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Modern Chesapeake Waterfront - Private Pool - Dock

House in Cambridge, MD

12 guests·5 bedrooms·3 bathrooms
4.8 · 20 reviews

Property details

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. Quiet hours: 22:00 to 07:00. Pets: Not allowed. Smoking: Not allowed. Events: Not allowed. Suitable for: children and infants. Additional rules: 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. ● No pets ● No unregistered guests allowed - All visitors must be approved by Wander Home ● No unapproved parties or events ● No fireworks ● 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 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 ● Private Swimming Pool (Available Apr - October. Dates subject to change). ● 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 ● 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. ● 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. 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 INFORMATION: ● 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. . . ● 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

Sleeping arrangements

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

3 Single Beds

What’s included

  • Self check-in

    Self check-in

  • Parking

    Parking

  • Pool

    Pool

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Fireplace

    Fireplace

Guest reviews

Star icon 4.8 | 20 reviews
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Andrew

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October 2026

The place was beautiful and the stay was easy and relaxing. Overall, great experience!

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Suet

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October 2026

We checked into the property and our very first morning was severely disrupted. The home lost all power, air conditioning, Wi-Fi, and running water from 8:30 AM to 1:00 PM. We later discovered this was a pre-scheduled (8:30 AM to 2:30 PM) utility maintenance outage that the management company failed to disclose to us prior to arrival. Because the property is isolated and the nearest town is 25 minutes away, we were stranded for 4.5 hours with no way to shower, flush toilet, cook breakfast/lunch, make coffee, or manage online business operations, causing a 50-minute round trip just for basic needs.

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Jilian

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October 2026

Beautiful house and great location for relaxing by the water. My family enjoyed our stay

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Samantha

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October 2026

Amazing surroundings, spotless, super tasteful with everything you need supply wise… the home was just beautiful - as described. Would definitely come again !

Know before you go

Self check-in

House rules

Check-in: 4:00pm

Checkout: 11:00am

No pets allowed

Min. age to rent: 21

No smoking

No parties

Have a question about this property?

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