
Waterfront holiday rentals in Kent Island
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Top-rated waterfront accommodation in Kent Island
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Popular amenities for Kent Island waterfront rentals
Waterfront apartment accommodation

RIVER WATCH
It was an extremely lovely apartment overlooking the beautiful Chester River! The apt was spotless, warm, inviting & had lots of amenities. Walter was beyond helpful: he rescued me when my rental car broke down out of town on the highway in the rain. You can’t ask for more than that!! Thank you for a wonderful stay!!

Relaxing Waterfront Apartment!
WOW! My family and I cannot say enough great things about Jeanne's Airbnb already planning our next trip! First off the property is an oasis in itself with a massive deck overlooking the inlets of Chesapeake Bay we woke up every morning to a beautiful blue heron eating breakfast right on the dock, having access to kayaks to explore the waterways was a huge bonus too, not to mention the gazebo with a fire pit we enjoyed roasting marshmallows and talking about the days adventures as a family. The inside of the Airbnb is extremely well thought out with every amenitie that anyone could ever ask for, from a well stocked and equiped kitchen, to the king size master bed with luxurious soft linenes, to the heated fan that greets you after a perfect water pressure shower. Seriously, this place is perfect a hidden gem for sure with easy access to so many wonderful Maryland attractions. Can't say enough great things about this experience and Airbnb can't wait to return!

One bedroom apartment in Annapolis
Lisa’s place was amazing! My daughter and I had a great visit. The location is perfect for going into Annapolis. We will definitely be back. Thank you for a great few days!

⋘ Lakeside Apartment ⋙| Private+Cozy Setting |
Host was responsive, rental was as pictures with no surprises and clean upon arrival. Would stay there again

Heron Roost
This was unanimously our family's favorite AirBnB! Dana and Mike are the dream hosts! Our accommodations prior to our scheduled arrival were cancelled last minute and they immediately jumped in to help. They were extremely considerate of our privacy whilst being right next door but also quick to respond when we reached out to them. We could not of asked for a better mini-vacay in the middle of our travels. The beautiful surroundings, welcoming accommodations and hosts, attention to detail throughout amenities and decor, and impeccable cleanliness were top-notch. We really enjoyed the heated pool too. The kitchen and grill were easy to navigate and stocked with all essential items needed to prepare meals. The Monocle Meat Company and Lovepoint Deli & Wine are great local shopping options. If cooking is not in your plans, Avanti has amazing pizza. Thank you Dana and Mike for going above and beyond to make us feel at home! Heron Roost is now our must stay place when visiting MD.

Celebrate Summer by Your Private Pool
Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.

A unique place on sue creek
This place was so peaceful. I really felt comfortable and relaxed. It’s a very beautiful area.

Waterfront Romantic Studio
Michaels place was amazing enjoy every minute of it wish I could had stayed longer but I know for a fact when I come back I will be staying here.
Waterfront house rentals

Coastal Oasis On The Chesapeake, King Bd sleeps 12
My mom, sisters, friends and I enjoyed a relaxing fun filled time at the Coastal Oasis at the Chesapeake for our Mother's Day Retreat. The view is amazing and truly can be seen from every room in the house! Being able to see the beauty and calmness of the water helped each of us kick back and let the stress melt away. The big dinning room table allowed all of us all to enjoy breakfasts, dinners and touching conversations together. My guests loved the décor and raved about every detail. The beds and furniture were comfortable and house clean. I would definitely come back!

Chessie Cottage - Chesapeake Bay
We had the BEST time staying at this beautiful home this past weekend while we were in town for a wedding. The location is absolutely perfect for a peaceful weekend on the water and this house is a DREAM. Thank you so much for letting us stay at your incredible home!

Waterfront, Dog-friendly, Hot Tub, Peleton
This was our second time staying at Kimberly’s home, and it was just as magical as we remembered. The views of the water are absolutely stunning—whether you’re enjoying your morning coffee or winding down in the evening, it’s hard to look away. The location is perfect: peaceful but just a short walk to shops and restaurants. We also really appreciated the Peloton and treadmill—such a bonus for staying active during our trip. Everything was spotless and thoughtfully prepared. Honestly, we didn’t want to leave. Already looking forward to our next visit!

