Vacation rentals with a fireplace in Talbot County

Apartment in Stevensville

A spacious backyard features a sizable in-ground pool surrounded by lounge chairs and a shaded canopy. Lush greenery provides a serene backdrop, while a colorful mat adds a decorative touch to the outdoor space. Floating devices are visible on the water's surface.

4.98 out of 5 average rating, 274 reviews

Boutique by the Bay

MicheleRating, 5 stars5 months ago

Enjoyed our stay and appreciated all of the details like creamer in the refrigerator this morning. Tastefully appointed and very comfortable - exactly as pictured. We were in the area for a wedding and Diane was flexible and communicated throughout the reservation/stay. We would love to go back and stay longer.

An inviting outdoor area features shaded seating around a clear inground pool. Comfortable lounge chairs are positioned on a brick patio, surrounded by trees and landscaped plants. Tables with decorative elements add charm to the space, providing a relaxing environment.

4.98 out of 5 average rating, 51 reviews

The Pool House in Romancoke On The Bay

CathyRating, 5 stars5 months ago

Julie’s place was great!! When we arrived there was music on and the lamp lights for the two downstairs bedrooms were lit. It was such a nice touch and made the house feel warm and welcoming. She also left us fresh fruit, cereal bars, and pastries, which held us over until we were able to go to the grocery store. The house was very clean and looked even better than the pictures. Julie was responsive but also gave us privacy…we had some strong winds one morning and she needed to come check on the pool, but she waited until we had left for the wedding we were attending. There were 6 of us and we had plenty of room. Very comfortable. Short walk to the pier and quiet neighborhood. We would absolutely stay again!!

Superhost

A spacious, modern home is nestled amidst lush greenery, featuring a combination of outdoor patios and terraces. Trees and well-maintained shrubs surround the property, with a gentle slope leading to a vibrant green lawn, offering a serene and inviting atmosphere.

Home in Queenstown

5 out of 5 average rating, 9 reviews

The Perfect Waterfront Escape!

AnnRating, 5 stars4 months ago

As others have said, beautiful and spacious house with stunning views on the water! The house was clean, kitchen filled with all the tools for cooking (even things like wax paper, aluminum foil, all the spices you could think of, etc.), and we loved the ping pong table in the garage. The grounds were super peaceful and fun to walk around. We came in November so the pool was covered, but it was great to go out on the dock and kayak on the water. Not sure if it was the cold or not, but on some of the doors, the deadbolt was a little sticky and difficult to turn, so we just avoided these doors throughout our stay. We would love to come back in the summer time/when the weather is warmer to enjoy the pool! Also very much appreciated that we could bring our dog.

Guest suite in Tilghman Island

A serene waterfront view is captured, showcasing calm waters surrounded by greenery. A wooden dock is visible in the distance, with a grassy area leading down to the shoreline. A white railing frames the scene, creating an inviting atmosphere for relaxation.

4.96 out of 5 average rating, 140 reviews

Black Walnut Cove Retreat, Tilghman Island

PaulRating, 5 stars3 months ago

Great location with a beautiful water view. Quiet neighborhood. Place was very clean and well equipped with everything we needed. Our host Bill was friendly and helpful. My wife and I would definitely stay there again.

5 out of 5 average rating, 17 reviews

Home in Cambridge

Storybook 3/3 cottage, FP, 1 blk to water

ElizabethRating, 5 stars1 week ago

We enjoyed the house so much! It’s adorable and beautifully decorated. Karyn left gorgeous flower arrangements around the house, too. The location is ideal- quiet, very close to the water and not far from the middle of town. We will come back!

4.99 out of 5 average rating, 166 reviews

An outdoor fire pit is surrounded by white Adirondack chairs, set on a bed of white gravel. Low hedges line the perimeter, and soft lighting is positioned along the white picket fence, creating a cozy and inviting space for relaxation.

