Holiday rentals with a kayak in Hampton Roads

Find and book unique kayak rentals on Airbnb

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Popular amenities for kayak rentals in Hampton Roads

House rentals with a kayak

Top guest favourite
Home in Hampton
5 out of 5 average rating, 63 reviews

The Canary Island … Keep Calm and Fish On

TimothyRating, 5 stars1 month ago
We made wonderful memories at this beautiful place. Would definitely recommend!
Guest favourite
Home in Newport News
4.93 out of 5 average rating, 81 reviews

1-Bedroom Home Near Christopher Newport University

MikeRating, 5 stars2 weeks ago
We absolutely loved the house and all of the decor! There was no need to leave the house if we didn't want to due to the movies, records, stereo system, arcade machine and hot tub! But, my personal favorite was the kitchen! We will definitely be going back and staying at Adam's!! Side Note: The Legos are AMAZING!
Top guest favourite
Home in Gloucester
4.99 out of 5 average rating, 78 reviews

Welcome to this Waterfront Home with Amazing Views

ChristineRating, 5 stars4 days ago
We had a wonderful visit to Ashley’s beautiful home in Gloucester. The house and property were spacious and beautiful. You will LOVE your stay. Ashley is an outstanding Superhost.
Guest favourite
Home in Port Haywood
4.92 out of 5 average rating, 36 reviews

Anne's Beachfront Shangri-La

VickiRating, 5 stars1 week ago
We had a wonderful stay at Brandon’s place! It was private and beautiful! The house also contained everything we could possibly need from kayaks to a pack and play! We will definitely be back! Thank you!
Top guest favourite
Home in Surry
5 out of 5 average rating, 53 reviews

2 King EnSuites/Family Friendly/James River View

KatherineRating, 5 stars1 month ago
Dan and Sam were very friendly, responsive hosts. The house and setting were beautiful and perfect for a family. The toys and books in the kids' room were a huge hit, and we all enjoyed the ample outdoor seating and very comfy beds. The ferry was super convenient and fun to watch, without actually hearing any traffic. And we saw so many osprey and bald eagles from the porch! I was charged with finding a rental for 6 adults and 3 kids, and each adult (and my kids) told me that this home was a gem! I'm so grateful to Dan and Sam for sharing their home with our family!
Top guest favourite
Home in Gloucester County
4.95 out of 5 average rating, 56 reviews

York River | Chesapeake Bay Bliss: Fishing Retreat

MagdaRating, 5 stars2 months ago
Our family of four loved staying here. Our 10-year-old delighted in crabbing and playing board games (chess and Battleship). Our 7-year-old desperately wanted to splash around the York River even though it was freezing in April. The local recommendations were much appreciated and the impact of staring at a horizon line cannot be overestimated.
Guest favourite
Home in Hampton
4.96 out of 5 average rating, 80 reviews

Exclusive Beachfront Home w/ 180° Views & Hot Tub!

KathleenRating, 5 stars2 weeks ago
I could not wait to write a review about our stay. So much so that we are not even home yet. We had a glorious week at Bay Bliss! Bliss is the perfect description. Anywhere in this beautiful home you can hear the waves of the ocean. There was nothing better than listening to that while falling asleep on the comfiest bed in the master bedroom. Hosts were extremely responsive, helpful with local recommendations and extremely friendly. I have stayed at lot of AirBnb’s and hotels. Honestly, I have never felt so at home and I felt that way from the second I walked in the door. We will definitely be back.
Superhost
Home in Norfolk
4.78 out of 5 average rating, 37 reviews

Wil-O-Bay Getaway

TamaraRating, 5 stars11 months ago
Absolutely loved this house! Perfect place whine working. Loved sting on the deck out back. Bonnie was wonderful person to communicate with. Would stay again! Thank you

Cottage rentals with a kayak

Top guest favourite
Cottage in Surry
4.96 out of 5 average rating, 50 reviews

Riverfront Oasis | Kayaks, Private Beach, & More

PaulRating, 5 stars1 month ago
This place was just amazing. The views of James River, and even the Jamestown settlement across the river (using binoculars) was just mind-blowing! Kevin and Jamie left a wide variety of amenities that were extremely thoughtful and useful, to include hygiene products, charging cords (which was a life saver because for literally the first time ever, I forgot my phone and iPad cords), coffee, and even a margarita kit! The cottage is so cozy, and was very clean. I’m definitely going to book here again.
Guest favourite
Cottage in Chesapeake
4.95 out of 5 average rating, 132 reviews

