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Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!

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Experience the ultimate Eastern Shore retreat at this luxurious 7-bedroom, 5.5-bathroom Cambridge home. With over 10,000 square feet of living space, enjoy an indoor pool, private dock with kayaks and bikes for use on-site water access or a spacious outdoor area perfect for gatherings.

Reviews

9.6 out of 10
Exceptional

Entire home

7 bedrooms6 bathroomsSleeps 27960 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Add dates for prices

About this property

Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!

  • Discover the epitome of luxury at this 7-bedroom, 5.5-bathroom vacation rental in Cambridge. Boasting over 10,000 square feet of living space, this family-friendly home offers an indoor pool, an on-site dock, and a spacious outdoor area for unforgettable gatherings. Explore nearby attractions such as the Harriet Tubman Underground Railroad Park or Main Street. Whether you want to fish on the dock or relax by the pool, this home makes the perfect retreat for your Eastern Shore getaway.

    -- THE PROPERTY --

    10,333 Sq Ft | Family Reunion Friendly | Indoor Swimming Pool | 11 Mi to Downtown Cambridge

    Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Queen Beds | Bedroom 4: King Bed | Bedroom 5: 3 Queen Beds | Bedroom 6: King Bed | Bedroom 7: Twin Bed, Twin Daybed w/ Twin Trundle | Living Room: Sleeper Sofa | Den: Full Daybed | Game Room: Sleeper Sofa

    INDOOR LIVING: Multiple spacious living rooms, Smart TVs, group-friendly dining tables, wet bar, fireplaces, game room w/ pool table, office space, DVD player, board games, books, stereo, indoor pool
    OUTDOOR LIVING: Private dock, kayaks, bikes, spacious screened patio, outdoor dining table, hot tub, patio w/ fire pit, large deck w/ outdoor seating, swing set, huge unfenced yard, on-site water access, gas grill, outdoor speakers
    KITCHEN: Cooking basics, coffee maker, dishwasher, stove/oven, refrigerator, microwave, ice maker, toaster, dishware & flatware
    GENERAL: Free WiFi, keyless entry, complimentary toiletries, linens & towels, in-unit washer & dryer, central heating & air conditioning, hair dryer, iron/board, trash bags & paper towels
    FAQ: Stairs required for access
    PARKING: Driveway (open parking), RV/trailer parking available on-site

    -- THE LOCATION --

    ADVENTURE: Long Wharf Park (11 miles), Mid-Shore Fishing Club (12 miles), Salt Tale Charters (16 miles), Layton's Chance Vineyard & Winery (24 miles), Triple Creek Winery (34 miles)
    SAIL AWAY: Bluewater Marina (12 miles), Ferry Point Marina (15 miles), Dickerson Harbor Boatyard (21 miles)
    NATURE: Sailwinds Park (12 miles), Gerry Boyle Park (12 miles), Harriet Tubman Underground Railroad National Historic Park (20 miles), Blackwater National Wildlife Refuge Visitor Center (21 miles)
    AIRPORT: Salisbury Regional Airport (50 miles), Baltimore/Washington International Thurgood Marshall Airport (91 miles)

    -- REST EASY WITH US --

    Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

    -- POLICIES --

    - No smoking
    - No pets allowed
    - No events, parties, or large gatherings
    - Additional fees and taxes may apply
    - Photo ID may be required upon check-in
    - NOTE: This property requires stairs to access

Property amenities

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 7 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 5.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Firepit
  • Gas grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a health/beauty spa
  • Near the bay
  • On a lake
  • On the waterfront

Things to do

  • Arcade/game room
  • Bicycles
  • Billiards/pool table
  • Heated pool
  • Water sports equipment
  • Kayaking nearby
  • Motor boating nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Bicycles
  • Unit size: 10,333 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 18

Check-out

Check-out before 10:00 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

Pets not 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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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

About the area

Located in Cambridge, this holiday 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. With kayaking and power boating nearby, you'll find plenty of adventures in the water. Visit our Cambridge travel guide
View more Holiday homes in Cambridge
Map
Cambridge, MD

What's nearby

  • Long Wharf Park
    Long Wharf Park
    23 min drive - 23.0 km
  • Choptank River Lighthouse
    Choptank River Lighthouse
    23 min drive - 23.0 km
  • Spocott Windmill
    12 min drive - 10.0 km
  • Harriet Tubman Museum and Educational Center
    23 min drive - 22.4 km
  • Gerry Boyle Park at Great Marsh
    24 min drive - 22.3 km

Getting around

  • Cambridge Station
    26 min drive
  • Easton, MD (ESN-Easton - Newnam)
    44 min drive

Restaurants

  • Madison Bay
    39 min drive
  • Woolford General Store
    36 min drive
  • Hudson Manor
    11 min drive
  • Soft & Salty Seafood
    20 min drive
  • The 948 Club
    11 min drive

Frequently asked questions

Does Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!?

