Vacation rentals with a kayak in Delmarva Peninsula

Find and book unique kayak rentals on Airbnb

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Popular amenities for Delmarva Peninsula kayak rentals

House rentals with a kayak

Guest favorite
Home in Montross
4.98 out of 5 average rating, 106 reviews

Jul&Aug Avail | Waterfront+Beach+Pool | Gameroom

DavidRating, 5 stars2 weeks ago
What a find! We were attending a wedding on the Potomac and found this gem of a place basically right next door. A perfectly appointed home in a peaceful, tranquil, beautiful setting. Connie was great! Responsive to our need to find the iron, not exactly an emergency, Connie responded immediately with it's location. Loved it!
Top guest favorite
Home in Ocean Pines
4.99 out of 5 average rating, 123 reviews

Charming Waterfront Cottage w/2 King Suites + Dock

JoeRating, 5 stars4 weeks ago
We were blown away by how amazing the house was. We came for a weekend event in OCMD and found ourselves not wanting to leave the house. The backyard and dock leading to the water were relaxing and created a lot of great photos and memories for us. Being able to wake up and go kayaking before starting the day followed by sitting around the fire at night really made for a perfect stay.
Top guest favorite
Home in Grasonville
4.95 out of 5 average rating, 271 reviews

River Front, Private Single Family Home

AnnaRating, 5 stars3 weeks ago
We had a great weekend at this cottage. Comfortable layout, great dock, and a beautiful view. We hope to return.
Top guest favorite
Home in Cambridge
4.99 out of 5 average rating, 171 reviews

Sunset Breezes - quiet waterfront retreat

MicheleRating, 5 stars2 months ago
Scott and Melinda's place was perfect for a peaceful getaway for our family of 5. The water was so nice to wake up to and fall asleep hearing the water move by! The thought of all the basic needs and had everything easily accessible from fresh eggs from their chickens, a great variety of coffee pods and creamer, and all the other small needs that come up while staying in an airbnb. This was great since it is off the beaten path. If you are looking for some peaceful family time or a secluded retreat with friends, this is a perfect place!
Top guest favorite
Home in Belle Haven
4.96 out of 5 average rating, 109 reviews

Bay Breeze Home on private waterfront

MichaelRating, 5 stars1 week ago
Amazing Host and house exceptional friendly nice and so welcoming. beautiful views of the water and surrounding areas just an amazing experience and people thank you 🙏
Superhost
Home in Scotland
4.9 out of 5 average rating, 133 reviews

Spacious Gorgeous Waterfront Home with Sunset View

AlisonRating, 5 stars1 week ago
This home is just as advertised...it is very large, great for several families vacationing together! Our group was small so we didn't even make use of all of the space. The house is right on Tanner Creek which is just beautiful for sitting on the dock and relaxing, paddleboarding and kayaking, birdwatching, etc. It's also about a mile from Lookout Point State Park which is absolutely gorgeous. Restaurants and grocery stores are few and far between in this area, so it's a good idea to bring your own food, and the kitchen is well stocked with pots and pans for cooking. If you are looking for a place to relax in a calm and beautiful setting, this is it!
Top guest favorite
Home in Bridgeton
4.99 out of 5 average rating, 249 reviews

THE SORA with Disco, Hot Tub & Pool

AnnaRating, 5 stars2 weeks ago
We rented Thomas's space for our entire wedding weekend. It was truly the most incredible experience. From top to bottom Thomas helped to make this our dream weekend. The place is like its own little world. It's the most magical surroundings and the houses themselves are truly breathtaking with every amenity you could want... a disco garage?! This will forever go down as one of the best weekends of our lives!
Top guest favorite
Home in Piney Point
5 out of 5 average rating, 110 reviews

Living on Island Time

JillRating, 5 stars2 days ago
Had a great week fishing and crabbing from the doc, kayaking, game playing, eating and visiting local attractions! Can’t say enough about how friendly Melissa was. Would definitely return!

Cottage rentals with a kayak

Top guest favorite
Cottage in Weems
4.99 out of 5 average rating, 115 reviews

The Crab Shack

TarynRating, 5 stars1 week ago
This was our 1st visit to The Crab Shack. All I can say is Wow, just Wow! This was the cleanest, nicest and cutest Airbnb that we have ever stayed at over the years! It was amazing! My husband and I traveled from Sarver, PA with our 2 Golden Retrievers to celebrate our 10 year Wedding Anniversary! We all had the best time ever! We spent most of the time here at the Shack just cooking on the grill and listening to music and the girls did a lot of swimming fetching for balls! Thank you Carlisle and Mary for making our 10 year Anniversary simply perfect! ❤️☀️😎🥂🍾🦀 We can’t wait to come back! ☺️
Superhost
Cottage in Reedville
4.88 out of 5 average rating, 210 reviews

