
Vacation rentals with a kayak in Gloucester County
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Gloucester County
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Gloucester County kayak rentals
House rentals with a kayak

Beach Heron Retreat
This beautiful home is truly a gem! We mostly enjoyed the screened in porch with comfy furniture, ceiling fans, and a fantastic view. The quiet, peacefulness was a great escape. We didn't want to leave! Thank you Ashley for sharing your gorgeous home with us and for being so attentive to our needs. You put a lot of thought into creating a special experience for your guests and it shows. We hope to return soon.

Charming Waterfront Cottage Small Beach
We thoroughly enjoyed our stay at the cottage. The location was peaceful and the river view was fantastic. We would definitely stay here again

Captain's Cabin on the Creek
Our family absolutely loved the tranquility of being right on the water, the home was decorated perfectly and very clean. This is a true gem in Deltaville!

East River/Mobjack Bay Mathews
Everything about this place was perfect. It was spotlessly clean and had every amenity possible. The grounds and river views were simply magnificent. Our only regret was that we couldn’t have stayed at least one more day. We would love to book again - maybe next year.

York River | Chesapeake Bay Bliss: Fishing Retreat
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.

Cozy Cottage on The North River
We had the most amazing weekend staying at this cozy cottage for my son’s birthday getaway. From the moment we arrived, everything was absolutely perfect. The space was clean, beautifully decorated, and had such a peaceful, welcoming vibe. It truly felt like peace from the moment we stepped out of the car. The cottage had everything we needed. It made settling in so easy and stress-free, especially with little one in tow. The hosts were beyond incredible. Their warmth, hospitality, and attention to detail made our stay unforgettable. They even went out of their way to help make my son’s birthday feel extra special by letting us do cake with family in their backyard, which meant the world to us. This trip was full of sweet memories, and a huge part of that was thanks to this beautiful cottage and its amazing hosts. If you’re looking for a relaxing, memorable stay, we 100% recommend booking here. We’ll definitely be back!

Sturgeon Creek Retreat
Chris was an excellent communicator. His place looked EXACTLY like the pictures. The setting is so serene and offered the right mix of Peace for working adults and fun activities for kids. The guest handbook was very helpful in identifying local good eats and things to do. Instructions were clear and easy to follow. Everything about the space was thoughtful—from the intentional setup to the little touches that made it feel so warm and inviting. We had everything we needed and more. The kids had a blast, and the adults got a much-needed break. It’s the kind of place you find yourself already planning to return to before you’ve even left. Definitely a 5-star stay. Highly recommend!

The Uncorked Cottage ~North River Retreat~North VA
Our stay was absolutely wonderful! The hosts were incredibly friendly, inviting, and generous, making us feel right at home. The house was equipped with every amenity imaginable, ensuring a comfortable and convenient experience. Its location was perfect for escaping the hustle and bustle of city life, offering a peaceful retreat. We had a fantastic time and would definitely return. Highly recommend!
Cottage rentals with a kayak

Riverfront Oasis | Kayaks, Private Beach, & More
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.

The Crab Shack
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! ☺️

Hidden Heaven Lake house on private 1 acre.
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.

Locklies Innlet, A unique waterfront experience!
My husband and I had an absolutely wonderful time and the home played a big part in this. I was so impressed with all the extras that I just never see in other homes. The house is so cozy and such a beautiful location. Just perfect for relaxation. We will definitely want to come back. Thank you Cornelia for opening up your home to us.

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

Modern 2 Bdrm Cottage in Historic River Community
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.

Little Dipper -private beach,Kayaks & paddleboards
Review This was our second time staying in this adorable cottage. We spent 10 days in 2023 & we just spent another 10 days! (May/June 2025) We would love to return again in the future! Clean and cute with a small private beach and gorgeous sunrises! The screen porch and outside shower were a plus! The bed was very comfortable. The kitchen had everything we needed to cook our meals. Kayaking was fun! We brought our bikes and daily biked around the area and we also walked the charming town of Urbanna. We attended church at the Urbanna Baptist Church and met several of the locals who were so friendly and welcoming. What a relaxing delightful place! It was a pleasure meeting Ned on our first day. We cannot say enough good things about this enchanting place. Thank you Ned and Holly for sharing your cottage with us and for the great communication! We hope to visit again!

Restful river house with water & golf-course view
The cleanest place I haven’t rented in along time! Beautiful views, the family had a great time fishing! Host was very quick to respond! Beautiful home.
Cabin rentals with a kayak

"Elderberries" Chesapeake Bayfront Cottage
We enjoyed our stay here. Very quiet area, nice comfortable space. The gravel road leading in (maybe a half-mile long) and driveway gave us a good area for morning and evening dog walks. We did not end up doing any fishing but the pond looked like a great place for kayak fishing. Not specific to the house but in the area: Rita's Cafe in Weems was great (food truck on a small road)--Chef Craige usually has a special and some regular menu items. Leadbellys (at Fairport Marina) had good oysters and hush puppies and was convenient for our first night. River Market in White Stone has good food to be ordered at the rear counter and prepared items in the coolers. Out of the Oven Bakery (White Stone) had great bread Miss Mary's seafood, also in White Stone had great fresh fish and prepared items. The three places in White Stone are very close to each other so convenient when running out.

