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Vacation rentals with a kayak in Southern Maryland

Find and book unique kayak rentals on Airbnb

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Popular amenities for Southern Maryland kayak rentals

House rentals with a kayak

Guest favorite
Home in Woolford
4.93 out of 5 average rating, 144 reviews

Waterfront Getaway with Dock

TysheraRating, 5 stars2 weeks ago
Went to location as a family get-away. The views were breathtaking, who knew we would find such peace so close to home. Literally sat on the couch and stared outside for hours. The home was small enough to enjoy each other's company but large enough to allow everyone the time and space to do their own thing. The price was more than reasonable and we can't wait to return.
Guest favorite
Home in Colonial Beach
4.95 out of 5 average rating, 19 reviews

Peaceful and Cozy Waterfront Home (just renovated)

BrianRating, 5 stars1 week ago
Had a great stay ! Would definitely stay again if the time comes for us to go back .
Superhost
Home in Heathsville
4.92 out of 5 average rating, 125 reviews

The Hideaway at Mill Creek

JenniferRating, 5 stars2 months ago
Wonderful, quaint spot on the water! Hot tub was warm and relaxing! Perfect location for a girls weekend!
Guest favorite
Home in Heathsville
4.94 out of 5 average rating, 36 reviews

Family & Pet Friendly Private Beach Retreat

JustinRating, 5 stars6 months ago
Responsive and communicative via AirBnb app. Open to small changes we had to make. Beautiful house and wonderful neighborhood. Everything as described and reasonable price. Truly provided the BnB part of AirBnb with linens, cleaning/cooking supplies, and bathroom supplies. Very scenic. The pictures don't do it justice when it comes to the proximity of the dock. It is right outside the window of the master bedroom.
Guest favorite
Home in Weems
4.96 out of 5 average rating, 75 reviews

Weems Waterfront Getaway on Taylor Creek 🎣🚣🏻‍♀️🛶🌅

Mollye-RichardRating, 5 stars4 months ago
One of the very best Air BnB rentals we've ever had. The other one we normally use in the NN was rented for the dates we wanted. This one was available, it looked good, so we gave it a try. It's tied as our #1 favorite place to stay. We'll be back here next year as it is so close and convenient to everything and the home was terrific!
Guest favorite
Home in Lancaster
4.94 out of 5 average rating, 16 reviews

The River House

WhitneyRating, 5 stars6 months ago
We had a relaxing weekend at the river. We had so much privacy and were super happy with the house
Guest favorite
Home in Hague
5 out of 5 average rating, 15 reviews

3 story river home w/rooftop deck, dock, & kayaks!

JessicaRating, 5 stars7 months ago
The home was lovely and well-appointed with everything you could need to enjoy a relaxing stay. The kitchen was well stocked; the outdoor spaces were well designed Raisa was friendly and very responsive.
Guest favorite
Home in Montross
4.99 out of 5 average rating, 150 reviews

Beach Please! River cottage w/private beach & dock

AudreyRating, 5 stars1 week ago
This was our second stay at Beach Please and it was just as delightful as the first! The house was again squeaky clean, thoughtfully decorated and had plenty of room for our multi-generational family to spread out. Grandparents appreciated the first floor master bedroom and kiddos loved the game room, and the crafts and puzzles upstairs. The neighborhood is peaceful and cozy, with beautiful views in every direction. The addition of the acoustic guitar for songs by the firepit was a major plus, as our ten year old is a music lover and almost brought her own. We had a great stay and would recommend this AirBnB to anyone! Grab a week (or two) and don't think twice.

Cottage rentals with a kayak

Guest favorite
Cottage in Heathsville
4.86 out of 5 average rating, 110 reviews

Cottage with a view!

SimonRating, 5 stars6 months ago
We had a wonderful stay at the Rivah house. it's a beautiful location and kayaks are provided. there's also a full kitchen, lots of sleeping space, and a big tv. A great place to enjoy time in the water and see a beautiful and lesser known part of Virginia.
Superhost
Cottage in Reedville
4.88 out of 5 average rating, 201 reviews

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

ReginaRating, 5 stars3 weeks ago
My husband, myself and our son and daughter in law rented Dave & Melissa’s home to celebrate my 50th birthday. I was not looking forward to turning 50 but it was such a wonderful time. I LOVE their home. It was beautifully decorated with everything we needed. Sitting on the front porch listening to the waves crash was so relaxing. We had dinner on the deck every evening. It seemed so private and peaceful. Nice furnishings even outside. Perfect for our fur babies and us. The boat landing is just a couple miles away which is really nice and convenient. We will definitely be visiting again when the weather is warmer and we can have fun in the water. Thank you for allowing us to stay in your beautiful home 💜
Guest favorite
Cottage in Warsaw
4.94 out of 5 average rating, 113 reviews

Modern 2 Bdrm Cottage in Historic River Community

MaryRating, 5 stars2 weeks ago
I enjoyed my stay at this location while I was working in the area. The house was very clean and had a great view of the river. I loved the area and all of the amenities that she had in the home. Would definitely return.
Top guest favorite
Cottage in Annapolis
4.98 out of 5 average rating, 112 reviews