On-site parking is available at the property.

What time is check-in at Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!?

Check-in begins at 4:00 PM.

What time is check-out at Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!?

Checkout is at 10:00 AM.

Where is Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock! located?

Situated on the waterfront, this holiday home is within 9 miles (15 km) of Spocott Windmill, Chesapeake Bay and Northern Chesapeake Bay. Ragged Island and Richardson Maritime Museum are also within 12 miles (20 km).

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Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 26 out of 37 reviews
Rating 8 - Good. 11 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

9.6

Cleanliness

9.8

Location

Reviews

Verified

8/10 Good

Jason B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Large house with space to spread out. Enjoyed the screened porch and fire pit area. Enough room for 12 adults to have their own space but be together as well
Stayed 2 nights in Oct 2025
From a partner site

10/10 Excellent

Brent

Great Long Weekend

Very roomy and lots of amenities. Superb location and private. Easy check-in and check-out. Guest contact was awesome - very responsive! Thanks so much!
Verified

10/10 Excellent

VENKAT I.

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

Excellent Property - Highly recommended

We stayed with our friends over the New Year. The property was big and easily accommodated our group. It was well furnished and had enough and more towels, cutlery, etc. for our group. The property is well secluded with excellent privacy and water views. Our group really enjoyed the stay at this property.
Stayed 3 nights in Dec 2023
Verified

10/10 Excellent

מצדה ה.

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

Wonderful place

Pictures don't do this amazing place justice! We all had a wonderful time with loads of space and plenty of attractions! Add to that attention to details and plentiful amenities. We all just wanted to stay more and more!
Stayed 2 nights in Jun 2024
From a partner site

10/10 Excellent

Shelby

Love this Place!

We have stayed at the house multiple times for our family reunion and we fall in love each time we go. The house is huge and allows us to all be together or spread out in one of the many living rooms. The dining room table is great. The views are beautiful. The entire family loves the indoor pool. It is a fantastic family getaway location!
Verified

10/10 Excellent

Elizabeth S.

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

really enjoyed this place

We had a great time. Children and their parents spent a lot of time in the surprisingly large pool. Some adults chose the hot tub and the most active members of our group were paddleboarding and kayaking in the river. Severl people went hiking at Blackwater, and a few of us just sat on the screened in porch.
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Dina M.

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

Definitely would stay again

We extremely enjoyed our stay. The house was beautiful, kitchen was well equipped and the view was spectacular, especially with the Eagles that have nested on the 32 acre property. However was disappointed in the fact that the fire places were not in working conditions and rooms should have been number. We enjoy kayaking up and down the bay and taking it all in. I would definitely stay again.
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

Brett W.

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

Great times

Amazing time with friends and family at this property. I just need to remember to buy more bug spray haha. Regardless though- it was worth it
Stayed 4 nights in Aug 2024
Verified

8/10 Good

Patricia N.

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

As advertised

Spent a week at the property with three generations and multiple families. Aside from picking up groceries, we found little reason to leave the property. Btwn the waterfront dock, the tree shade the screened in porch, the sun deck, the indoor pool and many living areas, everyone found a place to enjoy to be as relaxed or active as they liked.
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Krista B.

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

Fun family getaway

We had a family of 16 people stay at the house and had such a fun time! There house was spacious and we had plenty of room! We used the crab traps (and caught 16 crabs!!) and also used kayaks. We all used indoor pool, game room and just all the rooms around the house. The dining room table was amazing and we ate dinners as a family every night! We would totally do this again!
Stayed 3 nights in Aug 2024
From a partner site

10/10 Excellent

Allison

Beautiful house and location

This house was perfect for our gathering of 3 generations. We enjoyed the kayaks, paddle boards, indoor pool, hot tub, multiple bedrooms, ample eating space, and kitchen full of useful cooking and baking items. Since we were traveling in from many locations we appreciated the generous linens and towels. We had a large group and were thankful for the extra fridge in the garage and two sets of washers & dryers. The location is picturesque - right on the water with a long dock where we gathered for crabbing and to enjoy the sunsets. We spent most of our time on the property but also enjoyed visiting the Harriet Tubman Museum & Educational Center in Cambridge. Highly recommend this beautiful spot!
Verified

8/10 Good

Kaitlyn P.

