Entire home

Luxury Private Waterfront Compound on the Chesapeake Bay for 20+ Pool, Tennis...

Photo gallery for Luxury Private Waterfront Compound on the Chesapeake Bay for 20+ Pool, Tennis...

A covered patio with wicker furniture, a dining table, and a view of the sea.
A two-story house with a gabled roof, surrounded by lush greenery and a well-maintained lawn.
A modern kitchen with white cabinetry, a wooden countertop, and a brass faucet.
A hallway with a staircase, a dining area with a table and chairs, and a door leading to another room.
A spacious kitchen with white cabinetry, a large island, and a view to the outside.

Reviews

10 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • On the beach
    A rare beachfront property in the area - enjoy direct access to the beach and sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • On beach
  • Patio
  • Private pool
  • Kitchenette
  • Dog-friendly
  • Toys

Explore the area

View in a map
Betterton, MD
  • Place, Betterton Historic District
    ‪10 min walk‬
  • Place, Betterton Beach
    ‪11 min walk‬
  • Place, Betterton Community Park
    ‪16 min walk‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪123 min drive‬

Rooms & beds

13 bedrooms (sleeps 30)

1st Floor Primary Bedroom

1 King Bed

2nd Fl Primary Bedroom

1 King Bed

Blue Back Bedroom

2 Double Beds and 1 Single Bed

Blue Bedroom connected to BR 6

1 Queen Bed

Dormer Room

1 Single Futon

Green Bedroom

1 Queen Bed and 3 Single Beds

Guest House 1st floor

1 Double Bed and 1 Double Sofa Bed

Guest House - Left BR

1 Double Bed and 2 Single Beds

Guest House - Right BR

1 Queen Bed, 1 Double Bed and 2 Single Beds

Red Room

1 Queen Bed and 3 Single Beds

Studio Apartment

1 King Bed

Yellow Back Bedroom

2 Double Beds and 1 Single Bed

Yellow Bedroom connected to BR 4

1 Queen Bed

6 bathrooms, 2 half bathrooms

1st Floor Powder Room

Soap · Toilet

2nd Fl Hall Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

2nd Floor Primary en Suite

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

3rd Floor Powder Rm

Soap · Toilet

En Suite 1st Floor Primary

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

En Suite in Green BR

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Guest House Bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Shampoo · Hair dryer

Studio Full Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Outdoor play area
Garden
Dining area

Add dates for prices

Similar properties

Outdoor dining
Waterfront Lodge packed with Amenities
Earleville
  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
10.0 out of 10, Exceptional, (7 reviews)
Waterfront Lodge packed with Amenities

About the area

Betterton

Located in Betterton, this holiday home is on the beach. Crow Farm and Vineyard and Sassafras Harbor Marina are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Betterton Beach and Betterton Community Park. Travelling with kids? Consider Larrabee Arts Center and Garfield Center for the Arts at the Prince Theater. Jet skiing, kayaking and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding nearby.
View more Holiday homes in BettertonOpens in a new window
Map
Betterton, MD

What's nearby

  • Betterton Historic District - 10 min walk - 0.8 km
  • Betterton Beach - 11 min walk - 1.0 km
  • Betterton Community Park - 16 min walk - 1.4 km
  • Kirkwood Soccer Complex - 58 min drive - 79.8 km
  • Bob Carpenter Center - 58 min drive - 79.3 km

Getting around

  • Perryville Station - 71 min drive
  • Baltimore, MD (MTN-Martin State) - 107 min drive

Restaurants

  • ‪Marzella's By the Bay - ‬18 min walk
  • ‪Barbara's on the Bay - ‬12 min walk
  • ‪K-B Market and Kitchen School - ‬14 min drive
  • ‪O'Brien Compound Maryland Edition - ‬17 min drive
  • ‪Legion Post 246 - ‬3 min drive

Frequently asked questions

Does Luxury Private Waterfront Compound on the Chesapeake Bay for 20+ Pool, Tennis... have a pool?

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

How much does it cost to stay at Luxury Private Waterfront Compound on the Chesapeake Bay for 20+ Pool, Tennis...?

As of 1 Nov, 2026, prices found for a 1-night stay for 2 adults at Luxury Private Waterfront Compound on the Chesapeake Bay for 20+ Pool, Tennis... on 4 Mar, 2027 start from S$31,821, 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.