Home in Saint Michaels

Grace Cottage, Saint Michaels Walk to everything!

JohnRating, 5 stars3 days ago

Michelle is truly a Super Host. Incredibly responsive, resourceful, great local recommendations. The house on Grace Street is cozy and well-equipped, on a lovely street, nicely shaded for walking, a short distance to public pier access and plenty of bird-watching. The private fenced yard was welcoming at all hours, with good lighting, functional fire pit. We fell in love with Saint Michaels and we will be back. We tried some great restaurants including the Bistro, Limoncello, Ava’s, Gina’s, Foxy’s, the Galley, and the Fool’s Lantern. Great coffee at the Blue Heron. Highly recommend all of it!

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Popular amenities for Talbot County fireplace rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

5 out of 5 average rating, 8 reviews

Home in Easton

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!

5 out of 5 average rating, 13 reviews

Home in Annapolis

Charming 4BR, 3BA Steps from the water.

AiRating, 5 stars1 week ago

We were a group of seven across three generations, and this house was absolutely perfect for us! Having plenty of bedrooms and bathrooms made it so comfortable for everyone. The home was spotless and fully stocked with everything we needed—and then some! There were bikes, a stroller, and even a stroller wagon, which was such a thoughtful touch. The location couldn't have been better—we rode the bikes to the shore every morning and spent time playing with the badminton set. The backyard was nice and big. It was such a joy to relax outside and soak up the sun. Gwen was a fantastic host—always responsive and helpful. I would highly recommend this place to anyone looking for a comfortable and enjoyable stay!

4.88 out of 5 average rating, 52 reviews

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

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.

4.97 out of 5 average rating, 32 reviews

A tranquil waterfront scene captures a calm body of water under a soft sky. Patches of clouds are visible in the distance, and benches are placed on the grassy area, inviting relaxation. Trees frame the view, enhancing the peaceful setting.

Home in Annapolis

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.

Superhost

5 out of 5 average rating, 16 reviews

Stay & Play by the Bay - Sunsets- 4 KING Bedrooms

DonnaRating, 5 stars9 months ago

Donna was a terrific host, responded to my questions promptly and the one level house worked really well for my group who was in town for a family wedding. My mom needed the room with the hand holds in the shower and all of us enjoyed the king beds in the other rooms. The view is spectacular and we loved having the option to sit on the front or side porch depending on the time of day. The kitchen was stocked with everything we needed. We also liked the way the living room was set up with plenty of seating for our group. I would recommend this house!

5 out of 5 average rating, 44 reviews

Away at the Bay: New Home on the Chesapeake Bay!

MichaelRating, 5 stars4 weeks ago

Ryan was a spectacular hostess! She truly thought of everything we might need and had it available for us. Her recommendations were great and she was so responsive when we had questions. The house is so beautiful and such a peaceful location. We had a bunch of kids from ages under one to six-years-old and she had toys and spaces set up to keep them all entertained. We will be back for sure!

5 out of 5 average rating, 93 reviews

A view of the living space transitions into the adjoining kitchen area. Warm hardwood floors are complemented by a red seating arrangement and an ornate area rug. Light enters through the doorway, while a wooden cabinet adds character to the space.

Home in Saint Michaels

Shipwrights Cottage in Town!

KimberleyRating, 5 stars2 weeks ago

our weekend was great. The house was in a perfect location within close walking distance of the town and the Sea Glass festival! The house was cozy and comfortable and made our girls’ weekend lots of fun!

5 out of 5 average rating, 34 reviews

Waterfront Chesapeake mansion - Panoramic Bay view

AndreaRating, 5 stars6 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!

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Apartment rentals with a fireplace

4.94 out of 5 average rating, 17 reviews

A person is seen kayaking on calm waters, with a lighthouse in the background. The kayak is gray with orange and blue accents. The scene captures a peaceful moment on the water, emphasizing the tranquility of the Chesapeake Bay.

Apartment in Annapolis

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.