Pet-friendly vacation rentals in Chesapeake Ranch Estates-Drum Point

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Chesapeake Ranch Estates-Drum Point pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
A charming two-story farmhouse is set amidst lush greenery. The home features white siding with green shutters and a spacious front yard. Mature trees provide shade, while the driveway leads up to the house. Nearby, additional homes hint at a friendly neighborhood.
Home in Church Creek
4.97 out of 5 average rating, 119 reviews

Church Creek Charm (close to Blackwater Refuge)

RachelleRating, 5 stars1 week ago
Rebecca is kind hearted and quick to respond. she came right over to show us how to turn on the heat since we had an unexpected cold snap after she had gotten the house ready for warmer weather. she's the best!
Guest favorite
A tranquil water view showcases Mattox Creek, with a private pier extending into the water. Lush greenery frames the banks, while the sky is partially covered by clouds, allowing natural light to illuminate the serene landscape.
Home in Colonial Beach
4.9 out of 5 average rating, 48 reviews

Waterfront Home w/ Private Dock!

Howard RalphRating, 5 stars1 week ago
Our extended family of five, including a nonagenarian plus a 2 year old dog spent 3 nights at Mari's place. It was perfect for us and exceeded our expectations. The most outstanding thing was how peaceful and comfortable it is there. It's a great place to just hang out and enjoy a beautiful home with a beautiful view. We would be happy to return any time we get the chance.
Superhost
A spacious backyard features a manicured lawn surrounded by tall trees providing shade. A small storage shed is positioned toward the rear, and a patio area offers a smooth concrete surface. Clear blue skies and abundant greenery enhance the inviting outdoor space.
Home in Fort Washington
4.82 out of 5 average rating, 105 reviews

Home away from home near MGM-3bed2bath

ArlenaRating, 5 stars2 weeks ago
Several adult family members and I were in town for a wedding. Though we don’t live this way any longer, we grew up about 10min away from this house so are very familiar with the neighborhood. The house itself is tucked back into a residential area, but is on a main secondary road so be prepared for a little bit of fun getting in and out. Place was clean, spacious, and the host was very responsive to the one small issue we had. Keeping this place on the short list for future hometown visits.
Top guest favorite
A spacious outdoor area is equipped with shaded seating, including a sofa set and a coffee table, arranged on a patterned rug. A hammock hangs in the background, and a fenced yard provides a private setting, surrounded by trees for a tranquil atmosphere.
Home in Colonial Beach
4.98 out of 5 average rating, 103 reviews

Riverview on the Potomac

EmelyRating, 5 stars3 months ago
This house was great! It had everything we needed while traveling with a baby. Jacqueline was so helpful, friendly and such a pleasant person. Very caring and was available everyone I reached out to her. The house was very comfortable. Our group of 10 had no complaints. I would 100 percent recommend this house to friends and family. Thank you Jackie for your hospitality.
Guest favorite
Home in Scotland
4.91 out of 5 average rating, 128 reviews

Spacious Gorgeous Waterfront Home with Sunset View

RonRating, 5 stars1 month ago
This house is perfect for large groups. It is very spacious, with plenty of room to spread out and get comfortable. We enjoyed sitting on the dock taking in the serene natural beauty of the Creek and observing the local birdlife, including Kingfishers, Great Blue Herons, and Bald Eagles. The house is situated very near to the entrance of Lookout Point State Park which we greatly enjoyed exploring on bicycles. Seeing a large wedge of Tundra Swans fly overhead was a special moment. If you want to spend some time relaxing in a beautiful setting in a beautiful and very interesting area with a large group, this house will serve you well.
Guest favorite
A spacious backyard is enclosed by a wooden fence, providing a safe area for play. The green lawn is well-maintained, and a small storage shed is visible at the back. The surrounding trees offer shade and a natural ambiance to the outdoor space.
Home in North Beach
4.93 out of 5 average rating, 41 reviews

Osprey's Perch

MichaelRating, 5 stars4 days ago
We loved our stay and would not hesitate to stay again. The property was easy to find and in a quiet neghborhood. The fenced in yard was great for our puppy and it even included a ramp for dogs that struggle with steps! Inside was superb, everything we needed was taken care of. The living room was comfortable, the kitchen was well stocked with quality appliances, cutlery, and cookware. The bathrooms were spotless. I hope this property is available the next time we visit North Beach!
Guest favorite
A cozy seating area is framed by large picture windows, offering expansive views of the bay and a colorful sunset. Soft, patterned cushions add comfort to the green sofas, while a warm light fixture hangs above, enhancing the inviting ambiance.
Home in Port Republic
4.88 out of 5 average rating, 25 reviews

Magical Bayfrnt Home, Pier, Beach, Fossils, trails

SkyeRating, 5 stars3 months ago
An extraordinary place to rest & recharge. The views, the comfort of the home, and the gorgeous walking trails, through woods & beach are a perfect combination. Everything we needed & then some.
Guest favorite
A serene view of a charming yellow house is captured from across the water. Lush green trees encircle the property, reflecting a tranquil natural setting. The calm surface of the water adds to the peaceful ambiance of the surrounding landscape.
Home in Deale
4.98 out of 5 average rating, 106 reviews

8 Acre Waterfront Oasis! Pets are Free! 140ft Pier

CarolRating, 5 stars6 days ago
Our family had a great time - the property was spacious and clean, location was beautiful, and we loved playing outdoors in the open space and getting out on the water. Hosts were very responsive and everything we might need/want was provided!

