See all properties
Entire home

Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler

Waterfront holiday home with private pool and kitchen

Photo gallery for Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler

Aerial View
Exterior
Terrace/patio
deck with view of pier
Large Saltwater pool

Reviews

9.8 out of 10, Loved by Guests
Top 10% based on
5 bedrooms3+ bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Rock Hall, MD

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Double Bed

Bedroom 5

1 Double Bed and 2 Single Beds

3 bathrooms, 1 half bathroom

1st floor 1/2 bath

Toilet

2nd floor bath

Bathtub or shower · Toilet · Shower only

2nd floor full bath

Bathtub or shower · Toilet · Shower only

Matster Bath

Toilet · Shower only · Jetted bathtub

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area

About this property

Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler

Stunning waterfront property in Rock Hall. Expansive outdoor space with large pool and long pier on picturesque Swan Creek, with easy access to the Bay. The house features a chef’s kitchen and sun-filled rooms with fantastic water views. Great for an extended family or group.

Recently featured in Conde Nast Traveler as one of the Best Vacation Rentals in the World! https://www.cntraveler.com/gallery/the-best-airbnbs-and-vacation-rentals-in-the-world

The house and property truly sit on the water’s edge, creating a wonderful on-the-water atmosphere. This is relatively rare among Chesapeake properties as regulations require that homes sit back at least 100 feet from the water. This house’s close proximity is grandfathered in.

The property includes a large saltwater pool as well as a canoe and kayaks for boating on Swan Creek. Enjoy basketball in the pool or on the recently installed outdoor half-court hoop. Ample lawn space to play games from corn hole to badminton to spike ball. Or simply sit outside and enjoy the beautiful water views as you watch a nesting osprey or boats sailing to the nearby marina. The house includes a 300 foot pier. Cruiser bikes offer the chance to ride into town or explore the nearby area.

For those who like to cook, the house features a light-filled kitchen with a Sub Zero refrigerator and Dacor range. And for those who like to eat, the house includes multiple dining options - a large dining room, a screened in porch, as well as an outdoor patio.

For the occasional rainy day, enjoy games, large screen tv, fiber optic broadband or ping pong or foosball in the large 4 car garage.

Ground floor Master BR includes a king bed, with an attached bathroom that includes a jacuzzi.

The second floor includes 4 BR with 2 bathrooms. BR1 has a queen bed, BR 2 - queen, BR 3- full, and BR 4 - two twins and a futon for 2.

1 mile walk/bike to the charming town of Rock Hall. Short drive to the Saturday Farmer’s Market in Chestertown, or to the beautiful Eastern Neck Wildlife Preserve. Tennis courts are available in the Rock Hall town park. There are multiple options in Rock Hall for fishing charters on the Bay

Full amenities include: washer drying, fiber optic broadband and wifi, central AC, and more.


Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Terrace/patio
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
10.0 out of 10, Exceptional, (62 reviews)
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
This is not a party house.
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
Quiet time after 10pm
No Parties or get togethers unless approved in writing.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Note from host: This is not a party house.
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

Rock Hall

Located in Rock Hall, this holiday home is on the waterfront. The area's natural beauty can be seen at Eastern Neck National Wildlife Refuge and Chesapeake Bay, while Waterman’s Museum and The Mainstay are cultural highlights. Travelling with kids? Consider Paul Reed Smith Guitars and Hazel Miner Monument. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in Rock HallOpens in a new window
Map
Rock Hall, MD

Getting around

  • Baltimore, MD (MTN-Martin State) - 128 min drive

Restaurants

  • ‪Tolchester Marina Beach Bar - ‬14 min drive
  • ‪Ford's Seafood - ‬4 min drive
  • ‪Harbor Shack - ‬4 min drive
  • ‪Chester River Seafood - ‬9 min drive
  • ‪Waterman's Crab House - ‬4 min drive

Frequently asked questions

Does Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler?

As of 5 Mar 2026, prices found for a 1-night stay for 2 adults at Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler on 6 Mar 2026 start from £809, 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 Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler pet-friendly?

No, pets are not allowed at this property.

How much is parking at Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler?

On-site parking is available at the property.

What time is check-in at Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler?

Check-in begins at 4:00 PM.

What time is check-out at Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler?

Checkout is at 10:00 AM.

Where is Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler located?

This family-friendly Rock Hall holiday home is located on the waterfront, within a 10-minute walk of Chesapeake Bay, Northern Chesapeake Bay and Ferry Park. Waterman’s Museum and Rock Hall Harbor are also within 2 miles (3 km).

Reviews

9.8

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. 20 out of 24 reviews
Rating 8 - Good. 4 out of 24 reviews
Rating 6 - Okay. 0 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

9.2/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Michelle T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing place for the whole family. Great host, very helpful. Love the pool and dock.
Stayed 4 nights in Jul 2025

10/10 Excellent

Susan T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A beautiful setting! An excellent home for relaxing, cooking, and entertaining. Also a great home base for boating and hiking. Diane makes everything so easy.
Stayed 3 nights in Oct 2025

10/10 Excellent

Samantha B.