Private point on the Bay🌤hammock, hot tub, kayaks❤️

LorenRating, 5 stars1 week ago
We loved out time at this Bayside home. My boys spent outside upon hours at the little private beach, where the water doesn't really get deep for quite a ways and the waves were never very rough. it was perfect for them. we all enjoyed the hot tub, kayaks, comfortable beds. My personal favorite was the hammock right by the water, listening to nothing but the waves and the calls of the ospreys that made the area their home. Forget the overly built up touristy areas and give this place a try. You will not regret it.
Superhost
Cottage in Warsaw
4.93 out of 5 average rating, 120 reviews

Modern 2 Bdrm Cottage in Historic River Community

C. CaliRating, 5 stars3 weeks ago
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.
Guest favorite
Cottage in Onancock
4.96 out of 5 average rating, 162 reviews

A "True" Chesapeake Bay Waterfront Experience!

KristenRating, 5 stars3 weeks ago
Second time staying at one of the cottages and can’t wait to come back! The area is so peaceful and serene - great DC getaway. If you enjoy hearing just the bay waves crashing and birds, beautiful sunsets, and panoramic views even from inside look no further.
Top guest favorite
Cottage in Wildwood Crest
4.99 out of 5 average rating, 288 reviews

Bayfront home on Sunset Lake.

GwenRating, 5 stars5 days ago
Pauls place was truly a home away from home. The house and property are absolutely beautiful. We loved sitting out on both the porch and dock every single day. It was so peaceful and the sunset view is SPECTACULAR. Paul was a great host and checked in on us to ensure we had everything we needed throughout our stay. He is also very quick to respond- love that! (Thank you, Paul!!) This will definitely be our new vacation spot when we come down to the beach! Its perfect!
Top guest favorite
Cottage in Lanexa
4.97 out of 5 average rating, 124 reviews

TooFine Lakehouse, pet friendly waterfront cottage

AlisonRating, 5 stars3 weeks ago
Beautiful surroundings, with the lake just steps from the door. The cabin had everything we needed for a 4 night stay. Great mix of indoor and outdoor spaces to enjoy. We absolutely loved it!
Guest favorite
Cottage in Wittman
4.89 out of 5 average rating, 165 reviews

"Wittman Cottage"

JamesRating, 5 stars3 weeks ago
Wonderful location. Excellent accommodations. Been there a few times and each visit has been most pleasant.
Top guest favorite
Cottage in Onancock
4.96 out of 5 average rating, 112 reviews

Little Cottage on the Creek

OwenRating, 5 stars3 weeks ago
Karen’s place was a perfect weekend getaway for a couple. The place had everything we needed and the location was peaceful and beautiful. Karen was very helpful and responsive with recommendations. Would definitely stay here again!

Cabin rentals with a kayak

Superhost
Cabin in Lancaster
4.89 out of 5 average rating, 57 reviews

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

HollyRating, 5 stars2 months 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!
Guest favorite
Cabin in Henrico
4.98 out of 5 average rating, 48 reviews

Parkside Log Cabin

BenjaminRating, 5 stars1 month ago
Much needed peaceful, private getaway!! Fun unique setting. Nice newly updated bathroom and kitchen were a great addition to the otherwise rustic ambience.
Guest favorite
Cabin in Ridge
4.95 out of 5 average rating, 65 reviews

Pizza Friday

LoisRating, 5 stars3 weeks ago
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.
Guest favorite
Cabin in Onancock
4.94 out of 5 average rating, 50 reviews

Awesome private off grid cabin with creek view.

DanielRating, 5 stars3 weeks ago
This place was as described. Very peaceful get away for my family and totally worth the price we paid. Teresa was quick to respond and recommended some place to eat. We will be back to experience the fall weather.
Guest favorite
Cabin in Lusby
4.9 out of 5 average rating, 266 reviews

Peaceful Waterfront Retreat on The Bay

SarahRating, 5 stars1 week ago
It’s our second stay at Camp Maier and we are already planning to come back. As soon as we step in, we feel calmed by the view and the comfortable space. The place has had a fresh coat of paint since we were here last, and we appreciated the kitchen upgrades too. We loved pizza at Cryptic Pizza in Solomons Island and a walk with dogs at Flag Ponds nature park. Even found a small fossilized shark tooth! A magical time. Thank you.
Top guest favorite
Cabin in Dinwiddie
4.95 out of 5 average rating, 160 reviews

*No Fees* Lake Cabin with Private Dock

MarkRating, 5 stars1 week ago
Looked forward to getting back there each night. Can't wait to come back.
Guest favorite
Cabin in Worton
4.93 out of 5 average rating, 92 reviews

Cabin on the Creek ~ Kayaks and Fire Pit

RachelRating, 5 stars3 weeks ago
We loved being in the woods and right by the river. Access to kayaks was a big draw. The home was comfortable and had everything we needed. We also loved being just a quick drive to Chestertown.
Top guest favorite
Cabin in Lusby
4.98 out of 5 average rating, 90 reviews

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

LaurenRating, 5 stars2 weeks ago
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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