Vacation rentals with a kayak in Eastern Shore of Virginia

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Popular amenities for Eastern Shore of Virginia kayak rentals

House rentals with a kayak

Guest favourite
Home in Woolford
4.93 out of 5 average rating, 146 reviews

Waterfront Getaway with Dock

CassandraRating, 5 stars1 week ago
Perfect for a weekend getaway! Sitting on the dock listening to the birds in the evening, and again in the morning with my coffee was so relaxing. Peaceful, private, and comfortable. The house had everything I needed. Chickens were a fun bonus. Can’t wait to come back again!
Guest favourite
Home in Colonial Beach
4.95 out of 5 average rating, 19 reviews

Peaceful and Cozy Waterfront Home (just renovated)

BrianRating, 5 stars1 month 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, 128 reviews

The Hideaway at Mill Creek

PaulRating, 5 stars2 weeks ago
We had a wonderful long weekend away. The views were amazing. The home is well equipped. We had a lot of fun exploring the area, hiking on trails, banks of the Chesapeake and taking out the kayaks. It was a very relaxing and much needed getaway!
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 Deltaville
4.79 out of 5 average rating, 33 reviews

Jackson Creek Home w/ optional Guest Cottage

YuningRating, 5 stars7 months ago
I stayed at Meg's beautiful home with my bridesmaids for my wedding weekend in Deltaville, and it was absolutely perfect! The house is spacious, clean, and well-organized, which made it a comfortable and relaxing place to stay during such a special time. Meg was so kind and responsive, providing helpful local recommendations and detailed instructions for the house. She truly went above and beyond to make our stay enjoyable, and her hospitality made my wedding weekend even better. I couldn’t have asked for a better experience—thank you, Meg!
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.
Guest favourite
Home in Colonial Beach
4.98 out of 5 average rating, 60 reviews

Waterfront Paradise with own Beach, Kayak, & Grill

SonjaRating, 5 stars5 months ago
We loved this snug, little spot on the water. Watching the sunrise over the water made for enjoyable mornings. It had a full kitchen that made cooking our meals very easy. Two seating areas in the living area gave us room to spread out. Fast wifi....I even stayed online while I was down by the water. I wasn't a huge fan of the overly curious swans, but I did find some really nice pieces of sea glass down by the water. The heat in this house was great.
Top guest favourite
Home in Colonial Beach
5 out of 5 average rating, 101 reviews

Waterfront Cottage in Colonial Beach at Placid Bay

CorinneRating, 5 stars3 days ago
The house was absolutely lovely and perfect for a weekend getaway with family. The home had everything we could possibly need and we felt right at home. The water pressure was a little light, but that's literally the only thing I could have wished for. Will definitely stay again!

Cottage rentals with a kayak

Guest favourite
Cottage in Lewes
4.85 out of 5 average rating, 112 reviews

'Cottage by the bay', sleeps 8 near Rehoboth beach

SophieRating, 5 stars7 months ago
Wonderful little A frame beach cabin feel. Timothy is very helpful and responsive. We did the dogfish dash and was the perfect little place to stay the night before our run. There is only 1 bathroom which wasn’t ideal in the morning for 4 people, but everything else is amazing!! Highly recommend :)
Top guest favourite
Cottage in Lanexa
4.99 out of 5 average rating, 123 reviews

Hidden Heaven Lake house on private 1 acre.

BrettRating, 5 stars1 month ago
Joyce has done a phenomenal job with this lake house. Everything has been thought through. The house actually looks even better than the pictures. You can tell a lot of thought went into the decor. And it is super clean. The kitchen is fully stacked with everything you would need ant home or away. Ample seasoned fire wood and starter sticks makes using their MASSIVE fire pit a breeze. The best part is she gives you access to both of their docks and you will not have to take your boat or kayak out of the water once. We kayak fished Johnson’s and Lacey’s with ease from her house. 100% coming back to stay again.
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 stars1 week 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.
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 stars2 weeks 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!
Top guest favourite
Cottage in Hague
4.99 out of 5 average rating, 150 reviews

Potomac River cheerful cottage

MelanieRating, 5 stars1 week ago
This small cottage had what I was looking for in a quiet retreat for a long weekend. I particularly enjoyed the sun room, deck and views of the river. Lots of birds to listen to all day long and stars to view at night. Great river access and I appreciated the kayaks, I highly recommend taking one out on a calm morning! The only drawback was needing to drive a ways to get food or groceries, but Linda did mention that beforehand so good to plan ahead.
Top guest favourite
Cottage in Montross
4.98 out of 5 average rating, 154 reviews

Newly Renovated 2BR Waterfront Cottage with Dock

KatherineRating, 5 stars1 week ago
I wish I could have stayed longer! The house was beautiful with so many thoughtful touches. Andrew’s place was clean, spacious, and had the most gorgeous views of the water. The highlight of our stay was the outdoor spaces! We loved eating outside on the spacious deck, drinking morning coffee on the lounge chairs, and going for multiple paddles in the provided kayaks and paddle boards. I hope to book again soon!
Guest favourite
Cottage in Westover
4.93 out of 5 average rating, 193 reviews

Heaven on the Bay - A Peaceful Waterfront Retreat

BryanRating, 5 stars2 weeks ago
The views of the Bay, dock, and kayaks were incredible. The kitchen and family room had a great vibe, it felt like we were at the Bay!

Cabin rentals with a kayak

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

*Private Waterfront Retreat w/3 Cabins Close to DC

CandiceRating, 5 stars3 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!
Superhost
Cabin in Lancaster
4.89 out of 5 average rating, 56 reviews

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

HollyRating, 5 stars3 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!
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 stars2 weeks 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 stars2 weeks 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, 141 reviews

Wickline Cabin on Moon Creek

ZoeRating, 5 stars3 weeks ago
I love it! Best place to stay, I will definitely be recommending it!
Top guest favourite
Cabin in Lusby
4.98 out of 5 average rating, 83 reviews

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

MitchellRating, 5 stars2 weeks ago
This was our second time staying at Julie's lakeside cabin and it was wonderful again. Modern, tidy and very comfortable rooms and beds. The amenities are fantastic - we loved the arcade and watching wildlife around the pond (saw bald eagles, osprey, and even a snapping turtle! - the hot tub was a great way to relax and warm up after a day at the beach. Convenient short drive to several beaches to comb for fossils - lots of good places to eat in and on the way to Solomons. Julie is a great host and a great communicator too!
Guest favourite
Cabin in Reedville
4.97 out of 5 average rating, 254 reviews

Dinna Fash-3 BR Waterfront Log Cabin

TinaRating, 5 stars2 weeks ago
If you’re looking for a getaway in a tranquil setting this is perfect. Great for lovers of the water too. A few museums, country stores/markets and seafood vendors nearby. If you venture further you’ll bump into some boutique shopping.

Destinations to explore