Pet-friendly vacation rentals in Rock Hall

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Popular amenities for Rock Hall pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Edgewater
4.91 out of 5 average rating, 147 reviews

House in Edgewater Maryland

CarmenRating, 5 stars3 days ago
It was amazing.The pool is so fun.We had bad weather but we were still a little inside.The location is quiet and beautiful. We will come back for sure. Thank you
Guest favorite
Home in Deale
4.88 out of 5 average rating, 100 reviews

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

CourtneyRating, 5 stars2 months ago
This air b&b is in a beautiful setting with plenty to do (kayaking, hot tub, fire pits, bird watching, etc). It's also very centrally located so we could easily get to more populated areas in no time. The most stunning part of the house is the master suite in my opinion which is on the upper level (the upper level is shared with another apartment, but you don't really hear the air b&b tenants of this suite and it's completely separate with a separate entrance). Stunning views from both the master bedroom and the bath tub in the master suite! The downstairs is also quite lovely with two regular bedrooms, one small bedroom, and a sun room that has a pull out couch (we didn't use it). It's a lovely house to entertain in. It has personal photographs to the owner downstairs that speak to the family's history. The owner is communicative. The overall experience was quite lovely. We'd be happy to return.
Guest favorite
Home in Rock Hall
4.89 out of 5 average rating, 36 reviews

The Blue Jimmy

AmandaRating, 5 stars1 month ago
We stayed for the weekend when our son had a baseball tournament. One of teammates came with us and this was perfect for everyone to have their own room and space to spread out. The house was neat and clean and we felt right at home this weekend. Would definitely consider staying here again if we’re ever back in the area.
Top guest favorite
Home in Glen Burnie
4.96 out of 5 average rating, 454 reviews

Secluded acre near BWI and Baltimore

JenRating, 5 stars1 week ago
What a beautiful little spot of heaven at the end of the long driveway nicely tucked back with orioles, bunnies and even two kitties running around outside, inside is the so quaint and comfy and clean. The view out the windows gave peace and the fireflies at night were so cool. Stanley went above and beyond to be accommodating on our trip and his place is top notch. 10/10 would stay again
Top guest favorite
Home in Greensboro
4.97 out of 5 average rating, 155 reviews

Cozy Riverside Cottage in the Woods

ChuckRating, 5 stars1 month ago
Just a wonderful location. Very private and the property is beautiful. The house was well-equipped; it included a couple of kayaks that we used on the Choptank River, where we saw ospreys, eagles, and even a beaver. The beds were comfortable and the decor and other items in the house were very interesting. We likely will be back some time.
Top guest favorite
Home in Deale
4.99 out of 5 average rating, 145 reviews

Chesapeake Waterfront-Kayaks-Crab-Fish-FirePit-Spa

LauraRating, 5 stars4 days ago
Natalie’s place was just like the pictures. Everything was clean and well stocked for our stay of 6 adults. The sunsets were beautiful from the dock and the kayaks were a definite bonus! We enjoyed time outside on the dock, deck, and in the hot tub! The beds were very comfortable and our stay was great!
Guest favorite
Home in Edgewater
4.98 out of 5 average rating, 124 reviews

Luxury Modern Home on Water+Hotub- Annapolis 25min

JeanRating, 5 stars1 month ago
This house was perfect for our large family. It had everything we needed and was very comfortable. The place was very clean and nicely decorated. The kitchen is well stocked with plenty of dishes and cookware for a large group.
Top guest favorite
Home in Shady Side
4.98 out of 5 average rating, 174 reviews

Canary Pointe-A popular getaway for 2!

DavidRating, 5 stars1 week ago
Kirk and Diana have a beautiful place! My wife and I enjoyed our stay - it was exactly what we wanted.

Pet-friendly home rentals with a pool

Guest favorite
Home in Cambridge
4.97 out of 5 average rating, 116 reviews

Gorgeous, waterfront home - Perfect for Families.

