
Pet-friendly vacation rentals in Talbot County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Talbot County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Talbot County pet-friendly home rentals
Pet-friendly house rentals

Saint Michaels Waterfront Home
Great location,* quiet, with lovely view (on water). King bed and comfortable sofas. (*1/2 way between Easton and St. Michael's.) Brandon was a responsive host. Enjoyed tasty dinner at Bistro restaurant.

Book for CW Water views, parking, porch, dogs ok
The place was perfect and we loved watching the sunrise over the bay every morning. Nice quiet neighborhood and great fenced in backyard for the dogs. The house was as described and looks like the photos. The host was very responsive and helpful! Would definitely recommend this home to anyone looking to come to the Annapolis area.

Waterfront, amazing views, pier, fishing/crabbing
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.

Cheerful Cottage Home in Beach Community
Heather was a wonderful host and was so proactive with making sure we knew exactly how to find her rental and get in the house with no issues. We have stayed at quite a few properties in Annapolis and this is the one we will look for availability first during our future stays.

Serene getaway with great waterfront views!
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!

Waterfront Chesapeake mansion - Panoramic Bay view
Wonderful home! My family and I really enjoyed everything about it. The views are beautiful and the house large but also cozy Highly recommend!

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!

Modern Island Escape by the Bay
The home was clean and spacious for a group of four. Neighborhood was quiet and conveniently located close to restaurants and wedding venues without the noise and congestion.
Pet-friendly home rentals with a pool

Crow’s Nest Cottage - Down Under: Chesapeake Bay
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.

"Goose Landing" Waterfront Retreat
This was a great vacation. This place has it all from the pool to the kayaking, fishing, crabbing and the late night fires were we all just sat around the fire and enjoyed the time together. The house was awesome, plenty of room for all. The family had a great time. Definitely would rent this place again.

Easton Getaway!
Jenny was a great host. She provided proactive and responsive communications and made our stay easy. Everything was clean and in great condition, and there was plenty of space both inside and around the broader property, a perfect escape for the holidays for my family and my brother’s. The place is infant/toddler and dog friendly. We also appreciated the late checkout, not a necessity but a rare, appreciated convenience. We would definitely look to stay here again!

Waterfront Bliss: Ultimate Tilghman Retreat
Keith was so super sweet! Always texted back if I had a question. He was welcoming since our first contact. The house was amazing. It felt like home and we treated like home. Definitely will be back again. Absolutely stunning!!

Waterfront stay in Kent island
Gorgeous views on the water and really spacious home! There was actually a whole new master suite that was just added to the home and it was lovely. Close to Stevensville town and very peaceful setting.

Easton / St. Michaels Retreat
This property was amazing! My family and I really enjoyed our stay and the kitchen was fantastic. The view of the river were just breathtaking. The home was comfortable and clean. The home felt bigger than what the photos portrayed. Paul was amazing to work with and communicated just the right amount. I would highly recommend and would stay here again!
Private, pet-friendly 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!

Modern Cambridge Cottage: Walk to Town, Waterfront
Heide’s, place was immaculate !! We were able to check in a hour early! The pictures are just that, space was clean , Evolve as well as Heide were both responsive! The only thing is the shower, where you can’t really get a distance from the water and the placement of the seating in the shower. Other than that everything was GREAT! Utensils as well as pots and pans to cook with were made available! Would definitely stay again! Thank you all!

High St. Art Gallery Suite
This was a great home base to explore the Shore. Easy access to Blackwater Refuge, Tubman museum, and downs town spots in Cambridge. I’d definitely stay here again.

Your “Happy Place”
Loved the place & Tilghman Island Great Retreat Close to St Michaels, but more laid back

The Middle Point Cottage at Saint Michaels
We had a delightful stay at Nick’s place. The interior is unbelievably charming- it is clear that they have an eye for interior design! There were plenty of towels, a well stocked kitchen, and plenty of basic necessities. The beds were comfortable and the host left helpful instructions for the area and home. 10/10 we would come back again!

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.

Water View Home in quiet neighborhood
Julie and her husband were amazing. The house is the nicest I have ever stayed in as an Airbnb. It had everything you could ever need and more. Felt like a luxury hotel and I am particular! Highly highly recommend!

Little Brick House
Stayed for Ironman Maryland 2024. Rachael was magnificent host. Check-in was incredibly streamlined. Her home was cozy and conveniently located close to transition which made everything incredibly easy. Thank you again for a wonderful stay, Rachael!
Destinations to explore
- Rentals with a kayak Talbot County
- House rentals Talbot County
- Rentals with a patio Talbot County
- Apartment rentals Talbot County
- Beachfront rentals Talbot County
- Rentals with a fireplace Talbot County
- Rentals with a fire pit Talbot County
- Rentals with breakfast Talbot County
- Waterfront rentals Talbot County
- Rentals with outdoor seating Talbot County
- Rentals with lake access Talbot County
- Rentals with a hot tub Talbot County
- Rentals with pools Talbot County
- Rentals with beach access Talbot County
- Rentals with a washer and dryer Talbot County
- Kid-friendly rentals Talbot County
- Pet-friendly rentals Maryland
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes