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The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Condo perfectly located for exploring Cambridge

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Photo gallery for The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.
Marina
Property grounds
Smart TV, books
Exterior

Reviews

9.8 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 61750 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Breakfast available

Explore the area

View in a map
Cambridge, MD
  • Place, Harriet Tubman Museum and Educational Center
    ‪3 min walk‬
  • Place, Long Wharf Park
    ‪9 min walk‬
  • Place, Gerry Boyle Park at Great Marsh
    ‪18 min walk‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪38 min drive‬

Room options

About the neighborhood

Cambridge

Seaside stay .With a stay at this Downtown Cambridge condo, you'll be steps from Richardson Maritime Museum and Christ Episcopal Church. Harriet Tubman Museum and Educational Center and Dorchester County Courthouse are also within half a mile (1 km).
View more Condo Rentals in CambridgeOpens in a new window

What's nearby

  • Richardson Maritime Museum - 1 min walk - 0.0 miles
  • Harriet Tubman Museum and Educational Center - 3 min walk - 0.2 miles
  • Long Wharf Park - 9 min walk - 0.5 miles
  • Choptank River Lighthouse - 11 min walk - 0.6 miles
  • Gerry Boyle Park at Great Marsh - 18 min walk - 1.0 mile

Getting around

  • Cambridge Station - 6 min drive
  • Easton, MD (ESN-Easton - Newnam) - 25 min drive

Restaurants

  • ‪McDonald's - ‬2 min drive
  • ‪Chick-fil-A - ‬4 min drive
  • ‪Thaitalian Infusion Cuisine - ‬15 min walk
  • ‪Great Wall #2 - ‬15 min walk
  • ‪Dunkin' - ‬19 min walk

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Welcome to The Drinking Gourd...a freshly renovated 2-bedroom penthouse in the heart of the historic downtown district of Cambridge. With its exposed brick walls, 15 foot ceilings, antique brass fittings, and original mahogany millwork, this condo offers a stunning historic setting while being a super cozy and fully-stocked haven for guests. The bedrooms feature all new beds and linens, including a king bed, full bed, and comfie expandable sectional bed. The bathroom boasts a relaxing bathtub as well as full-size washer and dryer. In the lofty open-concept living room space you'll find a roomy sectional sofa, large screen Roku-enabled TV, and a built in reading nook...perfect for lounging or accommodating extra guests. The kitchen is fully stocked with everything you'll need should you want to indulge in cooking some of our outstanding local seafood. There are also lush linens, plentiful paper products and toiletries, and books, games, and toys for all ages. You'll be situated in the heart of the Underground Railroad, with the fabulous pubs, galleries, and boutiques literally right outside your door. The City Marina is only 4 blocks away, and the Blackwater Wildlife Refuge is within a half hour's drive. We pride ourselves on creating inviting and cozy homes-away-from-home in historic locations...come discover fabulous Cambridge!

Please note that the property is located on the third floor of an historic building in downtown Cambridge. There is no elevator in the building and guests will need to climb 2 flights of stairs on a curved stairwell to access the unit.

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Property amenities

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Breakfast available for a fee
  • Chef service
  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 24 steps to reach entrance
  • Area rugs in public areas
  • Handrails in stairways (36 inches high)
  • Hardwood flooring in public areas
  • No elevator
  • Smooth flooring in public areas
  • Well-lit path to entrance
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board
  • Meal delivery service

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking nearby
  • Hunting nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Eco-friendly cleaning products used
  • Housekeeping (on request)
  • Local artist showcase
  • Local culture and ecosystem education
  • Locally-owned and organized tours and activities
  • Recycling
  • Some LED lighting used
  • Unit size: 1,750 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge to the airport?

This condo is 18.8 mi (25-min drive) away from the Easton, MD (ESN-Easton - Newnam) airport, the closest popular airport to the property.

How much does it cost to stay at The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge?

As of Jul 14, 2026, prices found for a 1-night stay for 2 adults at The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge on Jul 28, 2026 start from $492, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge have an airport shuttle?

Airport shuttle services are not available at this condo.

Does The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge?

No, there is no casino at this condo.

What time is check-in at The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge?

Check-in begins at 4:00 PM.

Is there free parking at The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge?

Free parking is not available at this condo.

Does The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge have a pool?

This condo does not have a pool.

Does The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge have a spa?

There are no spa services available at this condo.

How close is The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge to downtown Cambridge?

This condo is 0.2 mi away from Cambridge.

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 11 out of 13 reviews
Rating 8 - Good. 2 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Kristen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay! Gorgeous apartment!
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

John S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was personally accessible during stay, responded quickly, and went the extra mile with wonderful touches left around the place.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Lauren V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, lovely space!

This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities.
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Tracey W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy spot close to everything

The Drinking Gourd was clean, cozy and attractive. In spite of its central location, it was quiet. We would stay there again!
Stayed 2 nights in Sep 2024
Verified

8/10 Good

Brianna T.

Liked: Cleanliness, check-in, location, listing accuracy
It was great to walk to our dinner location at Portside Seafood Restaurant! It was really good there!!! Everything was clean at the apartment. But it was extremely loud at night. Loud people, music and cars.
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

Leslie K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

Beautiful property within walking distance of multiple restaurants. Came here for the half Ironman and it was great to be close to the venue. The church bell did ring several times through the night which didn wake me up. Will definitely stay here again!
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Maria F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great location, gorgeous apartment!

Had a wonderful stay. The apartment is gorgeous! Getting in was a little bit of a challenge - the key was hard to get out and it was dark and pouring rain. But once we got in everything else was great.
Stayed 2 nights in Dec 2024
Verified

10/10 Excellent

Megan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Perfect Spot

Our 3 night stay was absolutely perfect for our family of six! As a native of the area I was thrilled to be able to come back to my home town and stay right in the heart of downtown Cambridge. There are several restaurants and shops within walking distance and great views of downtown. The space was great, comfortable beds, and modern updates. Our host Jen was responsive and made sure we had everything we needed. We will definitely be back!
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Chris L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful time at the Drinking Gourd

I surprised my husband by whisking him off for a Valentine's Day of fun at RAR brewery with two of our best friends from college - and then we walked down the street to stay at the beautiful Drinking Gourd. Such a lovely place. HUGE high ceilings and wonderful old doors, mixed with all the modern conveniences we needed for a night. Loved it.
Stayed 1 night in Feb 2025
Verified

10/10 Excellent

Susanne P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Funeral

Our grandparents are interned at the Old Trinity Church in Woolford. When our mother passed away we decided to lay her to rest there also. I looked for a place that the 5 of us would be comfortable. I was not disappointed. The condo was beautiful. We had all the creature comforts of home. Beds were comfortable, place was clean and parking was perfect. We will definitely use this place again.
Stayed 1 night in Oct 2024
Verified

8/10 Good

Zoa B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cambridge Gem

Third floor walk up that makes quite an impression when you open the door. Very high ceilings in an open concept living space which makes it feel so grand when in it. The massive doors have stunning brass fittings and trim which I have never seen before. The kitchen is spacious and well appointed. The beds comfy Towels fresh and soft. Massive windows add to the openness of the space. Everything is walking distance to the charming town center. Parking is included. We would definitely book again if the opportunity arises. This time we were in for a wedding and it was perfect for that
Stayed 1 night in Sep 2024
Verified

10/10 Excellent

Jennifer G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Apr 2025

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