Entire home

Modern Chesapeake Waterfront - Heated Pool - Dock

Photo gallery for Modern Chesapeake Waterfront - Heated Pool - Dock

Exterior
Property grounds
Dining
Room
Terrace/patio

Reviews

10 out of 10
Exceptional
5 bedrooms3+ bathroomsSleeps 12

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill

Explore the area

View in a map
Cambridge, MD
  • Place, Ragged Island
    ‪10 min drive‬
  • Place, Spocott Windmill
    ‪17 min drive‬
  • Place, Gerry Boyle Park at Great Marsh
    ‪28 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪64 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Double Bed and 3 Twin Beds

3 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Toilet

Spaces

Kitchen
Balcony
Garden

About this property

Modern Chesapeake Waterfront - Heated Pool - Dock

Summary:

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.



Hosted by Wander Home - see "Other Things To Note" in the description below.



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



Guest 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.



The Neighborhood:

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



Getting Around:

● 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.



Other Things to Note:

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:

● 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.



● Wander Home welcomes guests with fully verified profiles. Please upload your government-issued ID and payment method in your account settings, as well as send 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



Interaction with Guests:

● We are here for you during your stay, but our level of interaction is up to you. We are only a phone call or message away. You and your party will be able to self check-in upon arrival.

● Please remember that you are staying in a house, not a hotel. Please treat the space with respect. If any problems arise we will do our best to take action ASAP, but there is no one living on-site 24/7.
Our prices include all fees. No hidden fees.

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About the neighborhood

Cambridge

Located in Cambridge, this vacation home is on the waterfront. Spocott Windmill and Choptank River Lighthouse are local landmarks, and some of the area's activities can be experienced at Knapp's Narrows Marina & Inn and Tilghman Island Marina. Richardson Maritime Museum and Dorchester Arts Center are also worth visiting. Discover the area's water adventures with fishing nearby, or enjoy the great outdoors with horse riding.
Map
Cambridge, MD

What's nearby

  • Ragged Island - 10 min drive - 6.2 km
  • Spocott Windmill - 17 min drive - 15.5 km
  • Harriet Tubman Museum and Educational Center - 27 min drive - 27.9 km
  • Choptank River Lighthouse - 28 min drive - 28.6 km
  • Gerry Boyle Park at Great Marsh - 28 min drive - 27.9 km

Getting around

  • Cambridge Station - 34 min drive
  • Easton, MD (ESN-Easton - Newnam) - 49 min drive

Restaurants

  • ‪Madison Bay - ‬44 min drive
  • ‪Soft & Salty Seafood - ‬4 min drive
  • ‪Millie's at Madison Bay - ‬44 min drive
  • ‪Maryland Blue - ‬44 min drive
  • ‪5712 Speakeasy - ‬12 min drive

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

8.0/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kelsey I.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay for my 40th birthday with friends. The property and house are beautiful!
Stayed 2 nights in Apr 2026
Response from VrboOwner on Apr 22, 2026
Thank you, Kelsey! I'm thrilled to hear you had a wonderful stay for your 40th birthday. Your kind words about the property mean a lot to us. We look forward to welcoming you and your friends back soon!
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