
Holiday rentals with a kayak in Somerset County
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Somerset County
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Somerset County kayak rentals
Holiday House Rentals with a Kayak

The Hideaway
This is really a beautiful house, with a great location and with lovely views of the water, fully outfitted, comfortable beds, and lots of special spaces to relax. The perfect place for a holiday weekend for us and our friends. Stephen has thought the whole thing through. We had a lovely time and would return any time.

5 bedroom waterfront retreat with private dock
This beautiful and spacious private waterfront home was perfect for our family. The dock access to the bay was a huge hit as the grandchildren swam and kayaked, while I enjoyed fishing. Look forward to returning soon to enjoy crabbing and boating from the dock, as well. The 360 views were absolutely spectacular. Watching the sunset over the bay on the screened-in porch was so relaxing. We also enjoyed using the fire pit in the evenings. Just around the corner, Roger Dize seafood, had meaty crabs available fresh from the boat. The house had everything we needed. The updated kitchen was fully stocked. Plenty of bedrooms. Very comfortable beds. Family board games. The whole family, 3 generations, enjoyed this wonderful stay. Shannon is a wonderful host! We will definitely come back to this beautiful home!

Reel Relaxation-Waterfront
The location was very beautiful. It fit our family of 6 comfortably. I appreciate the air conditioning and how cool it felt from the hot temps outside. There was lots of wood already available to make a fire, hot tub was ready to use, lots of available items already in the house for use. Anything you could want or need, she basically had. It’s also accessible to day trips near by - about an hour or so to the beaches. Very secluded and peaceful.

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.

Beautiful Bayfront with Sanctuary Private Beach
This home was the ideal setting for our bachelorette getaway. We thoroughly enjoyed the serene waterfront, and having access to the kayaks added a unique touch to our stay. The living room, with its expansive and open layout, was perfect for gathering and enjoying board games together. Thank you for the warm hospitality and for sharing your beautiful home with us!

Waterfront Marion Station Retreat w/ Private Dock!
We had a great time in Marion Station. Cheryl was incredibly responsive and the Airbnb was absolutely beautiful! Would recommend to anyone looking for a peaceful, scenic time with opportunities for adventure. :)

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.

Heaven on the Bay - A Peaceful Waterfront Retreat
Cottages with a kayak

Dog-Friendly Westover Cottage w/ River Access!
We really enjoyed our stay here! The cabin is right on the water and there are kayaks on site that you can use. The cabin was very clean and the inside was nicely decorated. The kitchen was also well stocked with silverware and cooking supplies which was nice since there are not many restaurants in the area. The only down side were the mosquitos and flies but they do provide bug spray for this. We would definitely stay here again!!

Levering Creek Cottage with Private Dock
Janet has a unique property considering the destination is on an island... it has it's own dock which affords guests the ultimate in flexibility. It was the main reason we elected to overnight there. My son and I only had one night for the fishing trip in our own boat over father's day weekend so it was not a deal-breaker we had to book 2 nights. The simplicity of motoring up after a day on the water with all of our gear and the convenience for being up early to catch the right tide was a perfect fit. Wish we had 2 nights to stay and have better luck with the weather... and the fish, but we will be back. Thanks Janet!

IDLEHOUR, 3 BEDROOMS 2 BATHS W/ DOCK
We had a wonderful stay at the house, which was both clean and amazing. The beds were incredibly comfortable, and I particularly enjoyed the outdoor shower. The home was well-equipped with everything we needed, making our experience hassle-free. We spent enjoyable moments crabbing on the pier, and we found that everyone we encountered on the island was friendly and laid-back.

Private Beachfront Cottage with 2 Bedrooms + Loft
Our family had such a lovely vacation in a great location. We made so many memories and enjoyed the beach and water everyday. Chelsea was a very responsive and accommodating host. So happy to have chosen their place for our vacation. The only draw back was the bugs but we were fully aware that they would be there as it was made very clear in the listing and in the reviews and it wouldn’t have changed our minds and we would love to visit again.

Waterfront Cottage in Mt. Vernon
Can’t beat the views. It’s a quick drive into town. There is a great take out seafood restaurant!

Rumbley Cottage on the Tangier Sound-Private Beach
Our third stay at Rumbley Cottage was perfect, as usual and our cousins from Germany were especially delighted to have found themselves in such a beautiful oasis of nature and peace and comfort.
Destinations to explore
- Kid-friendly rentals Somerset County
- Rentals with a fireplace Somerset County
- Rentals with pools Somerset County
- Pet-friendly rentals Somerset County
- Rentals with outdoor seating Somerset County
- House rentals Somerset County
- Rentals with a fire pit Somerset County
- Rentals with a kayak Maryland
- Rentals with a kayak United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Northside Park
- Assateague Beach
- Bayside Resort Golf Club
- Jolly Roger at the Pier
- Haven Beach
- Snead Beach
- Heritage Shores
- Plantation Lakes Golf and Country Club
- Gerry Boyle Park
- Ragged Point Beach
- Wallops Beach
- Trimper Rides of Ocean City
- Sandyland Beach
- Bow Beach
- Oxford Beach
- Assateague State Park
- Parramore Beach
- Gargathy Beach
- Guard Shore