Is Luxury Private Waterfront Compound on the Chesapeake Bay for 20+ Pool, Tennis... pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 999 kg per pet.

How much is parking at Luxury Private Waterfront Compound on the Chesapeake Bay for 20+ Pool, Tennis...?

On-site parking is available at the property.

What time is check-in at Luxury Private Waterfront Compound on the Chesapeake Bay for 20+ Pool, Tennis...?

Check-in begins at 3:00 PM.

What time is check-out at Luxury Private Waterfront Compound on the Chesapeake Bay for 20+ Pool, Tennis...?

Checkout is at 11:00 AM.

Where is Luxury Private Waterfront Compound on the Chesapeake Bay for 20+ Pool, Tennis... located?

Nestled on the beach, this Betterton holiday home is within a 15-minute walk of Betterton Historic District and Betterton Beach. Betterton Community Park is 0.9 mi (1.5 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

9.8/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was simply perfect!
Stayed 5 nights in Aug 2025
Verified review

10/10 Excellent

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

Family reunion

Wonderful accommodations! The house had everything for the children, parents, and grandparents. We used the pool every day, and we had a pickleball tournament on our final day. The kitchen is really well equipped! We had some wonderful meals in the screened-in porch. We watched the sunset and made s’mores at the firepit. The host left recommendations for restaurants and shopping. We loved the crab at Waterman’s. The location and accommodations were outstanding!
S’mores
Relaxing
Kayaking
Sunset
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

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

Beautiful Serene Property & Fun!

Our Multi-Generational Family of 14 had an amazing vacation here! It was so pleasant spending time on the porch with cocktails, enjoying the lovely water views, going to search for sea-glass on the sand below, playing tennis, swimming in the pool, croquet and more! Chestertown had more to offer...cute historic village and we loved the delightful ice-cream and fresh vegetables at the farm nearby. This lovely spot is clean, comfortable and worth a visit!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Family vacation

We were amazed at the beautiful property, amenities and wildlife (mostly birds like eagles, hawks, heron, etc). Our family enjoyed the beautiful pool, pickle ball/ tennis court and all the yard games. Our kids went fishing and kayaking too! Everyone had a great time. We highly recommend this property if you have a large family. Lots to do or just lounge and marvel at the views!
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

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

We LOVED this place!!!

What an incredible property for a gathering with your people. The house was exactly as described, and the quality of the beds, amenities, activities, and grounds was even better than expected. The hosts were very communicative and accommodating with any questions we had. If you love being active, this property is perfect for folks who love a variety of sports and leisure. Yet it also is so serene waking up and being right on the coast of the bay. Cannot recommend this gorgeous home enough!
Stayed 3 nights in Oct 2024
Response from VrboOwner on 11 Oct, 2024
Awww, so glad you love our place as much as we do. You were wonderful guests!
Verified review

10/10 Excellent

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

Family reunion

We held an extended family reunion with 27 people, and our stay was nothing short of extraordinary. Heidi was super responsive. An issue with the hot water was solved in short order. The house was charming and well- appointed with attention to detail. The kitchen was well organized with ample cookware and bakeware, and enough dishes and silverware for everyone. More importantly, there was a large table that could fit a crowd. The grounds were beautiful. The tennis/pickleball courts, yard games, pool, and fire pit kept everyone busy, as did the multiple seating areas where smaller groups could chit chat. This beautiful and comfortable property is well suited for larger groups.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a serene spot for our family get-together of 25 adults and children!It’s rare to find a place where we can all be under one roof, and Bay Cliff was perfect - not just in size, but in spirit. The constant breeze off the Chesapeake, the huge lawn and old trees, the large pool, and tennis court gave everyone plenty to enjoy. We spent evenings watching the sun set over the water and mornings watching the birds. The peace offered here is something hard to come by, I'm thankful the owners shared their space with us. The 3 homes were very well-stocked. The furnishings and decor were comfortable and thoughtful, with everything we needed and more. I was pleasantly surprised to find a full spice cabinet with new (and organic) spices. That's the level of detail they put into Bay Cliff. The hosts, Heidi and Anne, were super responsive, kind, and made everything easy. They offered instant advice for a town to shop in when I didn't feel like Googling and were easy going when the kids popped the giant swan floatie. We’d absolutely book again, this place made for a truly memorable week and I did not want to leave!
Stayed 8 nights in Jul 2025
Tell us how we can improve our siteShare feedback