
Millers All Day in Charleston serves Southern brunch favorites like creamy grits from their 175-year-old antique mill, biscuits and gravy, and shrimp atop cheese bowls all day in a casual, modern diner vibe. Perfect for quick, flavorful bites from breakfast to early dinner with craft cocktails.
Nestled on Shem Creek's waterfront in Mount Pleasant, SC, Saltwater Cowboys blends bold Lowcountry seafood and smoky Southern BBQ with a laid-back coastal vibe, live music, and stunning dockside views.[1][5][7] Savor fried shrimp, brisket plates, and family crab dip in this creekside haven.
Church and Union Charleston transforms a historic church into a vibrant dining haven, blending rustic elegance with modern-American flair. Savor bold dishes like crab cakes and fried chicken amid stained-glass charm and inventive cocktails.[1][2][5][7]
Central Texas–style barbecue served by the pound with smoky USDA prime brisket, house sausages, and hearty sides in a lively spot known for its big bar and backyard patio. Perfect for casual meals, cold drinks, and honky‑tonk vibes.
Hyman's Seafood, a fifth-generation Charleston landmark since 1890, serves heaps of fresh local seafood and indulgent Southern gems like shrimp-topped fried grits cakes in a warm, historic setting. Expect generous portions, complimentary treats, and owners who treat every guest like a VIP.
Carmella's Cafe and Dessert Bar delights with Italian-inspired gelato, cannoli cakes, savory sandwiches, and artisanal pizzas in an old-world charming space. Pair your treats with organic coffees, craft cocktails, or wine for an irresistible sweet-savory escape.[3][2][1]
Poogan's Porch offers authentic Southern cuisine in a beautifully restored Victorian home, blending warm hospitality with historic charm and a touch of local ghostly lore. Known for classics like shrimp and grits and fried chicken, it’s a beloved Charleston dining experience.
Lewis Barbecue in Charleston serves authentic Central Texas-style barbecue with expertly smoked brisket, ribs, and sausages in a lively, casual setting featuring honky tonk music and a spacious backyard patio. It’s known for tender meats, house-made sides, and a welcoming atmosphere.
Hyman's Seafood offers a warm, family-friendly atmosphere where you can enjoy fresh, expertly prepared Southern seafood classics with generous portions and a welcoming Charleston charm. Known for its extensive daily fish selections and legendary hospitality, it’s a must-visit landmark in downtown Charleston.
Savor classic and contemporary Southern seafood with stunning waterfront views at this historic, locally-owned Charleston favorite, where maritime charm meets fresh, sustainable fare in a lively, welcoming setting.
Page's Okra Grill serves authentic Southern and Lowcountry cuisine in a warm, family-friendly atmosphere, featuring beloved dishes like shrimp and grits, fried okra, and homemade desserts. Its casual setting and attentive service make it a welcoming spot for locals and visitors alike.
Millers All Day offers a warm, modern diner vibe where Southern classics like shrimp and grits, biscuits and gravy, and chicken and waffles are served all day, featuring fresh, locally milled grains and a welcoming atmosphere perfect for any meal from breakfast to early dinner.
Dive into the South Carolina Aquarium's hands-on touch tanks and North America's deepest ocean exhibit, teeming with sharks, stingrays, and rescued sea turtles overlooking Charleston Harbor. Families and marine lovers will thrill at this interactive wildlife adventure blending conservation and coastal wonders.
Step back in time at Charleston City Market, one of America's oldest public markets since the 1790s, where Gullah sweetgrass baskets and local crafts weave history into every stall. History buffs and souvenir seekers will love its vibrant Southern charm and artisan treasures.[1][2][3]
Stand where the first shots of the Civil War ignited America's deadliest conflict, exploring Fort Sumter's evocative ruins via scenic ferry ride with ranger-led tales of heroism and dolphins dancing alongside. History buffs and adventure seekers will love this immersive journey into the nation's pivotal past.[1][2]
Stroll Rainbow Row, Charleston's iconic block of 13 pastel-painted 18th-century homes, revived from disrepair into a vibrant historic gem. History buffs, photographers, and architecture lovers will adore its colorful charm and timeless stories.[1][2][3][7]
Step aboard the WWII USS Yorktown aircraft carrier at Patriots Point Naval & Maritime Museum, where immersive exhibits like kamikaze attack simulations and Apollo 8 capsule replicas bring naval history to life. History buffs, military enthusiasts, and families seeking hands-on adventure will love exploring this harbor hero haven.[1][2][3]
Discover Charleston's iconic Pineapple Fountain in Waterfront Park, a bronze pineapple symbolizing Southern hospitality and resilience after Hurricane Hugo, with cascading waters perfect for splashing and harbor views. Families, photographers, and hospitality lovers will adore this welcoming waterfront gem.[1][2][5][9]
A lively Lowcountry escape with trails, a splash waterpark, climbing wall, disc golf and kayak rentals—perfect for families, outdoor lovers, and groups seeking active fun or a relaxed picnic by the marsh.
