
Vacation rentals with a kayak in Anne Arundel County
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Anne Arundel County
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Anne Arundel County kayak rentals
House rentals with a kayak
Guest favorite

Home in Annapolis
5 out of 5 average rating, 17 reviewsAnnapolis waterfront, private pier with kayaks
MeghanRating, 5 stars4 weeks ago
The place was great! Amazing spot located right on the water. Beautiful open space that was perfect for a large group wanting to spend time together. Calling ubers into town was a little tricky and came with some long wait times, but we were always able to connect with a ride and get where we needed to go.
Top guest favorite

Home in Edgewater
5 out of 5 average rating, 11 reviewsStunning waterfront views with dock near Annapolis
CynthiaRating, 5 stars3 weeks ago
Absolutely beautiful lakefront home. Bob’s place boasted a fantastic chefs kitchen including everything needed to catch your own crabs! The master suite featured a spa like bathroom and stunning sunset views from the private balcony. The location was quiet and very private and located within driving distance of DC and Baltimore. Bob and his wife were lovely hosts and had several recommendations for beautiful day trips and restaurants. We truly felt on vacation in luxury.
Guest favorite

Home in Shady Side
5 out of 5 average rating, 26 reviewsPeaceful Waterfront Getaway
PamRating, 5 stars4 months ago
This was a fabulous place for a family gathering over Thanksgiving! Kayaks, basketball, and shooting pool kept all generations active and having fun. There are several parks and beaches near by for walking as well. The bedrooms are well appointed with high quality linens and towels. Tanya’s place is highly recommended!
Superhost

Home in Edgewater
4.81 out of 5 average rating, 21 reviewsSouth River Beach Front House
TammyRating, 5 stars6 months ago
Great location, beautiful home that was very comfortable.
Guest favorite

Home in Shady Side
4.93 out of 5 average rating, 45 reviewsCozy Bay home w/180 degree view
DeanaRating, 5 stars2 months ago
Madeline place was great to watch cruise ships and other boats come and go into Baltimore. Beautiful sunrises and sunsets right off the balcony. Quiet and peaceful. Madeline was very helpful and responded quickly. We would highly recommend staying here.
Guest favorite

Home in Pasadena
5 out of 5 average rating, 51 reviewsWaterfront CHeerful 2 with Private home
DavidRating, 5 stars2 weeks ago
The cottage /house was peaceful on the edge of an inlet from the Bay. The patio was lovely. It was chilly so we couldn’t use the kayaks. The kitchen was very well equipped. The dishes, utensils, cookware were quality. The extra cozy blankets were nice. He responded to a request very timely. We enjoyed the stay very much.
Superhost

Home in Shady Side
4.83 out of 5 average rating, 12 reviewsChesapeake Bay - West River Home
JenniferRating, 5 stars7 months ago
Fabulous house in a terrific location. The house was very clean and Rick was a great host.
Top guest favorite

Home in Shady Side
4.98 out of 5 average rating, 47 reviewsSunset Cottage
SharonRating, 5 stars6 days ago
The house was clean, neat and perfectly set up. The view out of the living area and back bedroom is fabulous; a beautiful way to begin and end each day. Our stay was very comfortable and relaxing. We did not want for anything. Nicole was very helpful, responsive and easy to work with.
Cottage rentals with a kayak
Guest favorite

Cottage in Edgewater
4.99 out of 5 average rating, 154 reviewsWaterfront Chesapeake Bay Sunrises w/Private PIER!
IsabelRating, 5 stars4 weeks ago
Heather’s place is a little paradise on the water. Peaceful, quiet, and perfect for some real rest and relaxation. The house was exactly as described—spotless, all new, and super comfortable inside, with beautiful outdoor spaces to enjoy. Annapolis is just a short 25-minute drive away if you’re looking for great food and things to do. Communication with Heather was easy and fast. I’d come back anytime I’m in the area again!
Guest favorite

Cottage in Edgewater
4.92 out of 5 average rating, 48 reviewsWaterfront Cottage with Private Pier
SarahRating, 5 stars1 day ago
This is a gem of a cottage. The host was lovely , the decor was wonderfully curated, and the house was fully stocked with anything we needed! Coffee, travel soaps, full kitchen, even a dog dish! We had such a relaxing time enjoying the perfect views. Felt like we were in another time!
Superhost

Cottage in Annapolis
4.87 out of 5 average rating, 82 reviewsWaterfront cottage w/hot tub/ gated/ pier/ firepit
RachelRating, 5 stars2 weeks ago
Very cute place with a great view
Guest favorite

Cottage in Deale
4.96 out of 5 average rating, 158 reviewsChesapeake Bay Cottage
AndyRating, 5 stars1 week ago
fantastic stay. clean and very quiet right on the bay. highly recommended. would definitely revisit again.
Top guest favorite

Cottage in Annapolis
4.98 out of 5 average rating, 112 reviewsWeems Creek Cottage, Annapolis Waterfront
BenjaminRating, 5 stars3 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 favorite

Cottage in Pasadena
4.97 out of 5 average rating, 172 reviewsFt. Smallwood Overlook. Waterfront with Kayaks!
JulieRating, 5 stars4 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 !
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