
Pet-friendly vacation rentals in Somerset County
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Top-rated pet-friendly home rentals in Somerset County
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Popular amenities for Somerset County pet-friendly home rentals
Pet-friendly house rentals

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
Our host, Leticia, promptly answered my questions with excellent detail. She was very kind and flexible. The house was charming, very comfortable and spacious for our family of five adults. The remodel was done very well and equipped with everything needed. The two screened in porches were a nice addition. The property backs up to the Chesapeake Bay-the view, and sunsets are outstanding! The listing photos don’t do it justice! The blue crabs were meaty and succulent.This was our second time on Deal Island and we plan to return to this house again! Our family needed this R&R weekend! Thank you Leticia and Charlie!

157-Acre Waterfront Retreat
This place is truly Amazing! This property offers a very unique experience with historical lineage dating back to 1958. We loved how each bedroom is themed with different types of Ducks. I have never stayed in a house with so many features, from fishing, crabbing, kayaking, all the unique antiques and just relaxing. The kids loved all the board games. It was great that we could bring our dog. She loved swimming in the bay. We cooked outside and had dinner on the porch and watched one of the most amazing sunsets over the water that I have ever seen. We had our morning coffee on the balcony off the Pintail room and there was a pair of Eagles perched on the tree. We had a great 5 day stay, we hated to leave! Cindy the housekeeper met us at the house when we arrived, she showed us around to all the bedrooms and the cupola, which is a room on the third floor that has 360 degrees views of the Chesapeake Bay. It’s a great place for groups to gather and create lifelong memories.

Marshall’s Retreat Chesapeake small town getaway
I am originally from the area and I come here occasionally. I usually stay about 45 minutes from Crisfield. This Home had everything that we needed. I always bring a special bag with cleaning supplies, toiletries, hand soap, etc. But this place has it all. I love the wall decorations and am going to use some of those for ideas for our home. Thank you for the use of your home. It was very affordable. We will definitely book again.

One of a kind waterfront home with private dock
This was one of my favorite stays so far! The location was quiet and peaceful with beautiful views all around. The dock in the backyard was nice, my dogs loved the fenced in yard and big yard to the side of the house. The house was clean and the bed was super comfortable. I can’t wait to come back! 😊

Home in historic village of Whitehaven, Maryland.
We had such a great experience staying at White Haven, definitely a beautiful and peaceful retreat!

Charming Crisfield Cottage
Ideal location, great area for outdoorsmen. The cottage is incredibly convenient. Grocery store is very close. Nestled between Salisbury and Pocomoke. Crystal is very accommodating.

The Salt Marsh Shanty
A very comfortable home in a gorgeous setting. The marsh out back is like a small private nature preserve. I spent lots of time watching the bird life and the changing light, as well as the easy kayaking at the doorstep. No noise save for birdsong, and I saw hummingbirds, bald eagles, and lots in between. The house is new and very clean with a well-stocked kitchen and room to unwind. The hosts are thoughtful and provide equipment/supplies to enjoy the water and related activities.

Waterfront Historic Gem w/ Kayaks & Fire Pit
Wonderful, clean and charming historic house and great location! Was the perfect place to stay with a group of friends for a long weekend. House is even better than it looks in the pictures and the view is fantastic. The host was super accommodating and we loved having access to their grill, bikes, kayaks, and paddle boards.
Pet-friendly home rentals with a pool

Kingsbay Mansion Bayhouse
We just returned from a peaceful stay on this very beautiful property! This is not a cookie-cutter mansion, which is a good thing. It has style and charm yet remained very functional for our family vacation. We loved crabbing and fishing off the dock and spent lots of time in the beautifully maintained pool. We brought our two dogs to this pet-friendly property, and they had plenty of room to explore. It is relatively secluded and peaceful, but Crisfield is very close with lots of restaurants, groceries, a marina, etc. There is plenty to do nearby and if you need any suggestions, the very friendly and charming hosts are happy to provide you with recommendations. We will definitely be back to this lovely mansion that manages to be both roomy and cosy at the same time. Thank you!!

Kingsbay Waterside Retreat House
We stayed at this terrific property for our annual family vacation. The vote is in, everyone had a great time! Our hosts David and Jerry were very responsive and helpful and check in was easy. David was there to greet us and give us a quick tour and helpful tips on local activities. The pool was fantastic. It was warm and the perfect spot to hang out during the day. The dock was a great place to walk out to in the morning, watch the lovely sunsets at night, do a little fishing and a great way to launch the stand up paddly boards we brought. The house is great, was clean with plenty of room for a group of 10 (7 adults and 3 teenagers). In the evening we could hang out in the game room and play cards or could hang out and watch TV in the TV room. Both ground floor rooms open to the pool. We also appreciated all the little extras like plenty of garbage bags, paper towels, cleaning supplies, water and more. The whole gang highly recommends this property. Thanks we will be back

Creek House - Luxury Waterfront on Holden's Creek
We all really enjoyed our stay. We had a great time making and eating our meals, sitting on the various porches watching the creek and all the birds, exploring the grounds, and using the canoe. The peace of the place was wonderful. We especially enjoyed watching the two ospreys nesting across the creek. Allysin stopped by to check on us and was very friendly and welcoming. She was very appreciative of the feedback we provided about a relatively minor issue with the water pressure on the main floor. If we visit the area again, we will definitely consider staying again.

Kingsbay Dockside Waterfront House
The home was beautiful and very clean. The pool was so wonderful to have. It’s definitely out of the way, but the privacy is wonderful.

The Porter's Barn - waterfront w/ dock & fire pit

Beautiful, Waterfront, Luxury
Private, pet-friendly home rentals

Historic Hoopersville Getaway on Chesapeake Bay!
Our group of eight had a very lovely weekend. It is an older house with a few quirks here and there but was overall clean and comfortable in a terrific remote setting. Good kitchen with an amazing view of the water. The owner Marc was extremely responsive and accommodating, and gave us several suggestions for things to do in the area.

MS6 Pocomoke City | 1 Queen Bed | Mobility NSMK

MS6 Pocomoke City | 2 Full Beds | NS

MS6 Pocomoke City|2 Full Beds|Non-Smoking

MS6 Pocomoke City|1 King Bed|Non-Smoking|Micfridge

Home of The Terrapin King

MS6 Pocomoke City|1 Queen Bed|Mobility Access
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- Chesapeake Bay
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- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Northside Park
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- Bayside Resort Golf Club
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