Discover the magic of Riverfront Park, where historic Looff Carousel rides, thrilling SkyRide gondolas over thundering Spokane Falls, and winter ice skating on the Numerica Skate Ribbon create unforgettable adventures. Families, kids, and nostalgic adults alike will love this urban oasis blending history, play, and stunning river views.[1][2][3][4]
Discover the magic of Waterfront Park, where kids delight in playgrounds and an epic 830-foot interactive splash fountain amid stunning bay views and colorful mosaic sculptures. Families and fun-seekers of all ages love this vibrant 12-acre oasis for play, picnics, and waterfront relaxation.
Discover the International African American Museum, elevated on sacred Gadsden’s Wharf where enslaved Africans first arrived, blending immersive galleries, artifacts, and art to trace resilience from African roots to triumphs. History enthusiasts and those seeking profound cultural journeys will find it unforgettable.
Waterfront Park offers a vibrant mix of playgrounds, scenic walkways, art installations, and open green spaces perfect for families, outdoor enthusiasts, and art lovers looking to relax, play, and enjoy community events by the water. Its accessibility and diverse features make it ideal for all ages.
Charleston City Market is a vibrant historic hub where visitors can explore unique local crafts, including the famous sweetgrass baskets, and soak in Southern charm amid lively stalls and cultural treasures. It's perfect for those who love history, artisan goods, and authentic local experiences.
James Island County Park offers a vibrant mix of outdoor fun with biking and walking trails, kayaking, a family-friendly water park, a dog park, and seasonal events—perfect for nature lovers, families, and active adventurers.
The South Carolina Aquarium offers an immersive experience with North America’s deepest tank, featuring sharks, sea turtles, and stingrays, plus hands-on touch tanks and a sea turtle rehabilitation center—perfect for families, marine enthusiasts, and curious explorers.
Rainbow Row is a vibrant stretch of thirteen historic pastel-colored homes in Charleston, known for its charming colonial Caribbean-inspired hues and rich history as a former merchant hub. It’s perfect for history lovers, photographers, and anyone enchanted by colorful architecture and Southern charm.
Riverfront Park offers a unique blend of natural beauty and fun attractions, from riding the historic Looff Carousel to soaring over Spokane Falls on the SkyRide. It’s perfect for families, couples, and anyone who loves scenic views and playful outdoor adventures.
Explore the birthplace of the Civil War at Fort Sumter National Monument, where passionate rangers bring history to life amid scenic harbor views and historic ruins. Perfect for history buffs and anyone intrigued by America’s pivotal moments.
Explore history aboard the USS Yorktown and USS Laffey at Patriots Point Naval & Maritime Museum, where immersive exhibits bring World War II, the Cold War, and Vietnam War to life. Perfect for history buffs and families seeking an interactive military adventure.
Step into the powerful story of African American history at the International African American Museum in Charleston, built on the sacred ground of Gadsden’s Wharf. It’s a moving, beautifully designed experience perfect for history lovers and anyone seeking a deeper understanding of resilience, culture, and the journey from slavery to freedom.
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Here are some things which you should know before booking Wander Charleston Overlook
Check-in: after 4:00 pm
Check-out: before 10:00 am
16 guests maximum
Pets allowed with fee
No smoking - fees will apply
Events require approval
Cancel within 24 hours for a full refund.
