
Vacation rentals with a kayak in Westmoreland County
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Top-rated kayak rentals in Westmoreland County
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House rentals with a kayak

Waterfront Home w/ Private Dock!
Mari was so responsive and helpful. The house has everything you could possibly need and the beds were so comfortable! Thank you Mari!

Game-Themed Water Fun! Boats+Pool+Beach+King Bed
Absolutely beautiful stay! The cabin has the cutest theme and the proximity to the water was great and a gorgeous view. Abby and family was so kind, responsive, and great hosts. Would highly recommend this getaway!

Waterfront 4-BR home w/ hot tub & charging station
We had an extraordinary family time in Jen's house. Cobb island is an unexpected gem. Being on the Neal Sound of the Island was best for birding and kayaking. A magical week everybody will remember! Thank you to Jen for providing such a great place!

Serene, well-appointed waterfront retreat
This house and the amenities are amazing. It was perfect for our family reunion with 5 couples. Enough room for everyone to have space. My favorite part was gathering around the round dinner table with the 10 of us. We also took the kayaks out and up Mattox creek for a wonderful morning of a peaceful paddle. The Lodge was perfect for my husband and I to step away from the group and have some privacy. I highly recommend!!

The River House: A private waterfront oasis…
What can we say? John's property was everything we hoped it would be. The back yard is full of fun yet also serene and peaceful. The water is perfect for floating in a tube, kayaking, or just wading in and cooling off. The house has everything anyone could want. As an added bonus, you'll enjoy watching an Osprey family, Herons, Ducks, Mockingbirds, Blue Jays, Cardinals, and even some Minks and a Groundhog. The firepit is perfectly placed by the water for a morning fire as the mist rises, and especially in the evening for spectacular sunsets over the bay. Even getting there is a joy, as you go down a quiet country road lined with beautiful farms, quaint churches, and plenty of deer and wildlife. If your looking for a tourest trap vacation, then Leonardtown is not for you. But if you want a quiet getaway with all the amenities, then this is your place!

Waterfront Paradise with own Beach, Kayak, & Grill
Lulus place was beautiful and a wonderful way to spend the weekend! Just as described, and the private beach front was lovely

Private Getaway at Four Waters
Perfect place for a girl's weekend bachelorette trip! We kept joking that we felt like we were in Bridgeton. We loved the decor and spacious rooms which are perfect for cozy late-night chats! The hot tub and porches were wonderful for taking in the gorgeous views of the river. We loved sitting and watching the swans, deer, and otter. Brooke and her husband were kind and welcoming; truly wonderful hosts who went above and beyond for us to make sure we had a great time! We left the weekend feeling relaxed and refreshed, and we're already ready to come back for more! Thanks again!

Waterfront home, private dock
We had a wonderful vacation here. Although it rained during our stay, we found the treehouse to be a great place just for listening the rain drops and having some inner peace.
Cottage rentals with a kayak

Waterfront Cottage with Beautiful Sunset Views
This was an amazing trip. We are going to make this a yearly trip. It was private and peaceful. It stormed a little bit but that was nice to watch out of the bedroom upstairs or on the screened in porches. We both really enjoyed the house!

Cottage with a view!
We came to relax and it was successful. A cute little cottage by the river.

Private point on the Bay🌤hammock, hot tub, kayaks❤️
If you are looking for a beautiful and peaceful location to unwind, this is a great place! The home is very comfortable and has everything you could need. But the highlight was the amazing views of the bay from practically every window in the house. We would definitely recommend staying here!

Modern 2 Bdrm Cottage in Historic River Community
Loved staying at this quiet retreat! Mornings listening to birds, afternoons in the sunny backyard, stars and stars! Really loved this place and will be back again.

Where Eagles Soar *Stunning Waterfront Views*
My friends and I immediately felt relaxed and cared for in this delightful home. We loved that it was right on the water and that we could enjoy seeing the Potomac River from so many rooms. The beds were very comfortable. Sue is a thoughtful and very pleasant host. We enjoyed our stay very much.

Charming Waterfront Cottage with Sunset Views
We had an amazing holiday weekend at Dave and Jenny’s cottage! They were always so quick to respond with any requests we had! The cottage as perfect and just like the pictures. They literally had thought of everything! The sunsets were absolutely stunning and it was truly the most relaxing time we’d had in a while! It was just what we needed !

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach
This lake house was such a relaxing place to stay! Had everything we needed and then some. It’s a bit of a hill to climb to get back to the house from the lake but not terrible. The beach recommendations were great! We found a ton of shark teeth and the kids really enjoyed themselves.

