
Beachfront vacation rentals in Talbot County
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Top-rated beachfront rentals in Talbot County
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Popular amenities for Talbot County beachfront rentals
Pet-friendly beachfront home rentals

Ferry Bridge House
Beautiful property - everything was just as advertised and more. Spacious bedrooms with comfortable beds. Quiet, private location with gorgeous views. The hosts were exceptional - very gracious, thoughtful and accommodating to any possible need. We were delighted to find the house so beautifully decorated for Christmas. It made for a very special stay. Thank you!

Charming Craftsman -Iron/EagleMan Start 2 Blocks
Nice 100yr old house. Everything was great with our stay.

The Bayside Cottage STRN 23-3
Nice, cozy place for two and a pup. Gorgeous views directly on the bay, especially from the bedroom. Very clean and stocked with everything one would need - nice furniture and the gas fireplace was lovely. Perfect spot for a quiet winter getaway.

Chesapeake Houseboat Getaway
The houseboat was everything and more than the description. If you are looking for a great winter get away this is a perfect place to go to. You can kick back and relax or stay busy shopping and seeing the historical towns in the are. St Michaels and Easton are a short ride away. The restaurants are very good no matter what price range you are looking for. The shopping is great with many interesting small shops. I will certainly be back to the houseboat later this year.

Cozy 3-bedroom cottage steps away from the water.
Beautiful, clean home ! Nice new appliances and comfortable stay !

Cozy Townhouse on Cambridge Marina
Perfect location. Amazing host. We will 100% be back!

Stewart Ave Retreat
Our stay was wonderful. Nanette, was an amazing host and extremely accommodating. The house is beautiful and great for dogs. The town of Oxford is stunning and the locals are very friendly. We definitely would stay here again!
Beachfront home rentals with a pool

Charming RV With A Water View
Andy was an awesome host! He checked in with us in the mornings to see if we needed anything (via text). They also had some great recommendations for us since we were out-of-towners. Would not hesitate to book with Alice and Andy again if we are ever in the area!

St. Michaels Harbour Inn - Premium King WF Suite
If you’re looking for a getaway that is quiet and has a great view, this is a great place for you. Our suite was spacious. Loved the fireplace and the jacuzzi tub. Views of the sunrise/sunset on our balcony facing the marina was spectacular. It’s a very short drive and 10 min walk to the town’s Main Street. Local restaurants are fabulous! With it being off-season, the restaurants have varying hours so be flexible on what’s open and what you’d like to eat. This made for a great long weekend getaway.

The Anchorage Bed & Breakfast
I'm super picky but this place was exceptional. The space was immaculate. Wonderful stay. Beautiful property. Bright, spacious apartment complete with a kitchen, dining table and even washer and dryer. The bed was super comfortable and the shower had great water pressure. Breakfast was yummy! Very kind hosts who accepted a last-minute booking. Enjoyed sitting around the fire pit watching a beautiful sunset over the Choptank River. Easy access to various small towns in the area. Great experience and would definitely stay again!

10 Minutes to St. Michaels with a Private Pool
We had a great weekend a gain. Enjoying Christmas in St Michaels. Your home is beautiful. We ate at Ava’s, Limoncello, Carpenters and Talbots. Shopped on Sunday. Highly recommend the house tour. She you again soon.🥰

Grandview - Cottage 1B, Queen Bed, Pool, Bay, WIFI
A nice peaceful place to stay. Easy to get into town. A little tricky to find the first turn off the main road, but once you see the sign it makes sense. Would bring everything you need including ingredients to cook (sugar for coffee, salt, etc). But cleaning supplies are there and it's all very comfortable.

Grandview - Cottage 1A, King Bed, Pool, Bay, WIFI
This is a beautiful little gem right by the waterfront and very close to St. Michael. We loved it! So cosy, relaxing and peaceful. The overall property is amazing. We will be back!
Private beachfront home rentals

Peaceful Waterfront Home in Annapolis 3BR 2BA.
Gwen was one of the friendliest, most responsive, proactive hosts we’ve ever had. Fantastic place. Incredible views with your own private pier right on the Bay! Calm, peaceful, modern vibe in this well-appointed home. Everything was incredibly well organized/stocked. Best coffee and tea set up I’ve seen at an Airbnb. Huge, open kitchen and huge family room for relaxing as a group. Loved the swinging bench outside and the shaded cabana. Didn’t get to use the fire pit this time, but loved that there was one. Thank you, Gwen- we’ll definitely be back!

"Riverside Retreat"
I had such a great stay at this property and Doug was a great host! The location is fantastic—it's in a friendly, welcoming community that's just a short walk to great restaurants and coffee shops, which was super convenient. The space itself was clean, comfortable, and had a cozy, inviting vibe that made me feel right at home. If you're visiting Cambridge, Maryland, I definitely recommend staying here—it’s the perfect spot for a relaxing getaway. Would stay again in a heartbeat!

Charming Cambridge Home and Garden
We rented a week at Nancy’s house for Ironman Maryland. Wow, what a great place! This was by far the best house we rented for an Ironman, and we did a lot of renting. The house is just between the transition area and the Ironman village. Perfect for 2 couples. Plenty of space and privacy. You can park 2 and even 3 cars. You have a garage for your bike. Etc etc etc. I recommend this place any time. Luc

Tilghman Retreat: A house on the Chesapeake Bay.
This was our 4th time sharing this great property. The house has all you need, plenty of places to get some private time. We love the backyard, fire pit, pier and gorgeous views. This year we brought a soccer net. You cannot beat this place.

*Waterfront Sunset Bayview* sleeps 6
Beautifully designed house highlighted the stunning view of the bay. Cozy and clean, couldn't have asked for more!

Town Creek Hideaway +Boat Slip
There were a lot of thoughtful touches- the bathroom had everything I could have needed. The kitchen was fully stocked and everything I wanted for my morning coffee was all set. The apartment was comfortable and complete. The neighborhood is nice and quaint- I love the cottages and historic buildings of Oxford. Thank you for giving me extra time on Sunday before my performance.

• Peaceful Point • A relaxing waterfront retreat
Joanna was an excellent host, and the home was such a beautiful, quiet retreat for our family while we were attending a wedding in the area. The home was beautiful and cozy, and the scenery outside was so calming. We wished we could have stayed longer, and we hope to book again for fun some other time!

In Town Waterfront Nature Retreat in Cambridge, MD
If you’re looking for a tranquil, beautiful and well organized home away from home, this is the place! The view is spectacular, the property is pristine, the house is cozy but not cluttered. If you need it, Lia thought of it AND labeled it so you can easily find it! We had a lovely time with our family here, and we would definitely return! Book it while you still can!
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- Nationals Park
- The White House
- Lincoln Park
- National Mall
- Hampden
- National Museum of African American History and Culture
- Sandy Point State Park
- Smithsonian American Art Museum
- Smithsonian National Museum of Natural History
- Big Stone Beach
- Patterson Park
- National Air and Space Museum
- Washington Monument
- National Harbor
- Oriole Park at Camden Yards
- District Wharf
- Heritage Shores
- Six Flags America
- American African Museum
- Meridian Hill Park
- Killens Pond State Park
- M&T Bank Stadium
- Gerry Boyle Park
- Quiet Waters Park