Vacation rentals with a kayak in Portsmouth

Find and book unique kayak rentals on Airbnb

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Popular amenities for Portsmouth kayak rentals

House rentals with a kayak

Top guest favorite
Home in Buckroe Beach
5 out of 5 average rating, 64 reviews

The Canary Island … Keep Calm and Fish On

MichaelRating, 5 stars1 week ago
The property is spectacular. Everything about the accommodations was excellent. Not one complaint. Just praise. The host was very friendly and helpful. So were the neighbors!
Guest favorite
A single-story house is framed by vibrant flowering bushes and trees. A red flag is prominently displayed near the entrance. The front yard is spacious with grassy areas, and a paved driveway leads to a single-car garage.
Home in Newport News
4.93 out of 5 average rating, 81 reviews

1-Bedroom Home Near Christopher Newport University

MikeRating, 5 stars3 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!
Superhost
The blue, three-story house is viewed from the side, showcasing multiple windows with white trim. A well-maintained path lined with stones leads to the entrance. Two individuals walk towards the house, and a cart is positioned neatly beside plants in the foreground.
Home in Norfolk
5 out of 5 average rating, 4 reviews

Beachfront Getaway, pet friendly

JasonRating, 5 stars7 months ago
Our family enjoyed our weekend at Big Blue. It was special because it was my wife's birthday and there was plenty of family with us. We really liked how the 2nd and 3rd floor are duplicates of each other. It's like 2 different apartments , but we had access to both. The kids on the 2nd floor and the adults on the 3rd. Very clean open spaces. The host were responsive and proactive. We hope to make the Willoughby Spit area a regular vacation spot, very lovely.
Guest favorite
Two kayaks, one green and one red, are securely stored on a wall next to a grassy area. Two paddles are positioned nearby, ready for use. A wooden railing and a glimpse of the water can be seen in the background.
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!
Guest favorite
A spacious living area features a large sectional couch, a coffee table, and a massage chair. Natural light floods the space through sliding glass doors, illuminating the wood flooring. The open layout connects to a kitchen and dining area, enhancing the communal feel.
Home in Cape Charles
4.9 out of 5 average rating, 10 reviews

Hot Tub - Massage Chair - Golf Cart - Beach Gear

ThomasRating, 5 stars2 weeks ago
Nate was very responsive from booking , all the way through our stay. He was very flexible due to our circumstances and juggling vacation with 2 young children and 2 labradors. I would recommend this home to anyone with a family or pets as it offers the interior space that cape Charles historic homes lack while maintaining the same proximity to the town’s attractions.
Top guest favorite
A wooden dock extends into the tranquil waters, bordered by smooth stones along the shore. Bright blue skies with scattered clouds enhance the natural beauty of the scene, inviting leisurely activities by the water.
Home in Gloucester County
4.95 out of 5 average rating, 57 reviews

York River | Chesapeake Bay Bliss: Fishing Retreat

AmyRating, 5 stars1 week ago
We had a two night stay at this beautiful house. Everything was nice and clean. We loved sitting on the deck, overlooking the river. It was a perfect place to drink our morning coffee!
Guest favorite
A grand deck is viewed, featuring two white rocking chairs overlooking a vibrant sunset over the water. The sky is filled with shades of pink and orange, reflecting on the calm ocean surface. A dark wicker seating area is visible to the right.
Home in Buckroe Beach
4.96 out of 5 average rating, 82 reviews

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

SureshRating, 5 stars1 day ago
One of the best and a really great place We loved our stay and Kiana was really very responsive and very helpful
Superhost
Two wooden Adirondack chairs are positioned on a sandy area beside the calm water. Lush green plants surround the chairs, while a bridge and boats can be seen in the distance reflecting on the water's surface.
Home in Norfolk
4.78 out of 5 average rating, 37 reviews

Wil-O-Bay Getaway

TamaraRating, 5 stars12 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

A wooden pier extends into calm waters, leading toward a distant marina. A sandy beach lies in the foreground, inviting relaxation. Soft clouds float above a clear blue sky, creating a serene atmosphere that emphasizes the natural beauty of the waterfront setting.
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!
Top guest favorite
The cottage is positioned atop a riverbank, surrounded by greenery. Stairs lead down to a sandy beach along the James River. The home’s exterior features a simple design, and the area displays a mixture of natural vegetation and the beach below.
Cottage in Surry
4.94 out of 5 average rating, 51 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.
Cottage in Norfolk
4.79 out of 5 average rating, 146 reviews

Beach Cottage - On Beach with Wrap Around Porch

BomaniRating, 5 stars1 week ago
good location and a nice place for a getaway from the city
Cottage in Norfolk
4.79 out of 5 average rating, 121 reviews

Beach Cottage-Bay Views Loft on Beach & Veranda

ShannonRating, 5 stars4 days ago
This was our second year staying in one of John's places in Oceanview Norfolk. Last year was great but we enjoyed this year even more. This place had more room for our family of 5! It was beautiful inside and out. Very quite and too yourself. But John is usually right there if ya need him or have any questions. We will definitely be back next year. And I'd recommend this place to Any and Everyone looking for a wonderful place too stay! Thanks for sharing your property with us as Always!
Guest favorite
A serene view from a wooden dock extends over calm water at dusk. Two Adirondack chairs are positioned to face the horizon, where soft orange light meets a gradient of deep blue sky, reflecting on the water's surface.
Cottage in Sandbridge
5 out of 5 average rating, 23 reviews

Epic Sunsets | Waterfront Cottage | Pet Friendly

CateRating, 5 stars1 week 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 favorite
A sandy pathway leads to a pergola surrounded by tall sunflowers. The pathway is bordered by wooden beams, guiding guests to a seating area that offers views of the bay. Sunlight accentuates the lush greenery under a clear blue sky.
Cottage in Norfolk
4.92 out of 5 average rating, 173 reviews

Poseidon - Beach Carriage House - 120 Years Old

JesseRating, 5 stars1 week ago
everything was awesome hope to be back soon.
A well-kept garden is framed by flowering hydrangeas in shades of pink and blue. The cottage features large windows with colorful accents, providing a view of the water and nearby pier. Lush greenery complements the serene waterfront setting.
Cottage in Surry
5 out of 5 average rating, 3 reviews

James River Beach Cottage - Private Beach & Pier!

MicheleRating, 5 stars22 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.
A serene view of a calm waterway is captured, featuring a grounded boat in the foreground. Lush green grasses border the water's edge, while a quiet village and additional boats are visible in the background against a cloudy sky.
Cottage in Cape Charles
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