Waterfront holiday rentals in Talbot County

Find and book unique waterfront rentals on Airbnb

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Popular amenities for waterfront rentals in Talbot County

Waterfront apartment rentals

Top guest favourite
Private room in Cambridge
5 out of 5 average rating, 26 reviews

Waterfront Room at Happy Campers

DanielRating, 5 stars1 day ago
Went for Ironman 70.3. Was surprised on how beautiful the scenery was and how well kept the room/premises were. Had all the accommodations available to make the stay easy, such as bedding, toiletries, and essentials like bug spray haha. Definitely recommend for anyone looking for a getaway or place to rest. Hosts were extremely kind and thoughtful, greeting us and making sure are stay was comfortable. Even had delicious homemade cookies for us. Thanks for having us!
Flat in Cambridge

Cambridge Apt in Walkable Neighborhood

HeidiRating, 5 stars2 weeks ago
GREAT location within short time/distance for activities, dining and sites. The waterfront and near marina location made for beautiful, quiet walks and sunrises. Space itself set up well for time spent relaxing, cooking and sleeping; comfortable bedding, workable kitchen/dining area, A/C and ceiling fans located well to keep entire apartment comfortable. Would definitely stay here again!
Guest favourite
Flat in Annapolis
4.94 out of 5 average rating, 17 reviews

Crow’s Nest Cottage - Down Under: Chesapeake Bay

RickRating, 5 stars3 months ago
I cannot say enough about Paul! Proactive, great recommendations and an all-around fantastic fellow! My children, two dogs, and I had a wonderful time and would come back in a heartbeat! The place itself is immaculate and has a gorgeous view of the Chesapeake Bay. Minutes from the Naval Academy and an easy ride to the Greenbelt metro so we could catch a DC United game in the city.
Guest favourite
Flat in Wye Mills
4.77 out of 5 average rating, 65 reviews

⋘ Lakeside Apartment ⋙| Private+Cozy Setting |

LisaRating, 5 stars3 weeks ago
We gace veen staying at Kevin's place for several years bow for our fundraising ride for Moveable Feast. He always goes out of the way to make us feel welcome. The place is perfect for us we are grateful for Kevin, his hospitality, his communication, and his place
Guest favourite
Private room in Cambridge
5 out of 5 average rating, 22 reviews

Farm View Room at Happy Campers

SarahRating, 5 stars3 weeks ago
Cannot say enough nice things about this place! Hosts were very welcoming (fresh cookies included!) and their space was incredibly relaxing. While the yard and outdoor amenities were shared with the other guests, there was ample space in the yard between the adirondack chairs, lounge chairs, and hammocks. Hosts also have kayaks, floaties, lawn games, and bicycles for guests to use.

Waterfront house rentals

Top guest favourite
Home in Annapolis
5 out of 5 average rating, 38 reviews

Peaceful Waterfront Home in Annapolis 3BR 2BA.

Karina And ClintRating, 5 stars5 days ago
Gwen’s peaceful waterfront retreat was truly just that—peaceful and relaxing! From the moment we arrived, we felt welcomed and at home. Gwen was a gracious and responsive host, making sure everything was perfect for our stay. The property was filled with thoughtful touches and amenities that made our visit incredibly comfortable: a charming gazebo dining area, outdoor kitchen, a coffee bar, fresh flowers (such a lovely touch!), and more. The beds and bedding were comfortable, ensuring a great night’s sleep. The neighborhood is beautiful and quiet, with access to a private beach area that made the whole experience feel extra special. The highlight of our stay was undoubtedly the incredible dock experience—sitting right on the water, surrounded by nature, with comfortable chairs perfectly placed to enjoy morning coffee, afternoon sun, or stunning sunsets. Highly recommend for anyone looking to unwind in a serene waterfront setting!
Guest favourite
Home in Cambridge
4.88 out of 5 average rating, 52 reviews

Waterfront, amazing views, pier, fishing/crabbing

SandyRating, 5 stars9 months ago
The house are clean, bright with a great view. We had a wonderful time and were lucky to have wonderful weather during our stay! We also had a lot of fun playing Mad Gab and other games in the games chest. We were successful in catching some fish and plenty of crabs. It was a great vacation. We enjoyed it very much.
Guest favourite
Home in Easton
5 out of 5 average rating, 50 reviews

Tuckaway Cove. Summer openings & a new kitchen!

TracyRating, 5 stars3 weeks ago
Seven college friends spent a long weekend at Tuckaway Cove to celebrate our 65th Birthday year! We could not have asked for a better location or have had better accommodations! The decor was beautiful, and the home was spacious enough for us play games in the dining room or screened-in porch or to spread out when we needed a little reading time! We are all foodies so cooked several meals while there and we were all jealous of the newly renovated, high-end kitchen! We never expected to be able to be in the pool as much as we were although a pretty severe storm passed through while there. Annette reached out to see if we were all okay! She also offered us recommendations for dining out. We were close to Easton as well as St. Michael's and had the opportunity to explore both of those towns. The whole experience was just wonderful! We had a truly amazing opportunity to share some fabulous memories with friends in an unforgettable setting!
Guest favourite
Home in Stevensville
5 out of 5 average rating, 7 reviews

Beach and bay views at one-level Waterfront home

BenRating, 5 stars3 weeks ago
This property is beautiful inside and out. You truly cannot beat the outdoor space. I could spend entire days sitting out back and looking at the bay. The interior was spacious and had everything you could need. Everything was clean and tidy when we arrived. The shower in the main bedroom was a particularly nice feature. The check in and check out instructions were clear and easy to follow. The host was perfectly communicative before and during the stay. I would not hesitate to book this property if you’re looking for a relaxing escape.
Superhost
Home in Queenstown
4.81 out of 5 average rating, 157 reviews

Bay Breeze Retreat

TobyRating, 5 stars2 weeks ago
Fabulous views of Chesapeake Bay, pool was great, deer everywhere, house was spacious with three living areas. Would definitely stay there again.
Superhost
Home in Grasonville
4.75 out of 5 average rating, 4 reviews

Relax - Eastern Shore Creek Home - 3 Br, 3.5 Ba

MeghanRating, 5 stars2 weeks ago
Very responsive host! Amazing home, felt brand new and very clean! Loved the loft area and great restaurants nearby!
Top guest favourite
Home in Cambridge
5 out of 5 average rating, 34 reviews

Serene getaway with great waterfront views!

EugeniaRating, 5 stars8 months ago
We recently had a wonderful stay at Travis's place, and we couldn't have felt more at home. The house is not only beautiful but also comfortable, making it the perfect retreat. It’s one of the best-stocked homes I’ve encountered on Airbnb, which made our stay even more enjoyable. Travis was a wonderful host, always responsive and ready to assist with any questions. I truly hope to return in the future. Thank you, Travis, for hosting us in your lovely home!
Guest favourite
Home in Chester
4.95 out of 5 average rating, 95 reviews

Waterfront Farmhouse Meets Modern Luxury

TrishRating, 5 stars1 week ago
The house is beautiful and worked well for our family. The host was very helpful and responded quickly to any questions we had. The grounds are lovely and very peaceful. Pictures don’t do this property justice.

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