Waterfront holiday rentals in Queen Anne's County

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Queen Anne's County waterfront rentals

Waterfront apartment accommodation

Guest favourite
Apartment in Chestertown
4.98 out of 5 average rating, 107 reviews

RIVER WATCH

PeggyRating, 5 stars4 weeks ago
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!!
Apartment in Greensboro
4.93 out of 5 average rating, 110 reviews

Awesome River House Waterfront Apartment

JenniferRating, 5 stars45 months ago
We have nothing but praise and gratitude for this lovely river hideaway in the woods after our weeklong restorative "working vacation" there. The apartment is cozy and comfortable, the surrounding area is beautiful, the hosts are lovely, and despite the feeling of privacy and "middle of nowhere" there are great stores, restaurants, area attractions, etc. all nearby. We loved drinking our morning coffee on the floating pier while watching the early morning mist (and chevrons of geese) rising from the river. We loved kayaking and swimming throughout the day from steps away from our apartment door. We loved being greeted by BIRDS BIRDS BIRDS in the nearby trees and feeders every time we stepped outside. And we absolutely loved sitting by the beautiful outdoor chiminea fire at night! We will be back. Thank you Helen, Peter, Sophie, and Moose!
Guest favourite
Apartment in Wye Mills
4.77 out of 5 average rating, 66 reviews

⋘ Lakeside Apartment ⋙| Private+Cozy Setting |

TimRating, 5 stars1 week ago
Host was responsive, rental was as pictures with no surprises and clean upon arrival. Would stay there again
Top Guest favourite
Apartment in Stevensville
5 out of 5 average rating, 49 reviews

Heron Roost

EmilyRating, 5 stars2 weeks ago
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.
Apartment in Chester
4.71 out of 5 average rating, 7 reviews

Kent Narrows Cozy Condo

NicoleRating, 5 stars1 week ago
Dana's place was perfect for where we wanted to be! Close to our fishing charter, restaurants, walking distance to a beach! It was clean, cozy and quiet!

Waterfront house rentals

Top Guest favourite
Home in Chestertown
5 out of 5 average rating, 23 reviews

Chestertown Watson Family Farm

LukeRating, 5 stars5 days ago
We had a great time. The view is one of the best we have stayed at. The hosts have thought of almost everything you could need or want to do. Our kids wanted to come back just to do more of the activities. The interior is obviously dated but it is thoughtful, functional, and clean. We felt cozy and at home! We will be back!
Guest favourite
Home in Millington
4.93 out of 5 average rating, 30 reviews

Lark's Nest on the Chester River

LaurelRating, 5 stars5 months ago
This was our second time at Leone's beautiful spot on the Chester River and it did not disappoint! It's such a beautiful place and beautiful location -- we absolutely love it!! Thank you Leone!!!
Superhost
Home in Queenstown
4.81 out of 5 average rating, 157 reviews

Bay Breeze Retreat

TobyRating, 5 stars3 weeks ago
Fabulous views of Chesapeake Bay, pool was great, deer everywhere, house was spacious with three living areas. Would definitely stay there again.
Top Guest favourite
Home in Grasonville
5 out of 5 average rating, 58 reviews

Bay Breeze - 3BR Waterfront Chester River Retreat

DawnRating, 5 stars4 days ago
Katie's house was beautiful. It was very clean, beautifully decorated and in a great location! We look forward to staying here in the future.
Top Guest favourite
Home in Chester
5 out of 5 average rating, 39 reviews

*Waterfront Sunset Bayview* sleeps 6

KellyRating, 5 stars1 week ago
The perfect mom and teen boy getaway! The house is on the water with gorgeous sunsets and super clean! My boys attempted fishing daily even without any luck. Altho we didn't kayak because of the choppy water, its great location (there's a ladder at the private pier or a public launch a few yards away) We cooked and ate in a few nights and also enjoyed a local spot on the water (The Narrows). The neighborhood was quiet, relaxing and peaceful. We enjoyed a visit to the Chesapeake Environmental center (abt a 12 min drive) which was a hidden treasure. The Chesapeake Outdoors (recommended by our host Jeremiah) was a great find for bait and info from the locals. Morning coffee on the patio and evening sunsets on the pier were some of my favorites, along with the spacious open floor plan (yet privacy with bedrooms). Jeremiah was super responsive and kind! We'll be back to kayak, fish more, enjoy the hot tub coming soon, the serenity and gorgeous sunsets! (maybe we'll even bring dad -LOL)
Top Guest favourite
Home in Chestertown
4.95 out of 5 average rating, 73 reviews

Waterfront w/ Hot Tub + Dock | Harbor View Haven

AmyRating, 5 stars2 weeks ago
Perfect place to relax and celebrate our daughter’s graduation. Would definitely stay there again! Thank you for sharing your home with us!
Top Guest favourite
Home in Annapolis
5 out of 5 average rating, 42 reviews

Bay Home in Annapolis with Private Dock

ToddRating, 5 stars2 weeks ago
Beautiful place, beautiful location. Joel thought of anything you could want.
Guest favourite
Home in Stevensville
4.86 out of 5 average rating, 56 reviews

Kent Island Waterfront Home

MichaelRating, 5 stars2 weeks ago
We really loved our stay! The house feels super cozy and has a lot of nice modern touches. The LED lighting throughout gives it a really relaxing vibe, and the big smart TVs were awesome for movie nights. The kitchen had everything we needed, and we appreciated the quality cookware and silverware. There were USB ports everywhere which was super convenient. But honestly, the best part was waking up and seeing the lake view for the first time—we arrived at night and were totally blown away when we saw it in the morning with a cup of coffee. The walkways and dock were great for enjoying the outdoors, and overall the whole place just felt peaceful and well thought-out. The hosts were really kind and attentive, and it showed. If you’re able to, we’d definitely recommend booking an extra day just to relax and enjoy the house—we were in town for a wedding and didn’t get as much time there as we would’ve liked. We’d love to come back!

Destinations to explore