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

Parents 50th Anniversary

Very large home w tons of space. Endless activity support on grounds (pier, kayaks, basketball court, swing set, pool, hot tub, bald eagle watching, fire pit, walk, … etc). Fantastic layout and set up for large families! Plenty of kitchen wares to support a creative cook! Only (small) bummers: Gas wasn’t on for indoor fireplaces and the house Could have used a sweep before we arrived (a few dead bugs and debris in the rooms and bathrooms).
Stayed 3 nights in Nov 2023
From a partner site

8/10 Good

Elizabeth

Football weekend

The house was perfect for our reunion! The house was very well appointed and very clean. We were quite comfortable. If television is important to you maybe think about another property. This was suppose to be a football weekend. We did not get TV reception. We did however, find plenty of things to replace our football. Also, make sure you bring plenty of bug spray. There are a lot of mosquitoes.
Verified

8/10 Good

Alireza M.

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

Awesome Place - Poor Communication

This property offered a truly magnificent stay. We were delighted by its gorgeous and clean environment, the peaceful atmosphere, and the impressive array of amenities. Finding a place that could comfortably accommodate our group of 20 for a two-day family and friends trip with a private indoor pool, hot tub, billiard table, table tennis, kayaks, and a private deck exceeded our expectations. The accommodations were spacious and spotless upon arrival, and we appreciated the ample supply of linens, towels, and kitchenware.However, the host's responsiveness was a significant disappointment. We reported a malfunctioning grill on our first night, expecting a prompt resolution given our large group needing to cook, but were told someone would come the following day. Additionally, the hot tub and pool heating were not working, and we couldn't locate the hairdryer. Despite multiple attempts to contact the host on our second day, we received no response. Improved communication would have greatly enhanced our experience.
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

sally c.

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

2024 Family Reunion

October 11-14, 2024, we rented the “Willoughby” for a family reunion. Let me start out by saying this home is amazing. It looks exactly as pictured based on the website photos. It was even better than I expected. If you are considering this property, I highly recommend booking it! Believe me when I say the Willoughby is a rare gem. The location of the home is perfect and extremely private. The grounds are pristine and the view of the water is breathtaking. The home sits on the Hudson River with a long and spacious dock for fishing or catching crabs. Kayaks were provided and several members of our family took advantage of water activities. Access to the river was fabulous. There were a few boards missing from the dock as a storm had come in prior to our arrival. It was not a big deal and it did not keep us from enjoying the dock or water activities. I did notify our guest contact, Anthony, to make him aware. Anthony, was a fantastic guest contact and very responsive and available to answer questions. Anthony was very accommodating and allowed us to check in early to get settled and prepare for our 4 pm guests arrival. This was a big relief for us. The home, as you drive up the long driveway, is spectacular! As you enter the home itself it only gets more impressive. The inside is gorgeous and the rooms and furnishings are high quality. The home has an old-time charm and is very classic. It is a pleasant, welcoming, and comfortable environment. I loved the of this
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Many activities available on property such as games, hot tub, pool, kayaking. Kept us all occupied
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Ronnina M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing. Space, property, location and amenities! All 5 star!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Andrea W.

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

Mom's 80th Birthday with family

The property was great, plenty of room to spead out. The swiming pool was quite the highlight. Sunset views over the river! Thank you for a wonderful stay!
Stayed 4 nights in Jun 2025
Verified

8/10 Good

Muriel C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautifully situated property with a gorgeous water view, plenty of shade around the yard, and so many places to sit and relax! We were a group of 17 ladies, a mix of family and friends, for our annual Ladies Weekend, and everyone had plenty of room to enjoy themselves - yoga, reading, walking, sipping wine by the dock. It was a lovely getaway!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

robert M.

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

Great

Great beautiful property!
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Shaila M.

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

Family holiday

We had wonderful time at the house. Location was perfect and the pool was great hit with everyone. We rented a speedboat for 2 days which was delivered at the dock.There was plenty of space for 20 people. Plan on renting this home again.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Erik E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is an amazing property! Great for large families, with multiple spaces to relax or congregate. Between the pool and the crabbing, our kids and their cousins spent so much time together. That was the greatest part. From Bald Eagles nesting in a tree right in the backyard, amazing sunrises and sunsets, and fires on the back patio, this home has it all.
Stayed 5 nights in Aug 2025
Verified

10/10 Excellent

Matt B.

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

Eastern Shore indoor pool

Terrific house, beautiful scenery, property management was very responsive and helpful. Would stay again. Thank you.
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

Cindy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed this beautiful house and property! We loved being able to kayak and paddle board right from the dock. The house was really spacious and well equipped. Loved the game room, pool, hot tub, and screened-in porch! A few minor negatives: WiFi wasn't great, pool heater wasn't working so the water was pretty cold, and one of the showers wasn't usable due to a major leak. Over all, though, this place was ideal for our large family, and we would stay here again.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Brooke W.

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

Wonderful Home

This was an amazing vacation house for our big family. We had 17 people and it fit everyone comfortably. The pictures don’t do this place justice. We 100% recommend and would love to come back!
Stayed 4 nights in Jul 2024