Pet-friendly home rentals with a pool

Guest favorite
An aerial view captures the serene waterfront setting of Riverside Retreat, surrounded by lush trees and showcasing direct access to the Potomac River. The landscape features calm waters reflecting the sky and nearby shorelines lined with houses and a sandy beach.
Home in Montross
4.99 out of 5 average rating, 94 reviews

Waterfront+Kayaks l Beach+Pool l Gameroom+Firepit

ShikufaRating, 5 stars2 weeks ago
We had an amazing trip and truly enjoyed every moment of our stay! The house was absolutely perfect clean, cozy, and had everything we needed. From the comfortable beds to the well-stocked kitchen and relaxing outdoor space, it was the perfect home away from home. We appreciated all the thoughtful touches and would definitely love to come back. Highly recommend!
Guest favorite
Aerial view of a home with a fenced swimming pool, surrounded by lush green grass. The pool features a clear blue water, and several lounge chairs are positioned around its edge. Steps lead from the house to the outdoor area, enhancing accessibility to the pool.
Home in Ridge
4.89 out of 5 average rating, 56 reviews

Waterfront Paradise with a Private Pool

KathyRating, 5 stars3 months ago
It was absolutely wonderful staying at Joanne's home. It was very comfortable and loved the outdoor firepit. Very peaceful and lovely home. We would love to come back again for another visit.
Guest favorite
Home in Cambridge
4.96 out of 5 average rating, 112 reviews

Gorgeous, waterfront home. Perfect for Families.

Leslie RogersRating, 5 stars4 months ago
We had the most beautiful Thanksgiving gathering at Casey’s Porch on the bay for an extended family reunion. The house is lovely - spacious, gorgeous and cozy at the same time. The views on the water were amazing. There were plenty of beds and ‘hang out’ spots for our tweens and teens, and 3 private baths for the adult couples were much appreciated. And our hosts could not have been more helpful and friendly. Thank you for giving us this opportunity to make more happy memories together!
Superhost
Home in Deale
4.94 out of 5 average rating, 16 reviews

Modern Bay Dream

Olani Rating, 5 stars2 months ago
Rick was very supportive and his communication was superb. Great host with a beautiful cozy home. 5 star all across the board.
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.
Top guest favorite
Home in Tracys Landing
4.99 out of 5 average rating, 206 reviews

The Little Gypsy BoHome

ToddRating, 5 stars2 weeks ago
The place was perfect, clean, homey, comfortable and really unique. Loved the pool, cold plunge, sauna, screen porch. We had everything we needed from fresh flowers and cookies to convenient multiple charging stations by the beds. Loved the outdoor lighting and overall coziness of this place. Quiet and peaceful, sounds of the water lapping the shore, beautiful place to drink morning coffee and watch the sunrise. Also found some great sea glass on the beach!! Love, love, loved staying here :)
Top guest favorite
A cozy den features a comfortable gray sofa adorned with a red accent pillow. A modern desk with an computer is situated near a large wall clock and an art piece depicting a horse. Natural light streams in through the partially opened window.
Condo in National Harbor
4.89 out of 5 average rating, 149 reviews

Modern Apartments available at National Harbor

HollyRating, 5 stars4 days ago
I cannot say enough about this property or Kenny. It was an extremely busy for me as it was my daughter’s wedding. Kenny made the check-in, stay, and check out easy for me, which is just what I needed. He checked on us frequently, but not too much. He was very responsive to a few questions that I had. The place was clean, well furnished, and a really fun area to stay in. I highly recommend Kenny and this property!
Superhost
Villa in Montross
4.85 out of 5 average rating, 95 reviews

Beach Retreat

CharlotteRating, 5 stars1 month ago
Beautiful spot and gracious host. This was exactly as described, had all the amenities we could want, and Frank was incredibly clear in instructions, responsive and organized. We spent a lovely week in a gorgeous, soothing location with our pup — fully refreshed after only 4.5 days!