Check-in: after 4:00 pm
Check-out: before 10:00 am
16 guests maximum
Pets allowed with fee
No smoking - fees will apply
Events require approval
This home follows a strict maximum occupancy rule. Please make sure that the total number of guests accompanying you (including both children and adults) doesn't exceed the indicated maximum occupancy above to avoid cancellation of your stay and additional fees.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Dec 19, 2025 | $679 | Not Available |
| Dec 20, 2025 | $699 | Not Available |
| Dec 21, 2025 | $634 | Not Available |
| Dec 22, 2025 | $659 | Not Available |
| Dec 23, 2025 | $599 | Not Available |
| Dec 24, 2025 | $599 | Not Available |
| Dec 25, 2025 | $999 | Not Available |
| Dec 26, 2025 | $1024 | Not Available |
| Dec 27, 2025 | $1129 | Not Available |
| Dec 28, 2025 | $1394 | Not Available |
| Dec 29, 2025 | $1089 | Not Available |
| Dec 30, 2025 | $839 | Not Available |
| Dec 31, 2025 | $909 | Not Available |
| Jan 1, 2026 | $1049 | Not Available |
| Jan 2, 2026 | $1064 | Not Available |
| Jan 3, 2026 | $914 | Not Available |
| Jan 4, 2026 | $539 | Not Available |
| Jan 5, 2026 | $539 | Not Available |
| Jan 6, 2026 | $539 | Not Available |
| Jan 7, 2026 | $539 | Not Available |
| Jan 8, 2026 | $539 | Not Available |
| Jan 9, 2026 | $789 | Not Available |
| Jan 10, 2026 | $749 | Not Available |
| Jan 11, 2026 | $539 | Not Available |
| Jan 12, 2026 | $539 | Not Available |
| Jan 13, 2026 | $539 | Not Available |
| Jan 14, 2026 | $539 | Not Available |
| Jan 15, 2026 | $799 | Not Available |
| Jan 16, 2026 | $1419 | Not Available |
| Jan 17, 2026 | $1429 | Not Available |
| Jan 18, 2026 | $794 | Not Available |
| Jan 19, 2026 | $599 | Available |
| Jan 20, 2026 | $599 | Available |
| Jan 21, 2026 | $599 | Available |
| Jan 22, 2026 | $674 | Available |
| Jan 23, 2026 | $1029 | Not Available |
| Jan 24, 2026 | $1039 | Not Available |
| Jan 25, 2026 | $599 | Available |
| Jan 26, 2026 | $599 | Available |
| Jan 27, 2026 | $599 | Available |
| Jan 28, 2026 | $599 | Available |
| Jan 29, 2026 | $719 | Available |
| Jan 30, 2026 | $1054 | Not Available |
| Jan 31, 2026 | $1074 | Not Available |
| Feb 1, 2026 | $599 | Available |
| Feb 2, 2026 | $599 | Available |
| Feb 3, 2026 | $599 | Not Available |
| Feb 4, 2026 | $599 | Not Available |
| Feb 5, 2026 | $1059 | Not Available |
| Feb 6, 2026 | $1554 | Not Available |
| Feb 7, 2026 | $1694 | Not Available |
| Feb 8, 2026 | $989 | Not Available |
| Feb 9, 2026 | $599 | Available |
| Feb 10, 2026 | $634 | Available |
| Feb 11, 2026 | $744 | Available |
| Feb 12, 2026 | $1169 | Available |
| Feb 13, 2026 | $2029 | Available |
| Feb 14, 2026 | $2054 | Available |
| Feb 15, 2026 | $2049 | Available |
| Feb 16, 2026 | $774 | Available |
| Feb 17, 2026 | $694 | Available |
| Feb 18, 2026 | $809 | Available |
| Feb 19, 2026 | $1329 | Available |
| Feb 20, 2026 | $1869 | Not Available |
| Feb 21, 2026 | $1889 | Not Available |
| Feb 22, 2026 | $1249 | Available |
| Feb 23, 2026 | $1089 | Available |
| Feb 24, 2026 | $1054 | Available |
| Feb 25, 2026 | $599 | Available |
| Feb 26, 2026 | $1449 | Not Available |
| Feb 27, 2026 | $1944 | Not Available |
| Feb 28, 2026 | $1889 | Not Available |
| Mar 1, 2026 | $859 | Not Available |
| Mar 2, 2026 | $694 | Available |
| Mar 3, 2026 | $754 | Available |
| Mar 4, 2026 | $1229 | Available |
| Mar 5, 2026 | $1679 | Available |
| Mar 6, 2026 | $1939 | Available |
| Mar 7, 2026 | $1924 | Available |
| Mar 8, 2026 | $1389 | Available |
| Mar 9, 2026 | $754 | Available |
| Mar 10, 2026 | $849 | Available |
| Mar 11, 2026 | $859 | Not Available |
| Mar 12, 2026 | $1834 | Not Available |
| Mar 13, 2026 | $2364 | Not Available |
| Mar 14, 2026 | $2434 | Not Available |
| Mar 15, 2026 | $1684 | Available |
| Mar 16, 2026 | $1339 | Available |
| Mar 17, 2026 | $814 | Available |
| Mar 18, 2026 | $1379 | Available |
| Mar 19, 2026 | $2609 | Available |