Sunset Breezes - quiet waterfront retreat
Scott and Melinda's place was perfect for a peaceful getaway for our family of 5. The water was so nice to wake up to and fall asleep hearing the water move by! The thought of all the basic needs and had everything easily accessible from fresh eggs from their chickens, a great variety of coffee pods and creamer, and all the other small needs that come up while staying in an airbnb. This was great since it is off the beaten path. If you are looking for some peaceful family time or a secluded retreat with friends, this is a perfect place!

Away at the Bay: New Home on the Chesapeake Bay!
Cannot put into words how wonderful our time was at Away at the Bay! Just left my soon-to-be SILs bachelorette trip and the entire weekend was nothing short of incredible. Thank you so much to Ryan and Eric for creating such a wonderful experience in a place that truly feels like home but BETTER! Memories we will cherish forever.

Luxury Modern Home on Water+Hotub- Annapolis 25min
This house was perfect for our large family. It had everything we needed and was very comfortable. The place was very clean and nicely decorated. The kitchen is well stocked with plenty of dishes and cookware for a large group.

Bayou on the Bay
Very nice stay!! We enjoyed the place and thought it was super nice. Would highly recommend

Bayside Escape
Our family of 3 had an amazing vacation on our 4 day stay. It was so peaceful and relaxing. The place was exceptionally clean and organized with everything needed. Amazing views on the water and pool was great. We had some rainy weather but still managed enough dry time to enjoy the pool and outdoors
Waterfront condo accommodation

Historic Federal hills urban lifestyle
I was impressed by how clean and uncluttered Ricky’s place was. It was definitely a benefit that parking was included, though it was a little awkward loading and unloading and getting to and from the parking garage. Garage was a block away and secure with lots of cars nicer than mine haha.

Ità Vero DC 1-Bdrm Lux Apt
All I can say is AMAZING! The view’s looking over the water, the building was like a 5 star hotel, concierge etc…. This is a perfect spot to relax and take a breather ❤️❤️❤️❤️❤️

Harbor Gem
We stayed at Gerald's wonderful Airbnb for our daughter's surgery at JH Hospital and it was perfect in every way. It is one of THE best Airbnb's we've stayed in, and we've stayed in many all over the world. His place is clean, stylish yet comfortable (including the mattresses), and well stocked, with lots of appreciated amenities. As a host, Gerald is very helpful, communicative, accomodating, and friendly. It is clear he values and prioritizes his guests' comfort and experience. It is conveniently located - walking distance to everything the Inner Harbor offers, Camden Yards, and much more. We definitely plan on returning to Gerald's place (under better circumstances)!

Charming Annapolis Waterfront Condo
Great host, great location. Walkable to great restaurants as right over the bridge from Main Street Annapolis. The pool is literally right in front of the apartment overlooking the water and the boats going by. The place is not huge but location, location, location.

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
My family & I booked for three nights. Thought it was a beautiful and private little area, and just a couple steps away from the beach and a pool. Very quiet and away from noise which was a plus. The house itself was lovely and mostly clean. There were board games available and my kids had a fun time playing with them. We enjoyed barbecuing using the grill provided on the balcony which was nice as well. A plenty of towels and anything you need in the kitchen! Other than a full trash bag left over in the kitchen, finding some clothing items from other guests (I’m assuming) in drawers, and the keurig having what looked like mold inside. Pretty small things when looking at the big picture though. Will most likely come again & we enjoyed our stay!

Waterfront Eastport Condo w Rooftop Pool & Parking
Sean’s unit is an amazing option for those who love a great place to relax with an amazing view. Sean is a great host and very communicative.

Historical Georgetown Modern Penthouse 12 min DCA
Wonderful location in the heart of Georgetown. The place lacked a living room but this was very clear in the description of the place so all good! Walk out and enjoy Georgetown and DC!

Beach Haven Hideout
What a perfect weekend get away. The place was perfect. Extremely comfortable beds, lots of pillows and two deck areas outside. We cooked outside 2 nights - and loved seeing the bay from the deck. We used the nearby tennis and basketball courts, and spent the days visiting wineries and neighboring towns, and driving through the countryside. Groceries and restaurants require some planning and some driving. Loved our stay!
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- Nationals Park
- The White House
- Betterton Beach
- National Mall
- Georgetown University
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Hampden
- District Wharf
- Smithsonian National Museum of Natural History
- M&T Bank Stadium
- Sandy Point State Park
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- Great Falls Park
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Congressional Country Club
- Quiet Waters Park