
Holiday rentals in Piney Point
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Top-rated holiday rentals in Piney Point
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Piney Point
Superhost

Home in Lancaster
4.63 out of 5 average rating, 19 reviewsPeaceful bay retreat. Hot tub,water views,fire pit
SjaloomRating, 5 stars4 months ago
A spacious home by the water. We celebrated Thanksgiving at this location and it was very special. The views are beautiful, had a fire right by the water and relaxed by the beach. A perfect getaway with family and friends. It has everything you need, the living room is super comfortable and great to relax with the family. The kitchen was spacious making it easy to cook and entertain the family. We loved the hot tub, playing pool and having family dinner. Overall a fabulous experience!! Great host- great communication. Highly recommend
Guest favourite

Home in Montross
4.93 out of 5 average rating, 200 reviewsThe Glebe
LynnRating, 5 stars1 month ago
Excellent stay at RivahLife! The views were spectacular and the home was exactly as described. Easy to find with lots of stuff for the kids and adults. Looking forward to returning during the warmer months as the fishing, boating, and swimming would be more desirable. Thanks for the high chair and portable crib. Those things really help when traveling with kids.

Home in Montross
4.85 out of 5 average rating, 136 reviewsPotomac Waterfront Home and Estate
MichaelRating, 5 stars2 months ago
Beautiful home on an amazing property. Perfect for a getaway and some much needed relaxation time. Highly recommend!
Guest favourite

Home in Lusby
4.89 out of 5 average rating, 37 reviewsWaterfront home with three bedrooms,3 full baths
JoyceRating, 5 stars1 week ago
Perfect weekend away! The home backed up to the Chesapeake Bay. The home was very relaxing. Would definitely stay again!
Guest favourite

Home in Colonial Beach
4.94 out of 5 average rating, 68 reviewsThe Heaven at Colonial Beach
MelissaRating, 5 stars2 months ago
I’ve stayed at a lot of Airbnb’s and this was easily one of the best. Everything was exactly as described, and maybe even better than described. It had tons of amenities and a well stocked kitchen perfect for our large family. Spotless and beautiful. I highly recommend this home and would gladly stay there again.
Top guest favourite

Home in Taylors Island
4.97 out of 5 average rating, 39 reviewsA Vacation for All, Away From It All
ChristyneRating, 5 stars4 months ago
If you are looking for a peaceful escape, you found it. Although this home can be used for large gatherings, it is also the perfect getaway for 2. My husband and I loved watching the water and the natural wildlife. DO NOT MISS THE OPPORTUNITY TO EXPERIENCE THIS HOUSE!
Guest favourite

Home in Leonardtown
4.87 out of 5 average rating, 15 reviewsGarden Getaway
LindsayRating, 5 stars1 month ago
We had the pleasure of staying here during the winter while we looked for a place to live. It was perfect! Quiet and peaceful yet super close to all restaurants and stores. We had some snowfall and the views were stunning! Once it warmed up we even got to see some wild life in the woods behind us. Lovely huge porch! Lots of space in garden escape. Can bring the entire family and more!!! Nice big driveway for easy turned around. Patrick was beyond responsive for all my questions.Whether is was just informing be as something as simple as an Internet outage in the area or we had one situation with an unsure smell. Patrick acted immediately on the problem and it was resolved within 2 hours from start to finish. Cannot recommend this place enough!
Guest favourite

Cottage in Leonardtown
4.92 out of 5 average rating, 141 reviewsBreton Breeze
ManuelRating, 5 stars2 weeks ago
We had such a wonderful stay at Breton Breeze cottage. From the moment we arrived, we felt welcomed and at ease. Jan and Tom were truly great hosts—warm, responsive, and respectful of our privacy. The cottage itself was cozy, clean, and beautifully maintained. It had everything we needed and more, making it feel like a true home away from home. What really made this place special was the peaceful setting. If you're looking to escape the hustle and bustle of the city, this is the perfect spot. Surrounded by nature, it offered us the chance to slow down, breathe, and reconnect—not just with the outdoors, but with ourselves. Even though it feels like a secluded retreat, it’s just a short drive from Leonardtown, so you’re not far from restaurants, shops, and things to do. My husband and I genuinely enjoyed every moment of our stay, and we left feeling refreshed and grateful. We would absolutely stay here again and highly recommend it to anyone looking for a quiet, restorative getaway.
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- Gerry Boyle Park
- Ragged Point Beach
- Idlewilde Restoration Project
- Langford Sand
- Lake Presidential Golf Club
- Oxford Beach
- Rose Haven Memorial Park
- Chesapeake Beach Water Park
- Brownies Beach
- Guard Shore
- Sound Beach
- Lane Beach
- Saint Jerome Beach
- Vir-Mar Beach
- Breezy Point Beach & Campground
- Sandyland Beach
- Piney Point Beach
- St George Island Beach
- Bayfront Beach
- North Beach Boardwalk/Beach
- Marshalls Beach
- Franklin Manor Community Private Park
- Cordreys Beach
- Bare Neck Shore