Riverside R&R: Cabin, Dock, Kayak & Game Arcade
We are two families that met up for a relaxing getaway after celebrating a high school graduation. This was the perfect place. The downstairs had lots of games and a big screen for them to hook their switch up to. We watched movies upstairs. And use the well-equipped kitchen each night to make a big dinner. The kids took the kayaks and canoe out one afternoon as well. Although I would say they definitely wouldn’t swim there. Compass entertainment complex is very close and they enjoyed their time there. We also went to a movie there one night. It is a beautiful home in a peaceful setting. Especially down on the dock at night. It was very quiet. We would definitely recommend this home.

Wickline Cabin on Moon Creek
We loved this cabin, and Caleb was such a gracious host! Arriving to a dozen farm fresh eggs was such a treat. We grabbed some bacon (Smithfield brand, of course) at the local Kroger and had eggs and bacon every day of our trip. The cabin is so quite and peaceful. It literally feels like you are in the middle of nowhere, but it's a 5 minute drive to all kinds of shops and activities. The povided kayaks were a major selling point for us. It was a very relaxing and beginner friendly paddle up the creek to the river. We saw all kinds of wildlife including otters playing in the creek! It is true that the hot tub is a little glitchy, but it was plenty warm and didn't impact our enjoyment of it at all. Caleb was kind enough to stack wood in the fire pit for us, making our evening campfire easy and streamline. The cabin is really close to great hiking, boutique and antique shops, the brewery, winery and restaurants. I wish we would have taken him up on the offer to bring our dogs. Next time!

Waterfront Lancaster Cabin ~ 10 Mi to Kilmarnock!
We piled 5 adults and a toddler into the house on Kelley Neck Drive, and it worked just fine! Bathrooms, AC, kitchen, appliances, etc, all worked perfectly, the furniture was comfortable and in good shape, and the house was spacious. The yard was perfect for us, but might have been small for older kids, and I wish there had been more than one kayak (but even one kayak was a bonus!) The heron was fishing at the mouth of the our private lagoon every morning, and an osprey and eagle visited as well. We barely heard any neighbors, and the nights were quiet and peaceful. Thank you!

Waterfront Cabin: beach, kayaks, hot tub & firepit
Great place! We really enjoyed all of the outdoor amenities. The kayaks, paddle boards, fishing, hot tub, hammocks were all great. Have two teens who very much enjoyed. Was relaxing but a lot to do there also. Lots of jellyfish so we did not swim at all. Definitely a lot of fish and crabs that can be caught right at the dock. If more serious and knowledgeable about fishing then us, may want to bring extra hooks and tackle box. Definitely some size-able fish. Bait shop in town has a lot of supplies but very limited hours. The house had tons of towels, washcloths, etc. which was nice. Kitchen had oil, spices, plenty of cooking utensils, pots / pans, dinnerware etc. Blackstone was nice. Made it very easy to cook. Very few restaurants open M-F. Of those that were, most closed by about 3. Newsome’s was a great local place for lunch. Crab cakes were outstanding. Definitely would stay again. Had a great time!

Two Bedroom + Loft Cabin on the Bay
This cabin was the perfect getaway for my family. The waterfront location is absolutely stunning, and my sons had a fantastic time playing in the water. The cabin is exceptionally well-equipped, providing everything we could possibly need. It's a true escape from civilization, offering a profound sense of peace and tranquility. We're grateful to Justin for sharing his beautiful cabin with us. We're already looking forward to returning in the near future!

Stunning! River-Front Log Cabin Near Williamsburg
Thoroughly enjoyed our stay. The cabin and property are absolutely beautiful. Waking up to the birds and being surrounded by nature and wildlife is priceless. We spent our days outdoors fishing and finished our evening’s playing games inside. James is a great host who is very responsive. If you’re looking to make memories, this is where to do it!

6 acres of privacy - water access/firepit/kayaks
We had such a beautiful weekend at Kathryn’s place - so much so it was truly hard to leave. The cabin was thoughtfully curated with amenities and decor, and we were very comfortable in the space. The water view was beautiful, and my dog had the most amazing time swimming. We would love to come back soon.
Destinations to explore
- Rentals with pools Gloucester County
- Condo rentals Gloucester County
- Rentals with a fireplace Gloucester County
- Townhouse rentals Gloucester County
- Beachfront rentals Gloucester County
- Rentals with breakfast Gloucester County
- Kid-friendly rentals Gloucester County
- Pet-friendly rentals Gloucester County
- Rentals with a hot tub Gloucester County
- Rentals with lake access Gloucester County
- Apartment rentals Gloucester County
- Rentals with a washer and dryer Gloucester County
- Family-friendly rentals Gloucester County
- Rentals with a patio Gloucester County
- Bed and breakfasts Gloucester County
- Rentals with beach access Gloucester County
- Serviced apartment rentals Gloucester County
- Rentals with a fire pit Gloucester County
- Rentals with a sauna Gloucester County
- Fitness-friendly rentals Gloucester County
- Cottage rentals Gloucester County
- Hotel rentals Gloucester County
- Resort rentals Gloucester County
- House rentals Gloucester County
- Rentals with outdoor seating Gloucester County
- Waterfront rentals Gloucester County
- Rentals with a kayak Virginia
- Rentals with a kayak United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Chesapeake Bay
- Virginia Beach Oceanfront
- Resort Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- First Landing State Park
- Water Country USA
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Outlook Beach
- Jamestown Settlement
- Haven Beach
- Sarah Constant Beach Park
- Norfolk Botanical Garden
- Wilkins Beach
- Royal New Kent Golf Club
- Little Creek Beach
- Kiptopeke Beach
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Cape Charles Beachfront
- Salt Ponds Public Beach
- James River Country Club