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Chesapeake Point
Elkton, Maryland

Wander Chesapeake Point

Wander Chesapeake Point

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20 guests
10 beds
4 bathrooms
1/63
Game RoomBoat dockLake Access
20 guests
7 bedrooms
10 beds
4 bathrooms
6814 sq. ft.
Wander Chesapeake Point is a luxurious waterfront retreat offering an unparalleled escape on the Chesapeake Bay.
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Flexible check-in & out
Check-in after 4:00pm • Check-out before 10:00amNo pets allowed
Easy cancellation
Cancel within 24 hours for a full refund.
Pristine homes, no to-do lists
Arrive to five star cleaning • No chores at checkout • Just lock up and go

About the property

Wander Chesapeake Point is a luxurious waterfront retreat offering an unparalleled escape on the Chesapeake Bay. Indulge in the ultimate relaxation with the soothing warmth of the hot tub after a day of enjoying the lake access and the convenience of your private boat dock. Gather around the fire pit for evenings of storytelling and stargazing, creating cherished memories with loved ones. For those seeking indoor entertainment, the game room provides endless hours of fun and amusement, ensuring that every moment of your stay is filled with luxury and delight.

Hotel-grade amenities

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.

Common Amenities

  • Lake view
  • Game Room
  • Boat dock
  • Wifi
  • Free parking
  • Hot water
  • Fire extinguisher
  • Carbon monoxide detector
  • Air conditioning
  • Balcony
  • First aid kit
  • Smoke detector
  • Patio

Patio

  • Lake Access
  • Hot tub
  • Outdoor seating
  • Outdoor dining area
  • BBQ Area
  • BBQ Utensils
  • Fire pit

Living Room 1

  • TV
  • Fire place

Dining Room

  • Dining table

Kitchen

  • Oven
  • Cooking basics
  • Stove
  • Microwave
  • Freezer
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker
  • Coffee
  • Kettle
  • Tea
  • Spices
  • Silverware
  • Cleaning supplies
  • Wine glasses

Game Room

  • TV
  • Ping pong table

Bedroom 1

  • Bed linens

Ensuite Bathroom 1

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 2

  • Bed linens

Ensuite Bathroom 2

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 3

  • Bed linens

Bedroom 4

  • Bed linens

Ensuite Bathroom 3

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 5

  • Bed linens

Bedroom 6

  • Bed linens

Bedroom 7

  • Bed linens

Half Bath

  • Bath linens
  • Half bath
  • Toilet
  • Body soap

Gym

  • Gym
  • Exercise equipment

Garage

  • Air hockey

Laundry Room

  • Washer
  • Dryer
  • Cleaning supplies

Where you’ll sleep

Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
1 king bed
Bedroom 5
4 queen beds
Bedroom 6
1 queen bed
Bedroom 7
1 queen bed
Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
1 king bed
Bedroom 5
4 queen beds
Bedroom 6
1 queen bed
Bedroom 7
1 queen bed

Where you’ll be

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 States
39.5487818-75.8732361
Timezone: America/New_York

Restaurants

Sonic Drive-In

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

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

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

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

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

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

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 Italian Restaurant

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

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

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.

Attractions

North East Community Park

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

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

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

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

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

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

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.

Ben Cardin C&D Canal Trail

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.

C & D Canal Museum

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.

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Wander Guarantee Badge
4.9
based on 32 reviews
AI Summary

Guests love the hot tub, private beach and dock plus plenty of water activities like kayaks. They praise the peaceful waterfront location with stunning views, the spotless home and the hosts' very responsive concierge service. Perfect for large family gatherings.

5
4
3
2
1
Cleanliness
4.9
Location
4.9
Check-in
4.9
Value
4.9
Concierge Quality
4.9
Wow Factor
5

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Things to know

Here are some things which you should know before booking Wander Chesapeake Point
HOUSE RULES
Check-in: after 4:00 pm
Check-out: before 10:00 am
20 guests maximum
No pets allowed
No smoking - fees will apply
Events require approval
CANCELLATION POLICY
Cancel within 24 hours for a full refund.

Before you book

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Dec 5, 2025$1067Available
Dec 6, 2025$1067Available
Dec 7, 2025$1067Available
Dec 8, 2025$1067Available
Dec 9, 2025$1067Available
Dec 10, 2025$1067Available
Dec 11, 2025$1067Available
Dec 12, 2025$1067Available
Dec 13, 2025$1067Available
Dec 14, 2025$1067Available
Dec 15, 2025$1067Available
Dec 16, 2025$1067Available
Dec 17, 2025$1067Available
Dec 18, 2025$1067Available
Dec 19, 2025$1067Available
Dec 20, 2025$1067Available
Dec 21, 2025$1067Not Available
Dec 22, 2025$1067Not Available
Dec 23, 2025$1067Not Available
Dec 24, 2025$1067Not Available
Dec 25, 2025$1067Not Available
Dec 26, 2025$1319Not Available
Dec 27, 2025$1279Not Available
Dec 28, 2025$1178Not Available
Dec 29, 2025$1200Not Available
Dec 30, 2025$1192Not Available
Dec 31, 2025$1231Not Available
Jan 1, 2026$1067Not Available
Jan 2, 2026$1067Not Available
Jan 3, 2026$1067Not Available
Jan 4, 2026$950Available
Jan 5, 2026$950Available
Jan 6, 2026$950Available
Jan 7, 2026$950Available
Jan 8, 2026$950Available
Jan 9, 2026$950Available
Jan 10, 2026$950Available
Jan 11, 2026$950Available
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Jan 13, 2026$950Available
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Jan 20, 2026$950Available
Jan 21, 2026$950Available
Jan 22, 2026$950Available
Jan 23, 2026$950Available
Jan 24, 2026$950Available
Jan 25, 2026$950Available
Jan 26, 2026$950Available
Jan 27, 2026$950Available
Jan 28, 2026$950Available
Jan 29, 2026$950Available
Jan 30, 2026$950Available
Jan 31, 2026$950Available
Feb 1, 2026$980Available
Feb 2, 2026$980Available
Feb 3, 2026$980Available
Feb 4, 2026$980Available
Feb 5, 2026$980Available
Feb 6, 2026$980Available
Feb 7, 2026$980Available
Feb 8, 2026$980Available
Feb 9, 2026$980Available
Feb 10, 2026$980Available
Feb 11, 2026$980Available
Feb 12, 2026$980Available
Feb 13, 2026$980Available
Feb 14, 2026$980Available
Feb 15, 2026$980Available
Feb 16, 2026$980Available
Feb 17, 2026$980Available
Feb 18, 2026$980Available
Feb 19, 2026$980Available
Feb 20, 2026$980Available
Feb 21, 2026$980Available
Feb 22, 2026$980Available
Feb 23, 2026$980Available
Feb 24, 2026$980Available
Feb 25, 2026$980Available
Feb 26, 2026$980Available
Feb 27, 2026$980Available
Feb 28, 2026$980Available
Mar 1, 2026$1067Available
Mar 2, 2026$1067Available
Mar 3, 2026$1067Available
Mar 4, 2026$1067Available
Mar 5, 2026$1067Not Available
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