Private, pet-friendly home rentals

Top guest favorite
The front porch features a welcoming entry door and a round sign indicating the property's name. Two comfortable seating options are visible: a rocking chair and a single chair, positioned on a wooden deck that invites relaxation.
Cottage in North Beach
5 out of 5 average rating, 40 reviews

The Lazy Crab Beach House - Free Beach Passes

AngelaRating, 5 stars3 weeks ago
We had such a wonderful time staying at the Lazy Crab. The house fit our needs perfectly. For a family with a 2 & 4 year old, that isn’t easy to do. The house was clean and we appreciated the extra blankets for the cool nights. The kitchen was also well stocked for cooking at home. If you’re looking for a safe and quiet neighborhood the Lazy Crab is the place for you and your family. Danielle was also a very responsive and friendly host. She even let us leave our bags at the house after check in as our flight was later in the day. Overall, this was a great experience for our first Airbnb as a family and we hope to make this a getaway for us in the future. Thank you Danielle!
Top guest favorite
A peaceful waterfront setting features a wooden deck with a picnic-style table and two Adirondack chairs. A gas grill is positioned nearby with views of the calm river, surrounded by trees and gentle greenery. Reflections of the landscape can be seen in the water.
Tiny home in Saint Inigoes
4.98 out of 5 average rating, 336 reviews

Historic St.Mary's City at the Lazy Bear Cottage

SarahRating, 5 stars4 days ago
We alerted Nancy of our late check in due to travel and she was so caring and thoughtful to make sure we found the place. How wonderful to check in and find an emasculate and more than comfortable place to rest our heads after a long travel day! Our fur baby felt more than loved with a special Love note waiting for him on the table and treats - and human treats as a surprise for us in the fridge!! We stayed each day with peace and coffee on the dock!! We felt so welcomed and cared for and appreciated it so much!
Top guest favorite
A well-lit studio loft features a spacious bed with neutral bedding and a comfortable futon couch nearby. A small kitchenette area is visible, with ample cabinetry and a miniature refrigerator. A decorative rug adds color to the wood floor, creating a cozy atmosphere.
Guest suite in Montross
4.98 out of 5 average rating, 164 reviews

Loft in Montross

JulieRating, 5 stars2 weeks ago
I have stayed here several times and always had a great experience. She has updated a few things and it is very nice. Do be aware if someone is going to sleep on the futon couch that it is very firm.bed was very comfortable and kitchen had all I needed. A few snacks and water bottles were left for us and that was appreciated. Roxanne is very responsive when questions were asked. Will be back!
Guest favorite
A charming blue cottage features a spacious front deck with wooden railings and steps leading up to the entrance. Large windows allow for ample natural light, while the surrounding grass lawn and trees enhance the outdoor setting.
Cottage in Colonial Beach
4.86 out of 5 average rating, 87 reviews

Bungalow Private Beach & Dock Colonial Beach Water

CristaRating, 5 stars2 months ago
Quiet and cozy home in the perfect location. We had a wonderful stay with beautiful views of the water (too cold in Feb to fully enjoy), and it was so convenient to be able to walk to local coffee shops and restaurants. Would definitely stay here again!
Superhost
A spacious porch features comfortable blue seating with decorative pillows, complemented by a light wooden floor. A ceiling fan is positioned above, enhancing the airy atmosphere. The porch overlooks outdoor scenery, providing a relaxing spot to enjoy the coastal breeze.
Cottage in Scotland
4.94 out of 5 average rating, 36 reviews

Rodo Beach Cottage - Dog Friendly Private Beach wi

ChrisRating, 5 stars1 month ago
Place nicer than advertised. Although we only stayed 2 nights we definitely had a good time. The private beach was amazing and overall the place was very relaxing. My only complaint would be to make the pet fee as part of the booking process. My own fault that i didn't notice that after booking in the details.
Top guest favorite
A light and airy living area features a comfortable brown sofa adorned with decorative pillows. A television is mounted on the wall, alongside coastal-themed artwork. A dining table with four chairs and a small deck can be seen in the background, enhancing the open layout.
Townhouse in North Beach
5 out of 5 average rating, 37 reviews

Family & Dog Friendly w/ Fenced Yard, Beach Passes

EllieRating, 5 stars6 days ago
Lara’s place was lovely, beds comfortable, everything just as described. She was kind enough to let us in early, too. Loved that she had dog bowls for our pup.
Superhost
Cottage in Tall Timbers
4.89 out of 5 average rating, 119 reviews

Old World Cottage/Fabulous Sunsets/Polite Pets OK

KarenRating, 5 stars1 month ago
A beautiful home with space for several people, close to the water and surrounded by beautiful pine trees. Clean and tidy with a coastal charm, pet friendly is an extra bonus! Owners were very supportive and communicative.
Superhost
The exterior of the two-story home is surrounded by lush greenery, with a well-maintained lawn in the foreground. Large windows provide ample natural light, while the entrance features a central front door with an oval window. A set of steps leads up to the porch, framed by neatly trimmed bushes.
Home in Chesapeake Beach
4.58 out of 5 average rating, 92 reviews

Spacious Home w/ private beach access close 2 City

LesRating, 5 stars1 week ago
House was comfortable and located in a beautiful location. Easy check in and Mai was super responsive. Would stay again

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