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
I think this is my 5th time staying there. Always thinking of my return visit before even leaving!
Cabin rentals with a kayak

"Elderberries" Chesapeake Bayfront Cottage
We enjoyed our stay here. Very quiet area, nice comfortable space. The gravel road leading in (maybe a half-mile long) and driveway gave us a good area for morning and evening dog walks. We did not end up doing any fishing but the pond looked like a great place for kayak fishing. Not specific to the house but in the area: Rita's Cafe in Weems was great (food truck on a small road)--Chef Craige usually has a special and some regular menu items. Leadbellys (at Fairport Marina) had good oysters and hush puppies and was convenient for our first night. River Market in White Stone has good food to be ordered at the rear counter and prepared items in the coolers. Out of the Oven Bakery (White Stone) had great bread Miss Mary's seafood, also in White Stone had great fresh fish and prepared items. The three places in White Stone are very close to each other so convenient when running out.

Riverside R&R: Cabin, Dock, Kayak & Game Arcade
We are two families that met up for a relaxing getaway after celebrating a high school graduation. This was the perfect place. The downstairs had lots of games and a big screen for them to hook their switch up to. We watched movies upstairs. And use the well-equipped kitchen each night to make a big dinner. The kids took the kayaks and canoe out one afternoon as well. Although I would say they definitely wouldn’t swim there. Compass entertainment complex is very close and they enjoyed their time there. We also went to a movie there one night. It is a beautiful home in a peaceful setting. Especially down on the dock at night. It was very quiet. We would definitely recommend this home.

Waterfront Lancaster Cabin ~ 10 Mi to Kilmarnock!
We piled 5 adults and a toddler into the house on Kelley Neck Drive, and it worked just fine! Bathrooms, AC, kitchen, appliances, etc, all worked perfectly, the furniture was comfortable and in good shape, and the house was spacious. The yard was perfect for us, but might have been small for older kids, and I wish there had been more than one kayak (but even one kayak was a bonus!) The heron was fishing at the mouth of the our private lagoon every morning, and an osprey and eagle visited as well. We barely heard any neighbors, and the nights were quiet and peaceful. Thank you!

Pizza Friday
Pizza Friday was an amazing find! We spent a family reunion on the porch making pizza's in the oven. We obtained crusts from an Italian restaurant in California on our way and it proved to the perfect choice for us. We also enjoyed the dock and even caught a few crabs to show the kids. In addition we sat around the fire pit in the evenings. The beds were comfortable and everything was clean inside although we spent most of our time outside on the porch.

Peaceful Waterfront Retreat on The Bay
Incredible space! Devin’s place on the water has everything you need. It would be tight with more than two adults but it worked great for us and our small dog.

Hideaway on the Bay: Waterfront Vintage A Frame
My stay was exactly what i needed it to be. It was a quick 90 minute drive from the city, but once I got there I found exactly what I needed. 2 days of peace, quiet, and seclusion. I had to make a quick run, to the grocery store, but it was convenient and people were really nice. Next time I come, I’ll probably explore the Solomon Islands.

Camp Heron : Waterfront Cabin on the Potomac
This Airbnb truly felt like staying in someone's home. There were lots of items provided in the house -- from toys in the cabinets, to records to listen to and the kitchen was very well stocked with pans, plates and seasonings. Outside we loved using the crab pots (though we came up empty and didnt catch any crabs) and lighting a fire at the fire pit at night.

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade
We stayed at Julie’s home with a group of friends and our families and had a wonderful time. The lakefront setting was incredibly relaxing—we found ourselves rarely leaving the property because it had everything we needed. From soaking in the hot tub to enjoying the game room, there was something for everyone. The kids loved having space to run around in the basement, while the adults enjoyed peaceful mornings and evenings on the screened-in porch. Julie was very responsive and answered all of our questions quickly, which made the entire experience seamless. We would absolutely stay here again!
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- Kings Dominion
- National Harbor
- Lee's Hill Golfers' Club
- Ragged Point Beach
- Leesylvania State Park
- Breezy Point Beach & Campground
- Royal New Kent Golf Club
- Chesapeake Beach Water Park
- Rose Haven Memorial Park
- Sandyland Beach
- Brownies Beach
- Bayfront Beach
- North Beach Boardwalk/Beach
- Saint Jerome Beach
- Piney Point Beach
- Lane Beach
- Pohick Bay Golf Course
- Franklin Manor Community Private Park
- Cordreys Beach
- Fleeton Beach
- Grand Prix Raceway
- Cove Point Beach
- St George Island Beach