Holiday rentals with a kayak in Delmarva Peninsula

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Popular amenities for Delmarva Peninsula kayak rentals

Holiday House Rentals with a Kayak

Guest favourite
Home in Colonial Beach
4.95 out of 5 average rating, 19 reviews

Peaceful and Cozy Waterfront Home (just renovated)

BrianRating, 5 stars3 weeks ago
Had a great stay ! Would definitely stay again if the time comes for us to go back .
Superhost
Home in Lancaster
4.63 out of 5 average rating, 19 reviews

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

SjaloomRating, 5 stars5 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
Superhost
Home in Heathsville
4.92 out of 5 average rating, 127 reviews

The Hideaway at Mill Creek

TabathaRating, 5 stars2 weeks ago
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
Guest favourite
Home in Deale
4.88 out of 5 average rating, 100 reviews

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

CourtneyRating, 5 stars1 month ago
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.
Guest favourite
Home in Lancaster
4.94 out of 5 average rating, 16 reviews

The River House

WhitneyRating, 5 stars7 months ago
We had a relaxing weekend at the river. We had so much privacy and were super happy with the house
Guest favourite
Home in Scotland
4.91 out of 5 average rating, 129 reviews

Spacious Gorgeous Waterfront Home with Sunset View

RonRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Charles City
4.99 out of 5 average rating, 280 reviews

Hutch's Bluff - Waterfront near Williamsburg

AaronRating, 5 stars6 days ago
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.
Guest favourite
Home in Lewes
4.96 out of 5 average rating, 129 reviews

Woodsey Beach House - Beach, Lake, Woods!

ErinRating, 5 stars5 months ago
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.

Cottages with a kayak

Guest favourite
Cottage in Deale
4.96 out of 5 average rating, 158 reviews

Chesapeake Bay Cottage

AndyRating, 5 stars2 weeks ago
fantastic stay. clean and very quiet right on the bay. highly recommended. would definitely revisit again.
Top Guest favourite
Cottage in Lower Township
5 out of 5 average rating, 217 reviews

Octopus Cottage: Hot Tub | Kayaks | Fire Pit

MonicaRating, 5 stars1 week ago
Do not hesitate to stay here! It is spectacular. Right on the beach, immaculate and perfectly appointed. We can’t wait to come back!
Guest favourite
Cottage in Warsaw
4.94 out of 5 average rating, 115 reviews

Modern 2 Bdrm Cottage in Historic River Community

VyacheslavRating, 5 stars2 weeks ago
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!
Top Guest favourite
Cottage in Smith Island
4.97 out of 5 average rating, 223 reviews

Levering Creek Cottage with Private Dock

LindsayRating, 5 stars4 days ago
We loved our stay at Janet’s place! She was incredibly easy to communicate with, and the house was absolutely perfect—comfortable, clean, and well-appointed. We especially enjoyed being nestled into Ewell, with convenient access to the water, shops, food, and golf cart rentals. It made for a truly relaxing and memorable getaway.
Top Guest favourite
Cottage in Annapolis
4.98 out of 5 average rating, 112 reviews

Weems Creek Cottage, Annapolis Waterfront

BenjaminRating, 5 stars4 weeks ago
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.
Guest favourite
Cottage in Pasadena
4.97 out of 5 average rating, 172 reviews

Ft. Smallwood Overlook. Waterfront with Kayaks!

JulieRating, 5 stars5 months ago
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 !
Guest favourite
Cottage in Kinsale
4.93 out of 5 average rating, 242 reviews

Great little cottage with a "Rivah" view

KhetagRating, 5 stars1 week ago
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.
Guest favourite
Cottage in Tall Timbers
4.89 out of 5 average rating, 120 reviews

Old World Cottage/Fabulous Sunsets/Polite Pets OK

JenniferRating, 5 stars1 week ago
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

Superhost
Cabin in Lancaster
4.89 out of 5 average rating, 56 reviews

Riverside R&R: Cabin, Dock, Kayak & Game Arcade

HollyRating, 5 stars2 weeks ago
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!
Superhost
Cabin in Elkton
4.73 out of 5 average rating, 48 reviews

Large Cabin w/ RiverView&Hot Tub

KatieRating, 5 stars2 months ago
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.
Superhost
Cabin in Spotsylvania
4.76 out of 5 average rating, 147 reviews

Wilderness - Hot tub Rancher

TiffanyRating, 5 stars1 week ago
Enjoyed my stay. Definitely need more than a day to be able to enjoy the resort. Reservation staff were extremely sweet and helpful. Very peaceful and homey.
Guest favourite
Cabin in Onancock
4.94 out of 5 average rating, 49 reviews

Awesome private off grid cabin with creek view.

JayneRating, 5 stars2 weeks ago
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!
Guest favourite
Cabin in Lusby
4.9 out of 5 average rating, 259 reviews

Peaceful Waterfront Retreat on The Bay

DonnaRating, 5 stars1 week ago
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.
Guest favourite
Cabin in Lusby
4.93 out of 5 average rating, 196 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

PhilipRating, 5 stars1 week ago
Fantastic place! Awesome, private spot to enjoy this part of Calvert County. The water was amazing. Would definitely stay again.
Guest favourite
Cabin in Smithfield
4.89 out of 5 average rating, 140 reviews

Wickline Cabin on Moon Creek

DanRating, 5 stars1 month ago
Spent the weekend up here for a quick getaway. It’s a beautiful cabin - location is great, it’s very quiet, and it was the perfect place to escape life for a couple of days. Loved it!!
Top Guest favourite
Cabin in Dinwiddie
4.96 out of 5 average rating, 153 reviews

*No Fees* Lake Cabin with Private Dock

AmandaRating, 5 stars3 days ago
We had an amazing long weekend with both our dogs! It was our first vacation with them both and this cain did not disappoint. We truly had R&R and we are planning our next trip very soon!! oh! and the wildlife is so fun! from the herons, fish and turtles to the lovely donkey 🤣.

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