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

-

We had a great time at this lovely home! Thank you!
Stayed 4 nights in Jul 2025

10/10 Excellent

Susan T.

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

Quick getaway

A more beautiful setting than advertised. A super comfortable house designed for full appreciation of the bay and river.
Stayed 4 nights in Jun 2024

10/10 Excellent

Rosa E.

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

Rock Hall 4th of July 2024

Stunning property with tons of amenities for the teenagers to entertain themselves.
Stayed 5 nights in Jul 2024

10/10 Excellent

H B.

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

Great Place for friends and family

Perfect for gathering friends and family. We loved the pool and easy access to the kayaks. A couple of little glitches were quickly resolved by Diane, who was incredibly helpful. A few tips- the long dock has other boats moored there, no places nearby to rent boats (we had a boat delivered from across the Bay), the Swan Creek water is not for swimming, but the pool and its surrounds were so lovely it really didn't matter.
Stayed 7 nights in Jul 2024

10/10 Excellent

George K.

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

Quiet Weekend Getaway

Great place a short distance away from the DC/Maryland/Virginia area. No AC in the garage/game room, but lots of other things to do like fishing, swimming and birdwatching. While we didn't get to use it much, the kitchen was amazing. The only downside was the number of mosquitoes.
Stayed 4 nights in Jul 2023

10/10 Excellent

Tecla M.

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

Rock Hall Getaway

The house and the setting exceeded my expectations. Morning coffee looking out over the water, and evening wine on the pier enhanced the relaxing vacation I sought. As advertised, the owners provide lots of toys (bikes, kayaks, games) for entertainment too. I had friends and family come at different times over a two week period so a house with five bedrooms worked well.
Stayed 14 nights in Sep 2023

10/10 Excellent

Joanne F.

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

Excellent Choice

Our extended family of 10 included grandparents, two families with parents and 4 kids in late teens. There was something for everyone. We used the pool, bikes, and ping pong table. It was very hot so the kayak was used a little less than usual. Rooms were comfortable and we loved the setting and location. We will return.
Stayed 4 nights in Jun 2024

8/10 Good

Daniel M.

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

A Family Getaway

We arrived on the day of a big storm, which blew a lot of buds from the trees into the pool. Diane was very helpful in getting the pool cleaned right away after the storm. We also had an initial problem with operating the grill. Again, Diane quickly solved the problem.
Stayed 8 nights in Aug 2024

8/10 Good

Martha H.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Family vacation in Rock Hall

This is an amazing property with incredible views of the water and all sorts of bird life. The pool is huge and the house is large with lots of areas to hang out. We enjoyed the kayaks, paddle boards, canoes and bikes. My only negative is the maintenance of the house. The weeds were overgrown ( they came and took care of that during our stay.) The house should have been thoroughly cleaned before our arrival. However, we had a fabulous week and it’s a great place for a family to enjoy. Diane, the property manager, was great and responded immediately to questions or concerns.
Stayed 7 nights in Aug 2023

8/10 Good

Saun E.

Liked: Check-in, communication

Nice but could have been nicer

Very nice property but not private enough. The large five-bedroom house worked well for us, but it needed an upgrade. The pool in mediocre shape, plantings are very nice but unattended. It was a very workable kitchen with everything available, but the whole house needed a deep clean. Some of the pool toys and one paddleboard needed attention. We had to change our gas tank on the grill. I would still recommend it, but it's a little pricey for a less-than-luxurious house. It would have been nice if someone was there to clean up the yard and patio pool area after a big storm
Stayed 4 nights in Jul 2024

10/10 Excellent

karen t.

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

Favorite small town

We have been to Rock Hall many times over the years by boat. We sold the boat a few years ago but wanted to return to our favorite small town and relive some of those memories. The house and grounds were beautiful, sitting directly on Swan Creek. There were 7 adults and 2 kids. We used all of the amenities, riding bikes to breakfast, kayaking, catching huge catfish from the pier, ping pong tournaments, grilling and eating steamed crabs on the screened-in porch while kids played in the pool. The pool area has plenty of space for sunbathing but also has some trees that provide shade for those who do not worship the sun. Plenty of wildlife around, deer, ducks, bunnies and one sea turtle that wandered into the backyard and dove into the pool. Luckily we were there to fish him out with a crab net from the garage and set him on his way in the creek. Very relaxing couple of days. Be aware there is only 1 TV in the whole place, another would be nice especially with kids. Great little vacation.
Stayed 4 nights in Jun 2024

10/10 Excellent

Verified traveller

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

Perfect Shore House

This property is perfect! The water views are fabulous. The house is well equipped, clean and comfortable. And there is a wide range of activities including swimming in the pool, kayaking, biking, a game room for kids/teens, etc. Our group had a wide range of ages and everyone had a lovely time!
Stayed 5 nights in May 2022

10/10 Excellent

Ruth R.

