
Vacation rentals in Hoopersville
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Top-rated vacation rentals in Hoopersville
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Other great vacation rentals in Hoopersville
Top guest favorite

Home in Piney Point
5 out of 5 average rating, 19 reviewsWaterfront Studio | Bikes & Kayaks | Beach Access
LEVENARating, 5 starstoday
The place was amazing. I could not imagine seeing a sunset like this within an hour from my home. The amenities offered her are like a resort. Heck... we felt like I was at a resort from the moment we checked in. We had everything we needed at our finger tips. The attention to detail was superb. The hosts was responsive and available yet it was still private. This is a Luxe rental.

Cottage in Deal Island
4.64 out of 5 average rating, 236 reviewsDeal Island Bay Cottage - Maryland
AshRating, 5 stars1 week ago
Great location. Very rural, quiet neighborhood, very responsive host.
Guest favorite

Cottage in Wingate
4.83 out of 5 average rating, 72 reviewsBlue Crab Cottage: Remote+Nature+Fishing+Views
CliveRating, 5 stars2 weeks ago
Loved staying here. It's a bit remote but we knew that ahead of time. Very quiet and peaceful, just what we needed before our race (Ironman 70.3 in Cambridge).

Home in Toddville
5 out of 5 average rating, 3 reviews157-Acre Waterfront Retreat
JohnRating, 5 stars1 month ago
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.
Guest favorite

Home in Fishing Creek
4.96 out of 5 average rating, 23 reviewsSunrise Waterfront Cottage
MichelleRating, 5 stars4 weeks ago
A delightful home with access to dock, yard, fishing, sea glass beaches and wonderful community.
Guest favorite

Cottage in Fishing Creek
4.94 out of 5 average rating, 18 reviewsThree Anns / EV charger,screened porch,water views
CoriRating, 5 stars1 month ago
Renting from Kelli was a breeze and we had a fantastic weekend renting this adorable home! It was everything we were hoping it would be and more! With having 2 small children, Kelli was very accommodating to them and did some minimal baby-proofing which was such a big help. The home was very clean and we felt super comfortable and at home as soon as we walked in. 5 STARS!
Top guest favorite

Cottage in Princess Anne
5 out of 5 average rating, 10 reviewsWaterfront Cottage in Mt. Vernon
JillianRating, 5 stars1 week ago
Had a wonderful stay! The entire family enjoyed the little beach and dock. Our son caught us crabs to eat every day and our daughter was in the water constantly! Very peaceful sitting on the back deck.

Home in Hoopersville
4.57 out of 5 average rating, 23 reviewsHistoric Hoopersville Getaway on Chesapeake Bay!
JenniferRating, 5 stars9 months ago
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.
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- Quiet Waters Park
- Heritage Shores
- Gerry Boyle Park
- Ragged Point Beach
- Breezy Point Beach & Campground
- Wallops Beach
- Chesapeake Beach Water Park
- Idlewilde Restoration Project
- Sandyland Beach
- Bayfront Beach
- Brownies Beach
- Rose Haven Memorial Park
- Quiet Waters Dog Beach
- Oxford Beach
- Matapeake Clubhouse and Beach
- Gargathy Beach
- Guard Shore
- Langford Sand
- Piney Point Beach
- Lane Beach
- North Beach Boardwalk/Beach
- Triton Beach
- Saint Jerome Beach
- Bare Neck Shore