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Wander Home

Cambridge, MD - Eastern Shore

Chesapeake Dream (Eastern Shore)

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Chesapeake Dream is a stunning renovated waterfront farmhouse on 5.6 acres with breathtaking Chesapeake Bay views — perfect for families & friend groups. Boat, fish, crab & hunt at this outdoorsman's paradise. Watch the sunset from the screened porch, gather around the bayside fire pit, or BBQ poolside. With historic landmarks, hiking, golf & charming towns nearby, every day brings a new adventure.

The Space

Special Amenities & Spaces

  • Chesapeake Bay views from all over the house & property!
  • Private waterfront w/ dock - bring your boat (public boat ramps nearby)
  • Excellent location for fishing, crabbing, deer & duck hunting, & bird watching - bring your gear to do all on the property or book with nearby guides & excursions
  • Heated Swimming Pool (Available Apr -October. Optional heating fee applies.)
  • Large screened porch & open-air balcony w/ outdoor seating
  • Wood-burning fire pit & outdoor fireplace (w/ firewood provided)
  • Outdoor kitchen w/ gas BBQ grill & fridge
  • Master bedroom suite w/ king bed, TV, soaking tub & shower
  • Fully air conditioned and heated - central air system & split units
  • Gas fireplace
  • High-speed Wi-Fi
  • Sonos bluetooth sound system
  • Fully stocked & equipped kitchen

Other Features

  • Outdoor pool house bathroom w/ shower (seasonal)
  • Hammock & swing
  • 2 Kayaks and 3 paddles w/ life jackets (seasonal)
  • Coffee pot & Keurig w/ coffee pods & grounds
  • Board games, puzzles & books
  • Children's toys & books
  • Washer & Dryer
  • Telescope
  • Ceiling fans
  • 2 pack 'n plays

Sleeping Arrangement

  • 1st Floor
  • Living Room - large sofa 2nd Floor
  • Bedroom 1 - 1 queen bed w/ ceiling fan & closet
  • Bedroom 2 - 1 queen bed w/ ceiling fan
  • Bedroom 3 Master Suite - 1 king bed w/ en suite bathroom, TV, closet, & dresser 3rd Floor/Loft
  • Bedroom 4 - 1 queen bed w/ dresser
  • Loft/Kids Bedroom - 1 double bed & 3 twin beds

Kitchen

  • Farmhouse sink
  • Large island w/ stool seating
  • Stainless steel appliances - fridge/freezer w/ water dispenser & ice maker, gas stove/oven, dishwasher
  • Mini fridge for drinks
  • Microwave, air fryer, toaster, slow cooker, & blender
  • Coffee pot & Keurig single serve
  • Cooking & baking basics
  • Tableware & cutlery
  • Basic spices
  • Grilling utensils

Essentials & Extras

  • Linens, pillows & towels
  • Shampoo, conditioner & body wash
  • Laundry detergent, dishwasher detergent & dishwashing soap
  • Clothing storage: dressers, closets, & luggage racks
  • First aid kit
  • Hair dryer
  • Basic cleaning supplies

Access

  • Self-check-in with keyless entry - Access code will be sent out once the rental agreement is signed
  • Driveway parking for up to 10 vehicles
  • Early check-in and late-check out may be accommodated for a fee ($100 each). Please contact us to see if we can accommodate your request. Payment will only be collected once we confirm that your request can be accommodated.
  • Guests have access to the dock (boat lifts are not for guest use), bay, and swimming pool (seasonal). Access these amenities and swim at your own risk.
Air conditioning Air conditioning
BBQ grill BBQ grill
Baking sheet
Barbeque utensils
Bathtub Bathtub
Bed linens
Blender
Board games
Boat slip
Carbon monoxide detector Carbon monoxide detector
Ceiling fan
Children’s books and toys
Cleaning Disinfection
Cleaning products
Clothing storage
Coffee
Coffee maker
Conditioner
Cookware
Dining table
Dishes and silverware
Dishwasher
Dryer
Dryer in common space
Enhanced cleaning practices
Essentials
Extra pillows and blankets
Family/kid friendly
Fire Pit
Fire extinguisher
Fireplace guards
First aid kit
Fishing
Free parking on premises
Freezer
Garden or backyard
Golf - Optional
Hair dryer
Hammock
Hangers
Heating
High touch surfaces disinfected
Horseback Riding
Hot water
Ice maker
Indoor fireplace
Internet
Kayak
Kitchen
Laundromat nearby
Long term stays allowed
Microwave
Mini fridge
Museums
Near Ocean
Ocean Front
Outdoor kitchen
Outdoor pool
Outdoor seating (furniture)
Oven
Pack ’n Play/travel crib
Patio or balcony
Private entrance
Private pool
Refrigerator
River
Room-darkening shades
Sea view
Shampoo
Shopping
Shower bench
Shower gel
Smoke detector
Sound system
Stove
Suitable for children (2-12 years) Suitable for children (2-12 years)
Suitable for infants (under 2 years) Suitable for infants (under 2 years)
Swimming pool Swimming pool
TV
Toaster
Towels provided
Washer
Washer in common space
Water Sports
Water View
Waterfront
Wine glasses
Wireless Internet

By booking our home, you confirm you agree to our house rules, additional fees & completing the rental agreement.