The Cottage @ Captain Genes - Secluded Waterfront

LindseyRating, 5 stars6 months ago
Our stay in this home was such a treat! We enjoyed utilizing the kayaks to boat around in Chesapeake Bay. The hot tub was an absolute delight, perfect for evening stargazing, saw lots of shooting stars, and could see the water of the bay from the hot tub. We also enjoyed doing November cold plunges from the hot tub to the pool. While the living room is not expansive, it fit our needs for family game & movie nights. The bed linens were so comfortable, and Lori was beautifully responsive & friendly when we would reach out with a question. We also enjoyed the nearby Sandy beaches.
Cottage in Surry
5 out of 5 average rating, 3 reviews

James River Beach Cottage - Private Beach & Pier!

MicheleRating, 5 stars21 months ago
Deena was extremely helpful from the start. I was looking between 2 properties however since Deena was the first person to email me information of the area the history on the home and ideas for things to do for the kids I booked with her. When we got to the cottage we easily checked in had a ton of amenities and the cottage was clean spotless clean. We really enjoyed our stay with Deena and we look forward to another a stay at her cottage.
Cottage in Surry
4.78 out of 5 average rating, 9 reviews

James River Beach Retreat - Private Beach & Pier

JanineRating, 5 stars21 months ago
Deena’s place was actually better than pictured. Such great decor—we loved the colors and the owls. Everything was set up perfectly, very comfortable and relaxing. Terrific to be right next to the ferry, as we spent most of our time exploring Jamestown, Yorktown. TV, wifi worked well. Having kayaks especially nice. Deena was extremely communicative and informative and a all around great host!
Cottage in Norfolk
4.8 out of 5 average rating, 143 reviews

Beach Cottage - On Beach with Wrap Around Porch

AmberRating, 5 stars2 weeks ago
We loved staying here! The location was great and it was roomy. Super close to the beach, great outdoor amenities, and a nice porch. Host was quick to respond. We pretty much had the beach to ourselves, it was like a private getaway! There were a few cons: very noisy upstairs guests (I know this can’t be helped, but it was bad,) the parking spaces were EXTREMELY tight and one of the guests kept parking in 2 spaces instead of one. There was a narrow gravel driveway offered, but if someone parked behind you then you couldn’t leave. The WiFi wasn’t strong enough to watch tv, we had to keep pausing it so it would load a little. All in all it was a great deal and would definitely stay here again!
Cottage in Norfolk
4.79 out of 5 average rating, 119 reviews

Beach Cottage-Bay Views Loft on Beach & Veranda

MarthaRating, 5 stars4 months ago
Enjoyed the stay. Comfy beds with wonderful cotton linens. Cute interior. Nice, quiet off season experience. John’s recommendations for smaller local favorite restaurants were good choices. Nearby recreation centers offer day passes and lots of indoor activities for cold or rainy days. Just right for our family trip. Highly recommend.
Guest favourite
Cottage in Virginia Beach
5 out of 5 average rating, 23 reviews

Epic Sunsets | Waterfront Cottage | Pet Friendly

CateRating, 5 stars6 days ago
This place was the most charming airbnb I have ever stayed in. Badria and Jay made every detail of our stay perfect with all of their extra touches, including saltwater taffy and a box of croissants, slippers and a lavender mask, and a fully stocked coffee station with syrups. We instantly felt at home and in vacation mode at their place and literally laid out on the dock the entire time. A perfect spot for kayaking, laying out in the sun, and I even brought out my mat and did some yoga on the dock. The views were unreal. The couch was so comfortable I accidentally fell asleep there the whole night and woke up to the gorgeous window views. Amazing hosts and location!
Guest favourite
Cottage in Norfolk
4.94 out of 5 average rating, 169 reviews

Poseidon - Beach Carriage House - 120 Years Old

JessicaRating, 5 stars2 weeks ago
We enjoyed our stay at Poseidon. The carriage house was perfect for us, and had everything we needed for our vacation. We appreciated having the chairs and umbrellas so we didn’t have to bring our own. We’d definitely love to come and stay again.

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