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

Family fun.

Family members help me celebrate my 96th birthday. Location of this property and it’s magnificent views were perfect. Everything ran smoothly and I have nothing but positive to report.
Stayed 6 nights in Oct 2021

10/10 Excellent

Julie G.

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

Lovely stay at the waterside

We were gathering in Rock Hall to meet up with family who came on boats. It was wonderful to have a central location where the whole family could gather around the pool and outdoor tables and eat dinner together outside. Folks with boats with shallow draft were able to motor up and drop off at the dock. The inside of the house was beautiful too — large, spacious, with stunning views through many of the windows. The tweens and teens in our group loved playing taping pong and foosball in the poolside garage space, playing basketball on the court outside and, of course, swimming in the pool and sunning on the lounge chairs afterwards. Just a gorgeous backdrop for a special weekend with extended family.
Stayed 3 nights in Sep 2021

8/10 Good

Michele S.

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

Very nice

We enjoyed the house, the pool, and the dock. We enjoyed the Pirates and Wenches fun that we stumbled upon when we booked it, but unfortunately there isn’t much to do in Rock Hall Sunday - Thur. So we definitely did a lot of relaxing with great views! The kids fished off the pier. It was a pretty good week overall! The house is so nice, plenty of space.
Stayed 7 nights in Aug 2021

10/10 Excellent

Jeffrey R.

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

Amazing House in Rock Hall

The house is beautiful, with great common spaces, and convenient sleeping arrangements for a large group. The kitchen is spacious and well stocked. There's also a great grill for cooking outdoors. The pool and yard are great for hanging out.
Stayed 7 nights in Jul 2021

10/10 Excellent

Chapin C.

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

Good week; beautiful home

very well maintained home. Strong WI-FI. Rock Hall a VERY quiet town. Nice dining at Osprey Point (3 minutes from house). No golf nearby.
Stayed 7 nights in Jul 2021

10/10 Excellent

Elisa T.

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

Great stay!

Beautiful property. Lay out of house was perfect for our 2 families. Chef’s kitchen. Pool area was lovely. Diane, the property manager, was great. Air conditioning issue was addressed right away.
Stayed 7 nights in Jun 2021

10/10 Excellent

Mary Beth R., Cincinnati, OH

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

Rock Hall

Would stay there again!
Stayed 6 nights in Jun 2021

10/10 Excellent

Andrea S.

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

Coastal PARADISE

This property has it ALL for a memory making family get away - from the picturesque coastal views to the variety of leisure activities to the spacious & open floor plan. Our family loved the kayaks, nature watching, poolside lounging and the idyllic local shops and restaurants. The huge kitchen, large bedrooms with comfortable beds made everyone happy with ample space for alone and together time. With only a 2 hour drive from DC, it’s a perfect city getaway. We can’t wait to return when it’s warmer, but this special spot would be a four season delight. Thank you to the hosts for sharing your unique and delightful property! It’s a gem.
Stayed 1 night in May 2021

10/10 Excellent

John F.

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

Incredible seaside retreat

We just loved our time at this amazing property. Beautiful house with great family space, a large, well equipped kitchen and incredible views of a quiet inlet leading to a larger bay. We sat for hours just enjoying the vista (which included incredible birds such as great blue herons, ospreys and even a bald eagle!)The grounds are just beautiful with lovely gardens and a very large, well placed pool with lounge chairs. The house itself is warm but expansive with plenty of room for a large family. Great things to do as well. The house has its own dock to sit and have coffee and watch over the bay. We kayaked twice with home's kayaks and road the house's bikes into town. There is a nice little beach that is walking distance on the ocean side. We have done quite a few vacation rentals and this is an excellent value, especially when considering all that comes with the home.
Stayed 2 nights in Apr 2021

10/10 Excellent

Juan G., Washington

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

Amazing and beautifully appointed waterfront paradise in Rock Hall

We are so happy to have stayed at this special house in Rock Hall, MD. The place is very impressive, exceeding expectations, pictures probably do not capture the beauty and uniqueness. We were lucky to find this perfect house, with nicely appointed social areas and bedrooms, great outside areas, a long pier with an osprey nest now occupied temporarily by geese who will hopefully vacate soon and allow the osprey in. The sunrise is picture perfect, and the bird life is unique; there are so many birds rivaling the very nice Eastern Neck Wildlife Refuge which is worth an afternoon visit. Lots of light and many options for inside and outside spaces to relax and enjoy. The property management and communication were superb. The drive into Rock Hall after crossing the Bay Bridge is beautiful, and a stop in Chestertown and its bakery and Saturday farmer's market highly recommended. I can only say our stay is the first of many, hopefully.
Stayed 2 nights in Apr 2021

About the host

Hosted by Diane Oliver

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback