
Vacation rentals with a kayak in Delmarva Peninsula
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Top-rated kayak rentals in Delmarva Peninsula
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House rentals with a kayak

Peaceful bay retreat. Hot tub,water views,fire pit
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

The Hideaway at Mill Creek
Really cute and peaceful stay! Will stay again in the future if we need a quiet weekend! And Linda was super responsive and instructions were clear and simple for the area

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home
This air b&b is in a beautiful setting with plenty to do (kayaking, hot tub, fire pits, bird watching, etc). It's also very centrally located so we could easily get to more populated areas in no time. The most stunning part of the house is the master suite in my opinion which is on the upper level (the upper level is shared with another apartment, but you don't really hear the air b&b tenants of this suite and it's completely separate with a separate entrance). Stunning views from both the master bedroom and the bath tub in the master suite! The downstairs is also quite lovely with two regular bedrooms, one small bedroom, and a sun room that has a pull out couch (we didn't use it). It's a lovely house to entertain in. It has personal photographs to the owner downstairs that speak to the family's history. The owner is communicative. The overall experience was quite lovely. We'd be happy to return.

The River House
We had a relaxing weekend at the river. We had so much privacy and were super happy with the house

Spacious Gorgeous Waterfront Home with Sunset View
This house is perfect for large groups. It is very spacious, with plenty of room to spread out and get comfortable. We enjoyed sitting on the dock taking in the serene natural beauty of the Creek and observing the local birdlife, including Kingfishers, Great Blue Herons, and Bald Eagles. The house is situated very near to the entrance of Lookout Point State Park which we greatly enjoyed exploring on bicycles. Seeing a large wedge of Tundra Swans fly overhead was a special moment. If you want to spend some time relaxing in a beautiful setting in a beautiful and very interesting area with a large group, this house will serve you well.

Hutch's Bluff - Waterfront near Williamsburg
Hutch’s Bluff is a wonderful place to stay and the hosts make sure you have everything you need so you can relax. This was our second visit and we look forward to coming back. The views are amazing and the surroundings are so peaceful. I can’t recommend Hutch’s Bluff enough if you are looking for a quiet place to get away from the daily grind.

Chesapeake Waterfront HotTub-Kayaks-Crabbing
Second time, we have stayed at this AIRBNB. The host, Natalie is very helpful and welcoming! Both stays were awesome! The home is cozy and comfortable for our family. Amazing water views with a fenced yard for our dog. We enjoyed making a bonfire and roasting marshmallows. Highly recommend this home, and will stay again when we are in the area.

Woodsey Beach House - Beach, Lake, Woods!
A great space for 9 adults celebrating Thanksgiving together. Lots of space for everyone to be comfortable. The downstairs pull out couch and TV area was an added bonus.
Cottage rentals with a kayak

Chesapeake Bay Cottage
fantastic stay. clean and very quiet right on the bay. highly recommended. would definitely revisit again.

Octopus Cottage: Hot Tub | Kayaks | Fire Pit
Do not hesitate to stay here! It is spectacular. Right on the beach, immaculate and perfectly appointed. We can’t wait to come back!

Modern 2 Bdrm Cottage in Historic River Community
As serene as it gets (except Wednesday is the mowing day, but didn’t bother us). Renee is super responsive, which helped a lot. The place is clean and very relaxing, it is remote though, any big city you want to drive to is 1.5-2hr drive. Had fun fishing from the dock, so many catfish there, anyone can catch. Friendly neighbors. Water is on the soft side. Fridge and cupboard had spices and condiments, and a water filter, which was a big plus. Pots and pans need replacing, that’s probably the only negative. Would come back in a heartbeat. Thanks Renee and Ed!

Levering Creek Cottage with Private Dock
We had a great stay at the cottage. Very peaceful getaway. We loved biking around the island and learning about the history. The cottage was very clean and Janet was very kind and helpful. Recommend for a cute unique getaway!

Weems Creek Cottage, Annapolis Waterfront
What a beautiful off the beaten path place to stay. You are within walking distance of restaurants, coffee, and grocery. But feel like you’re miles away. That’s the effect the cabin has on you. There is a beautiful waterfront that you can enjoy from just about every area of the home. Jim was more than helpful. He really went above and beyond over most host. We would definitely Stay again. It’s the perfect spot if you need to relax.

Ft. Smallwood Overlook. Waterfront with Kayaks!
The place is wonderful. We were down for Thanksgiving with my family and were travelling with our 2 dogs, Wally & Dolly. The location was perfect, close to Riviera Beach where our Family Thanksgiving Dinner was, very private, no noise or distractions for the dogs (that was great). The property was surrounded by water on three sides, great views! It is right next to Ft. Smallwood Park where we took the dogs for walks every day, they loved it. As for the house it was perfect for us, just about the size of our home, so that made it very comfortable for us. All one level, which made it great for us older people. It was furnished with very comfortable furniture. Lots of information about the local surroundings, things to do, and restaurants. Keith was wonderful to work with, very easy to communicate with which made the whole process very easy for us. We even had a conversation over the phone once we were in the house to make sure everything was to our liking, and we were happy !

Great little cottage with a "Rivah" view
It’s a house with a stunning view from the hall. It’s a pity that it was a business trip. I didn’t even have time to do a BBQ, but if I will be in this area, I definitely rent this house.

Old World Cottage/Fabulous Sunsets/Polite Pets OK
This was our second stay with Bob and Lolly in Tall Timbers, and it did not disappoint! Immersed in books and history, this quaint cottage was the perfect getaway. We are looking forward to our next visit!
Cabin rentals with a kayak

*Private Waterfront Retreat w/3 Cabins Close to DC
This place could not be more perfect for our trip to DC. It was the perfect distance to the metro. Our group of 8 had so much space of our own, yet plenty of room to be together in the common spaces and not be on top of each other! We went in the coldest month of the year, so unfortunately we didn’t get to experience the best of what the outdoor areas had to offer but the views were breathtaking regardless. Melanie’s place was extremely clean and everything was provided and then some! Everyone in our group would like to go back in warmer months to spend more time outside. Before we got there, Melanie explained that there was an issue with one of the sinks in the cabins and said she would credit us accordingly. I thought that was great! It did not hinder or create a problem whatsoever! I hope we get to make it back sometime!

Riverside R&R: Cabin, Dock, Kayak & Game Arcade
I am running a program out of this home all year long and we have 4 retreats at the property which I'll write a review for each time we stay. We got to experience the season of winter in January complete with a beautiful snowfall the last day of our trip. This time, we got to experience the spring...the season of rebirth. I am grateful for everything the home and land provided to us during this last experience. The home feels like our home while we are there and it has everything we need. Thank you so much!

Warm and Cozy Historic Cabin on the Water
Such a cool cabin. Wish we could have stayed longer.

Large Cabin w/ RiverView&Hot Tub
This cottage was the perfect respite for my family. The big panoramic window that looked out over the water was perfect. The house was so comfortable and the hosts were very responsive. Highly recommend a stay here. There isn’t a lot to do in the immediate area, but the university of Delaware was 20 minutes away and Baltimore an hour south. It was a perfect house for a long weekend getaway.

Awesome private off grid cabin with creek view.
Great place to stay for rest, relaxation, peace and quiet. In my short time there, I saw a wild turkey, a fox, an otter, red wing black birds, a woodpecker, and cardinals. And at night, I heard tree frogs and an owl was really close by. Terri is wonderful as a host!

Peaceful Waterfront Retreat on The Bay
A fair and open spaced home. Free of clutter. Many updated electronics I didn't expect. Only drawback was the microwave. It had a lagging door switch that locked when it was ready. If your impatience, it would test your nerves. A shower that was plenty hot and spacious. Loved the size of the home and location, I want to rent this again.

Hideaway on the Bay: Waterfront Vintage A Frame
We absolutely loved staying in this beautiful air b n b! The scenery was outstanding and was definitely one of the most peaceful stays we have experienced! We will 100% be booking again in the near future!

Cabin on the Creek ~ Kayaks and Fire Pit
Pros: absolutely beautiful setting, great fire pit area, nice wood burning stove, plenty of wood, blankets provided for outdoor fire pit, the area is great! Went to Crow vineyard and winery it was absolutely amazing, The Kitchen for Sunday Brunch and The Granary for oysters. We actually did a Scavenger hunt on Lets Roam App that was lots of fun. The weather rained for 2 days but we we got 1 day by the fire pit which was awesome!!!! The only thing I would keep in mind is the steps to the water are very very steep. Might be hard for kids or out of shape 50 year old like me.
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