DavidRating, 5 stars2 weeks ago
Clare and Chris could not be nicer and easier to work with. My family/friends have been getting together since 1994 and have been to many great Airbnb's and VRBO's. My group could not stop telling me how great of a week we had. The primary features that were import to us which the house scored big are as follows: It has a dock (we arrived via boat), The kitchen is big, laid out for many "Cooks", The kitchen was open to the dining room table, The dining room table is open to the sitting areas, The pool was clean and inviting, The fire pit with seasoned firewood was a big hit for our group, All the beds were comfortable, The bedrooms were large and comfortable, The baths were clean, modern & large and The location to "What to do in Cambridge" is only 7-10 miles away. We made prearrangements: Richardson Maritime Museum to have a guided tour with David Williams on Friday and Spocott Windmill with George Radcliff. Both of these tours were fascinating. Our weekend was 5-Stars.
Top guest favorite
Place to stay in Annapolis
4.94 out of 5 average rating, 121 reviews

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*

PaulRating, 5 stars1 month ago
We found Paul’s home very comfortable and accommodating. Paul was accessible when we reached out to him and he communicated well with us. It was a very nice location with a fantastic view of the bay, as we hoped for.
Top guest favorite
Townhouse in Logan Circle
5 out of 5 average rating, 109 reviews

Charming 3BR Rowhouse in Shaw/Bloomingdale

ThanyRating, 5 stars1 month ago
Nathan has a lovely home—it feels like stepping back in time into one of old Washington’s charming houses. Everything was spotless and well-maintained, and communication with Nathan was excellent. The location is convenient, about a 25-minute walk to Capitol Hill. While the surrounding area could be better—the streets were a bit dirty—it wasn’t a big deal and didn’t affect our overall experience. We had a wonderful time in Washington, and staying at this house was definitely part of it. Thank you, Nathan!
Guest favorite
Apartment in Patterson Park
4.94 out of 5 average rating, 126 reviews

Patterson Park Penthouse with Rooftop Deck!

BijouRating, 5 stars4 weeks ago
Heather's place was as described. Clean and neatly organised. The linens and towels were very clean. The facilities available were adequate. The kitchen is not a full kitchen but has enough for heating. We had left some medicines behind and Heather and her team spotted it, and communicated the same to us. In addition, they took the trouble to drop it off at the local FedEx office.
Guest favorite
Apartment in Crystal City
4.88 out of 5 average rating, 103 reviews

ModernBohoOasis | 2BR 2BA | Gym&Pool | Mins to DC

LeahRating, 5 stars3 weeks ago
Cute & spacious boho apartment. My family of 5 was very comfortable inside. Metro & restaurants were close by (5 min or less walk). Free parking pass was great. Currently there is a lot of construction happening in the parking garage and on the street but it wasn’t too loud and once you got used to the few streets that were closed it was easy to drive and walk around the neighborhood.
Guest favorite
Guest suite in Arnold
4.94 out of 5 average rating, 172 reviews

Pet Friendly Captains Quarters, Near Annapolis, EV

MichelleRating, 5 stars1 week ago
We LOVED the space! We’ve been working on downsizing and the layout and hidden storage areas were exactly what we want in our future home. It was so, so comfortable. So much so that we never did use the hot tub that we really wanted to use 😂 We enjoyed the space and just vegged. We were doing Safety Patrol for the Bay Bridge Swim and there was plenty of room for our jet skis & double trailer. Wonderful hosts. Even joined us on the pool deck (upon invitation) for some friendly conversation. Cinnamon the golden was a sweetie too. Wonderful experience. Don’t hesitate to book. You won’t be sorry.
Top guest favorite
Guesthouse in Highland
4.98 out of 5 average rating, 290 reviews

Woodland Retreat

BrianRating, 5 stars1 week ago
Martha's place is a lovely retreat. There is enough privacy between the main house and the guest house. The guest house is spacious and comfortable with a great screened in porch and access to the pool. It's in a quiet and peaceful area. I look forward to coming back again.
Superhost
Apartment in Alexandria
4.82 out of 5 average rating, 162 reviews

Rooftop Pool|Cozy 1Bedroom|Dog Park & Free Parking

BrettRating, 5 stars3 weeks ago
Immaculate Airbnb, phenomenal location, great value for what it offers. Walkable to so much, 20 min drive to DC, we loved this Airbnb. Thanks to Jomeka for flawless communication. I would recommend this stay.

Private, pet-friendly home rentals

Guest favorite
Home in Chestertown
4.93 out of 5 average rating, 45 reviews

Waterfront Paradise w/ Pier - kayak to Chestertown

MaxRating, 5 stars3 weeks ago
This was my second time staying here with my family and dogs. We absolutely love the property and area! We enjoyed kayaking and are dogs enjoyed swimming and playing along the river. Ina was a great host and was responsive to our needs. It was a great experience and vacation!
Guest favorite
Cabin in North East
4.97 out of 5 average rating, 172 reviews

Waterfront Cabin on the Chesapeake

HannahRating, 5 stars5 days ago
Cannot give enough stars to this property and hosts!!! What’s a paradise on the Bay. The hosts ensured our stay was stress free, comfortable and that we knew all about the location. The property has some of the most comfortable beds we have ever slept on. Linens were high quality and the cabin is spotless! The extra little design features just made it FUN! We spent a lot of time on the deck, in the hot tub, and at the fire pit! The neighborhood is peaceful and the neighbors are so kind and welcoming! Don’t forget to hang out on the dock and definitely walk down to the beach! We will see this property again next year and cannot wait to book it!
Superhost
Apartment in Silver Spring
4.92 out of 5 average rating, 444 reviews

Escape to a Sunny Apartment in a Quiet D.C. Suburb

AndrewRating, 5 stars1 month ago
Very responsive host. The side yard is very nice for people with dogs that travel. Location is very nice but DC traffic during rush hour can be rough but this can be planned for. Would stay again.
Top guest favorite
Home in Rock Hall
5 out of 5 average rating, 15 reviews

The Mariner's House

ErinRating, 5 stars1 month ago
Wonderful property with lots of amenities!
Top guest favorite
Guesthouse in Chestertown
5 out of 5 average rating, 30 reviews

Owl Cottage - Cozy, Private & Walkable to Town

LauraRating, 5 stars5 days ago
Great location! Comfortable bed and many sweet touches that made for a very nice stay.
Top guest favorite
Guesthouse in Annapolis
4.99 out of 5 average rating, 136 reviews

Garden View, a spacious 1 bedroom with loft.

MarieRating, 5 stars3 weeks ago
Sally’s place was a perfect ‘getaway’ to get some work and dissertation writing in. She was super nice to bring me an office chair, and her husband provided freshly baked cookies! My dog, Bagel, loved watching the wildlife out the window. The neighborhood is cute and peaceful but also close to anything you want to do or eat. The thoughtful touches and top-notch stock of kitchen items made my stay so enjoyable. I didn’t get to enjoy the backyard amenities but will be back for that and to explore more. Wonderful place and hosts, plus an adorable furry host!
Top guest favorite
Home in Annapolis
5 out of 5 average rating, 42 reviews

Bay Home in Annapolis with Private Dock

ToddRating, 5 stars2 weeks ago
Beautiful place, beautiful location. Joel thought of anything you could want.
Guest favorite
Home in Rock Hall
4.89 out of 5 average rating, 38 reviews

Bayside cottage steps from the harbor

Emily Catherine TaylorRating, 5 stars8 months ago
This rental is a total gem! Think of the standard expectation for a good rental, then level up. That's what they did for every detail. They somehow managed to have everything you need to feel comfortable, but had zero clutter. It felt like they really wanted us to have an enjoyable experience. The house is any easy bike ride to Rock Hall's charming downtown and a quick walk to Watermans Crab House, which has many delicious offerings and gorgeous outdoor dining. Rock Hall itself is pretty remote. They have several good restaurants and a decent grocery market, which is more than can be said for most of the other towns in this area. If you're looking to be off the beaten path, you'll love it here.

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