Must be at least 21 years old to book this property
This property can host a maximum of 12 guests, including children and infants, per the local governing regulations.
Quiet Hours: 10pm to 7am - please be respectful of the neighbors and keep noise to a minimum during these times, especially when enjoying the outdoor amenities.
Swim at your own risk
Guests have access to the dock, but boat lift access is not permitted
Must have valid state required boating, fishing, & hunting licenses to perform these activities
Flush only toilet paper down toilets
Trash - All trash must be bagged and placed in the trash cans at the end of the driveway
Dishes - Wash all dishes, or fill and turn on the dishwasher when you check-out
If you open it, close it. If you borrow it, return it. If you turn it on, turn it off. If you break it, fix it. If you use it, take care of it. If you make a mess, clean it up. If you move it, put it back.
Respect the local habitat. Practice 'leave no trace' and 'pack it in, pack it out.'
Penalty: $500 for unauthorized late checkout
Penalty: $500 minimum fine for breaking any of our house rules
No pets
No unregistered guests allowed - All visitors must be approved by Wander Home
No unapproved parties or events
No fireworks

You will need a car to go anywhere off the property. Uber and taxi cabs are available in the area, but can have long wait times or be difficult to find.

The Property Is A Quiet, Private Retreat, But The Nearby Area Has Plenty To Offer - Including Downtown Cambridge, Local Hunting And Fishing Guides, American History, Fresh Seafood, Outdoor Activities, And Water Sports. It Is Also Within 1 Hour Of The Towns Of St. Michaels, Easton, And Salisbury, And Within 2 Hours Of Ocean City, Chincoteague, Assateague, And The Delaware Beaches. Below Are A Few Highlights

5 Minute Drive To

  • Soft & Salty Seafood Market
  • Danny's Soft Crabs restaurant & market
  • Ragged Point boat ramp

10 Minute Drive To

Neck District Grill

20 Minute Drive To

  • Downtown Cambridge
  • Ironman Maryland
  • RaR Brewing
  • Blue Ruin restaurant
  • The Dive Club bar & restaurant
  • Ava’s Pizzeria & Wine Bar
  • Choptank Oyster Company
  • Cambridge Skeet & Gun Club
  • Gerry Boyle Park and Boat Launch
  • Choptank River Lighthouse
  • Cambridge Farmers Market at Long Wharf

25 Minute Drive To

  • Choptank River Lighthouse
  • Long Wharf Park
  • Carmela’s Cucina
  • Portside Seafood Restaurant
  • Choptank River Crab & Oyster Co. seafood market
  • Emily's Produce market
  • Little Blackwater Soft Launch & Water Trail
  • Sailwinds Park & Playground
  • Dorchester County Visitor Center

30 Minute Drive To

  • Blue Point Provision Company restaurant
  • Blackwater Adventures - Hyatt location
  • River Marsh Golf Club
  • Rise Up Coffee
  • Breckenridge Barn wedding venue

35 Minute Drive To

  • Harriet Tubman Underground Railroad National Historical Park
  • Blackwater National Wildlife Refuge Visitor Center
  • Blackwater Adventures Chesapeake Bay
  • Marsh Edge Hiking Trail
  • Layton's Chance Vineyard & Winery

For specials, promotions, deals and additional availability please contact our team at Wander Home Poconos.

  • The rental agreement will be sent to you once the reservation is accepted. Your booking is only confirmed once it is signed. Kindly complete it within 24 hours to secure your reservation.
  • This property can host a maximum of 12 guests, including children and infants, per the local governing regulations.

Pool Heat And Information

  • The pool can be heated to 85°F for a $50 service fee + $75/night. The nightly fee will apply to the entire length of the reservation.
  • Please notify us at least 1 day prior to check-in if you'd like to add pool heat. The fees will be applied to your booking upon confirmation.
  • The pool is cleaned prior to your arrival. As the pool is outdoors, leaves and other natural debris may occasionally accumulate during your stay. A pool skimmer is provided for guest use.
  • Wander Home requires that all guests have their profile 100% verified. Please upload government issued ID and payment method in your account settings, as well as sending us a photo of your ID.
  • Eligible refunds are subject to a 6% processing fee.
  • A damage waiver fee ($50) is included for all reservations. Most booking channels add this upfront. Others do not have this capability, and it will be manually added to the invoice once the reservation is confirmed.
  • We provide enough essential items to cover stays of about 2-3 nights. If you need more supplies during your stay, you can drive 25-minutes into the town of Cambridge for stores like Walgreens, Aldi, Food Lion, & Family Dollar.
  • Given the rural setting of the property, occasional sightings of ants, spiders, flying insects, and mice may occur despite our year-round pest control efforts. We strive to manage these encounters to the best of our ability, but cannot guarantee that the house will be completely pest free.
  • When drought, weather or other conditions present an unusual fire risk, a burn ban may be imposed by the local jurisdictions without prior notice.

Security Cameras / Audio Recording Devices

  • 1 doorbell camera at the front entry door
  • 3 additional security cameras around the exterior of the property: front porch facing driveway, pool deck, rear porch facing bay

What Guests are Saying

"Fun place for a long weekend! Bring your bug spray!"
Leo S.
"Lovely house and property with beautiful coastal decor. Our family greatly enjoyed the pool area. The view of the bay from the porch was wonderful. Insufficient bath towels (1 thin towel and 1 washcloth for each guest - no hand towels and wasn’t a hand towel in each bathroom). If it had described this in description, we would have brought our own towels. I asked the host for more towels and was denied. WiFi did not work during our entire stay - grandson needed to work on and submit college class assignment and had to get a hot spot to do this. Could not watch TVs. I wish the stairs had been described - low ceiling and treacherous steps - difficult for our men who ranged from 6’5” to 6’0”."
Linda C.
"We had a great stay for my 40th birthday with friends. The property and house are beautiful!"
Kelsey I.

Your Poconos Adventure Awaits