Pet-friendly vacation rentals in Talbot County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Talbot County pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
A serene front porch is highlighted, featuring a white swing suspended from the ceiling. The light blue exterior of the house contrasts with the natural greenery and wooden details. Large windows with white shutters allow for ample natural light.
Home in Newcomb
4.98 out of 5 average rating, 51 reviews

Saint Michaels Waterfront Home

EmilyRating, 5 stars4 days ago
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.
Superhost
Home in Annapolis
5 out of 5 average rating, 14 reviews

Book for CW Water views, parking, porch, dogs ok

MichelleRating, 5 stars2 months ago
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.
Guest favorite
A wooden dock extends over the calm water towards a two-story house with a blue roof. The house features large windows and is surrounded by a well-kept lawn and flower beds. Adjoining structures can be seen in the background, enhancing the waterfront setting.
Home in Cambridge
4.88 out of 5 average rating, 52 reviews

Waterfront, amazing views, pier, fishing/crabbing

SandyRating, 5 stars7 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 favorite
A wooden dining table is surrounded by several chairs on the spacious deck, with a large umbrella providing shade. Potted plants and a fire pit are visible, creating an inviting outdoor area. The sunlight streams through the trees, enhancing the serene atmosphere.
Home in Annapolis
4.97 out of 5 average rating, 32 reviews

Cheerful Cottage Home in Beach Community

RonaldRating, 5 stars5 months ago
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.
Top guest favorite
A living area features soft green walls complemented by bright artwork. A light gray sofa adorned with decorative pillows is positioned next to a woven chair. A window with patterned curtains allows natural light, while a small potted plant adds a touch of greenery.
Home in Cambridge
5 out of 5 average rating, 34 reviews

Serene getaway with great waterfront views!

EugeniaRating, 5 stars7 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!
Top guest favorite
Home in Stevensville
5 out of 5 average rating, 34 reviews

Waterfront Chesapeake mansion - Panoramic Bay view

AndreaRating, 5 stars4 days ago
Wonderful home! My family and I really enjoyed everything about it. The views are beautiful and the house large but also cozy Highly recommend!
Top guest favorite
Home in Oxford
5 out of 5 average rating, 41 reviews

Stewart Ave Retreat

AbbieRating, 5 stars2 weeks ago
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!
Guest favorite
A spacious kitchen features a large central island with seating for four. Bright cabinetry complements the marble countertop, with pendant lighting overhead. Two vibrant artworks adorn the walls, adding visual interest to the neutral color palette. Natural light floods in through large windows.
Home in Stevensville
4.93 out of 5 average rating, 61 reviews

Modern Island Escape by the Bay

LisaRating, 5 stars6 months ago
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

Guest favorite
Apartment in Annapolis
4.94 out of 5 average rating, 17 reviews

Crow’s Nest Cottage - Down Under: Chesapeake Bay

RickRating, 5 stars1 month 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 favorite
A single-story house is set against a clear blue sky, surrounded by lush green lawns and mature trees. A gravel driveway curves gently leading to the entrance. The property is located near a calm waterway, enhancing the serene country setting.
Home in Cambridge
5 out of 5 average rating, 10 reviews

"Goose Landing" Waterfront Retreat

JohnRating, 5 stars8 months ago
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.
A modern farmhouse with a light-colored exterior is set on a spacious gravel driveway, surrounded by well-maintained grassy areas. Large trees and a scenic landscape enhance the outdoor setting, while the sky is adorned with gentle cloud formations.
Home in Easton
5 out of 5 average rating, 3 reviews

Easton Getaway!

RobRating, 5 stars4 months ago
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!
Guest favorite
Home in Tilghman
5 out of 5 average rating, 9 reviews

Waterfront Bliss: Ultimate Tilghman Retreat

SandraRating, 5 stars1 week ago
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!!
Home in Stevensville
4.5 out of 5 average rating, 4 reviews

Waterfront stay in Kent island

KatieRating, 5 stars2 months ago
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.
Home in Easton
4.9 out of 5 average rating, 20 reviews

Easton / St. Michaels Retreat

KrystalRating, 5 stars5 months ago
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

Guest favorite
Home in Easton
5 out of 5 average rating, 8 reviews

Ferry Bridge House

ColleenRating, 5 stars4 months ago
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!
A gravel driveway winds through a verdant landscape, leading to a charming yellow house framed by tall trees. Lush greenery lines the sides, while a black fence borders the property, enhancing the peaceful outdoor setting.
Loft in Cambridge
4.81 out of 5 average rating, 27 reviews

Modern Cambridge Cottage: Walk to Town, Waterfront

AnnaRating, 5 stars1 month ago
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!
Guest favorite
A cozy corner of the suite is highlighted by two pink upholstered chairs, situated on a richly patterned rug. A mirrored console table reflects light, and a decorative door features an artistic mural of figures. Glass-paneled cabinetry provides additional storage and charm.
Home in Cambridge
4.85 out of 5 average rating, 55 reviews

High St. Art Gallery Suite

LauraRating, 5 stars3 weeks ago
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.
A screened porch features comfortable seating, including a white wooden bench and a lounge chair with red and white patterned cushions. Sliding glass doors provide access to the interior, and exterior lighting enhances the space's ambiance.
Home in Tilghman Island
4.8 out of 5 average rating, 5 reviews

Your “Happy Place”

PattiRating, 5 stars18 months ago
Loved the place & Tilghman Island Great Retreat Close to St Michaels, but more laid back
The exterior of the cottage features a charming grey facade with a pitched roof, surrounded by greenery. A well-maintained yard is enclosed by a white picket fence, while a screened-in porch offers a relaxed outdoor space. A gravel driveway is visible alongside the home.
Cottage in Neavitt
4.87 out of 5 average rating, 141 reviews

The Middle Point Cottage at Saint Michaels

OliviaRating, 5 stars3 months ago
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!
Top guest favorite
Houseboat in Stevensville
4.94 out of 5 average rating, 51 reviews

Chesapeake Houseboat Getaway

RichardRating, 5 stars2 months ago
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.
Top guest favorite
Home in Cambridge
4.97 out of 5 average rating, 32 reviews

Water View Home in quiet neighborhood

LindaRating, 5 stars7 months ago
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!
A spacious backyard is visible, featuring a picnic table made of wood and a red door on the adjacent building. Lush greenery surrounds the area, with a playset and a trampoline seen in the distance, providing an inviting outdoor space.
Home in Cambridge
4.97 out of 5 average rating, 38 reviews

Little Brick House

JustinRating, 5 stars7 months ago
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!

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