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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.
Set on over 73 acres of pristine waterfront, this private estate offers unmatched tranquility along the Elk River. Guests can enjoy sweeping water views, a private dock for boating, and even a duck blind for seasonal recreation.
Elkton, Maryland, United StatesPine Grove Market offers fresh, locally produced seasonal fruits and vegetables, pasture-raised meats, artisan breads, and homemade baked goods from small local producers you can meet in person. Enjoy a true community market experience with unique farm-fresh items every week.
Sonic Drive-In offers classic American fast food with 100% pure beef burgers, hand-made onion rings, and real ice cream, all served with friendly carhops on roller skates in a nostalgic drive-in setting. It's a fun, quick, and convenient dining experience with a retro vibe.
The Nauti Goose offers savory seafood and refreshing drinks with stunning waterfront views on the North East River, featuring lively weekend entertainment and a welcoming nautical atmosphere perfect for dining, socializing, or special events. Dock your boat and enjoy the vibrant, relaxed vibe year-round.
Schaefer's Canal House offers fresh Maryland seafood classics like crab cakes and oysters, served with stunning views of the Chesapeake & Delaware Canal from its cozy dining room and veranda. It's a welcoming waterfront spot perfect for boaters and locals alike.
Chesapeake Inn Restaurant & Marina offers an upscale waterfront dining experience in historic Chesapeake City, featuring fresh seafood, sushi, and brick-oven pizzas with stunning views of the Chesapeake and Delaware Canal. Its lively deck and elegant dining room make it perfect for casual meals or special occasions.
Wawa offers made-to-order hoagies, fresh coffee, and a variety of hot breakfast and dinner options in a casual, 24-hour convenience store setting with ample seating. It’s a beloved East Coast chain known for quick, tasty meals anytime.
Prime 225 offers an elegant dining experience in historic Chesapeake City, featuring the finest prime steaks, fresh seafood, and carefully selected wines in a warm and inviting atmosphere.
UnWined on the Water offers a relaxed waterfront dining experience with a diverse menu of American and seafood dishes, complemented by an extensive wine list and craft cocktails. Its spacious outdoor patio is perfect for enjoying meals with your dog by your side.
Olive Garden offers hearty Italian-American classics in a warm, family-friendly setting, known for its fresh soups, endless breadsticks, and generous portions that bring a comforting taste of Italy to every meal.
The Bayard House Restaurant offers fresh, flavorful seafood in a historic 18th-century setting right on the Chesapeake City waterfront, complete with scenic canal views and a charming, classic ambiance. Its blend of rich history and delicious cuisine creates a memorable dining experience.
Sonny’s Italian Market and Deli serves up classic Italian-American favorites like award-winning hoagies and cheesesteaks in a welcoming, casual setting that caters to all tastes, including vegetarian options.
North East Community Park offers scenic waterfront views, a playground, picnic pavilions, and the unique Upper Bay Museum showcasing local maritime history. It’s perfect for families, nature lovers, and anyone seeking a peaceful spot to relax or kayak on the North East River.
Woodlands Camping Resort offers a family-friendly getaway with spacious wooded sites, a large swimming pool, playground, and plenty of outdoor activities like hiking and sports courts, perfect for campers seeking relaxation and fun in nature year-round. Veterans are honored here with a special memorial area.
Charlestown Manor Beach and Campground offers a peaceful waterfront escape with clean facilities, perfect for swimming, kayaking, fishing, and relaxing picnics. It’s ideal for outdoor lovers seeking both adventure and tranquility in a friendly, scenic setting.
Bohemia River State Park offers peaceful trails through diverse habitats and scenic river views, perfect for nature lovers, bird watchers, and paddlers seeking a quiet outdoor escape. Its gentle terrain and upcoming kayak launch make it ideal for families and beginners.
Brantwood Regional Park offers a fun playground with unique swings, slides, and a zip line, plus a paved story trail perfect for families and kids who love adventure and outdoor play. Nature lovers will enjoy the walking paths and nearby pond.
Meadow Park offers a lively mix of sports courts, a playground, and a community garden perfect for families and active visitors looking to enjoy outdoor fun and fitness in a friendly neighborhood setting.
Elk Neck State Forest offers peaceful hiking through diverse trails, birdwatching in a nationally recognized Important Bird Area, and unique outdoor experiences like archery and shooting ranges. Nature lovers and outdoor enthusiasts will enjoy its scenic beauty and variety of activities.
The Ben Cardin C&D Canal Trail offers a scenic, paved route along the canal perfect for biking, walking, and wildlife viewing. Ideal for families and outdoor enthusiasts seeking peaceful nature views and easy access to charming Chesapeake City’s shops and eateries.
The C & D Canal Museum offers a fascinating glimpse into the history and engineering of one of America’s most important sea-level canals, featuring original canal engines and detailed exhibits. History buffs and curious travelers will enjoy exploring this hidden gem in charming Chesapeake City.
Here are some things which you should know before booking Wander Chesapeake Point
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.
This is a pet-free hypoallergenic space. No pets are allowed inside the home to maintain a hypoallergenic area as much as possible for our guests’ comfort.
Date | Price (USD, excl. fees and taxes) | Availability |
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Oct 19, 2025 | $1067 | Not Available |
Oct 20, 2025 | $1067 | Not Available |
Oct 21, 2025 | $1067 | Not Available |
Oct 22, 2025 | $1067 | Not Available |
Oct 23, 2025 | $1067 | Not Available |
Oct 24, 2025 | $1067 | Not Available |
Oct 25, 2025 | $1067 | Not Available |
Oct 26, 2025 | $1067 | Not Available |
Oct 27, 2025 | $1067 | Available |
Oct 28, 2025 | $1067 | Available |
Oct 29, 2025 | $1067 | Available |
Oct 30, 2025 | $1067 | Available |
Oct 31, 2025 | $1067 | Available |
Nov 1, 2025 | $1067 | Available |
Nov 2, 2025 | $1067 | Available |
Nov 3, 2025 | $1067 | Available |
Nov 4, 2025 | $1067 | Available |
Nov 5, 2025 | $1067 | Not Available |
Nov 6, 2025 | $1067 | Not Available |
Nov 7, 2025 | $1067 | Not Available |
Nov 8, 2025 | $1067 | Not Available |
Nov 9, 2025 | $1067 | Not Available |
Nov 10, 2025 | $1067 | Available |
Nov 11, 2025 | $1067 | Available |
Nov 12, 2025 | $1067 | Available |
Nov 13, 2025 | $1067 | Available |
Nov 14, 2025 | $1067 | Available |
Nov 15, 2025 | $1067 | Available |
Nov 16, 2025 | $1067 | Available |
Nov 17, 2025 | $1067 | Available |
Nov 18, 2025 | $1067 | Available |
Nov 19, 2025 | $1067 | Available |
Nov 20, 2025 | $1067 | Available |
Nov 21, 2025 | $1067 | Available |
Nov 22, 2025 | $1067 | Available |
Nov 23, 2025 | $1067 | Available |
Nov 24, 2025 | $1067 | Available |
Nov 25, 2025 | $1067 | Not Available |
Nov 26, 2025 | $1067 | Not Available |
Nov 27, 2025 | $1067 | Not Available |
Nov 28, 2025 | $1067 | Not Available |
Nov 29, 2025 | $1067 | Not Available |
Nov 30, 2025 | $1067 | Not Available |
Dec 1, 2025 | $1067 | Available |
Dec 2, 2025 | $1067 | Available |
Dec 3, 2025 | $1067 | Available |
Dec 4, 2025 | $1067 | Available |
Dec 5, 2025 | $1067 | Available |
Dec 6, 2025 | $1067 | Available |
Dec 7, 2025 | $1067 | Available |
Dec 8, 2025 | $1067 | Available |
Dec 9, 2025 | $1067 | Available |
Dec 10, 2025 | $1067 | Available |
Dec 11, 2025 | $1067 | Available |
Dec 12, 2025 | $1067 | Available |
Dec 13, 2025 | $1067 | Available |
Dec 14, 2025 | $1067 | Available |
Dec 15, 2025 | $1067 | Available |
Dec 16, 2025 | $1067 | Available |
Dec 17, 2025 | $1067 | Available |
Dec 18, 2025 | $1067 | Available |
Dec 19, 2025 | $1067 | Available |
Dec 20, 2025 | $1067 | Available |
Dec 21, 2025 | $1067 | Available |
Dec 22, 2025 | $1067 | Available |
Dec 23, 2025 | $1326 | Available |
Dec 24, 2025 | $1366 | Available |
Dec 25, 2025 | $1365 | Available |
Dec 26, 2025 | $1310 | Not Available |
Dec 27, 2025 | $1307 | Not Available |
Dec 28, 2025 | $1229 | Not Available |
Dec 29, 2025 | $1264 | Not Available |
Dec 30, 2025 | $1238 | Not Available |
Dec 31, 2025 | $1265 | Not Available |
Jan 1, 2026 | $1203 | Not Available |
Jan 2, 2026 | $1194 | Not Available |
Jan 3, 2026 | $1185 | Not Available |
Jan 4, 2026 | $1075 | Available |
Jan 5, 2026 | $1070 | Available |
Jan 6, 2026 | $1069 | Available |
Jan 7, 2026 | $1067 | Available |
Jan 8, 2026 | $1067 | Available |
Jan 9, 2026 | $1067 | Available |
Jan 10, 2026 | $1067 | Available |
Jan 11, 2026 | $1067 | Available |
Jan 12, 2026 | $1067 | Available |
Jan 13, 2026 | $1067 | Available |
Jan 14, 2026 | $1067 | Available |
Jan 15, 2026 | $1067 | Available |
Jan 16, 2026 | $1067 | Available |
Jan 17, 2026 | $1067 | Available |