Weems Creek Cottage, Annapolis Waterfront

BenjaminRating, 5 stars1 week 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.
Top guest favorite
Cottage in Kilmarnock
5 out of 5 average rating, 83 reviews

Cottage on Prentice Creek, PA

BeverlyRating, 5 stars4 months ago
I cannot find the words to express our families stay. When I say this was the best stay at an ABNB we have had thus far it was. The outside itself from the landscaping to the scenery was breathtaking. Checking in was a breeze. Once inside pictures cannot begin to show the beauty of this property. The hosts have really thought through a guest experience. They went over and beyond hosts duties adding extreme attention to details. Anything and everything you may need or want for your stay was there. Even with all the extra amenities and the beauty of the home our family instantly felt at home. We loved our stay so much we have already booked our next stay.
Superhost
Cottage in Tall Timbers
4.89 out of 5 average rating, 119 reviews

Old World Cottage/Fabulous Sunsets/Polite Pets OK

KarenRating, 5 stars4 weeks ago
A beautiful home with space for several people, close to the water and surrounded by beautiful pine trees. Clean and tidy with a coastal charm, pet friendly is an extra bonus! Owners were very supportive and communicative.
Top guest favorite
Cottage in Hague
4.99 out of 5 average rating, 144 reviews

Potomac River cheerful cottage

VictoriaRating, 5 stars4 days ago
We were very pleased with this property. It was exactly as it appeared on line. Great water front property while at the same time feeling very private. The kitchen was well stocked both with cooking necessities and also provided the work tools needed to prepare food. Great property and a lovely experience.
Guest favorite
Cottage in Wittman
4.89 out of 5 average rating, 157 reviews

"Wittman Cottage"

Lou AnnRating, 5 stars5 months ago
This cottage was the perfect place! Clean, beautiful surroundings and peaceful. We enjoyed our time there and will be back! Thanks Lacy!

Cabin rentals with a kayak

Guest favorite
Cabin in Indian Head
4.97 out of 5 average rating, 32 reviews

*Private Waterfront Retreat w/3 Cabins Close to DC

CandiceRating, 5 stars2 months ago
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!
Guest favorite
Cabin in Saint Michaels
4.99 out of 5 average rating, 108 reviews

True St. Michaels 6 Acre Waterfront w/heated pool

KyleRating, 5 stars2 months ago
Marissa’s home was beautiful and had everything we needed - plus some. Plenty of clean/comfort space and restrooms for our party of 6. We had such a relaxing, warm stay during a snowy January weekend - even smores! Marissa was always responsive and provided suggestions for shopping and dining in St. Michael’s. It was lovely all the way around! Highly recommend this home and working with these owners. Top notch!
Superhost
Cabin in Lancaster
4.89 out of 5 average rating, 55 reviews

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

LindaRating, 5 stars1 month ago
Beautiful cabin in the woods. Remote but WiFi worked great. We were looking for cozy and relaxing and it delivered!
Superhost
Cabin in Queenstown
4.9 out of 5 average rating, 20 reviews

Warm and Cozy Historic Cabin on the Water

jeffRating, 5 stars1 month ago
Such a cool cabin. Wish we could have stayed longer.
Superhost
Cabin in Spotsylvania
4.75 out of 5 average rating, 139 reviews

Wilderness - Hot tub Rancher

TiffanyRating, 5 stars2 weeks ago
We had a cabin with a beautiful view of the water. The hot tub was a lot bigger then I expected. We really enjoyed our stay and plan to come back but this time with our boys as they would of loved it.
Guest favorite
Cabin in Lusby
4.9 out of 5 average rating, 256 reviews

Peaceful Waterfront Retreat on The Bay

JessicaRating, 5 stars1 month ago
Peaceful stay out on the water. There was a lots of great state parks near by too. The home was stylish, clean and peaceful 🙂
Guest favorite
Cabin in Lusby
4.93 out of 5 average rating, 193 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

JoanneRating, 5 stars1 week ago
We spent a quiet and serene weekend at this place celebrating our 28th wedding anniversary. I liked the decor, the furniture were all extremely comfortable, and the view was amazing of course. The kitchen had all that we needed to cook a simple meal. I liked that oils and spices were provided in addition to coffee and tea. We enjoyed the outdoor space to have a campfire. (while sitting on the back deck looking out at the bay and night skies) We were also able to enjoy use of the tandem kayak and would recommend that to those who come as the creek was so smooth and fun to be on the water looking at nature and beautiful houses. Can definitely kayak to Vera's restaurant though return trip may take longer due to water current. We really enjoyed our long weekend and would recommend this location to others or come back ourselves.
Top guest favorite
Cabin in Lusby
4.98 out of 5 average rating, 80 reviews

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

LauraRating, 5 stars3 weeks ago
We absolutely love this spot! Second time here and it’s the perfect mix of family friendly and peaceful for the parents. Kids could hang downstairs or near the pier while we relaxed in the family room and screened in porch. Can’t say enough about this home away from home!

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