Holiday rentals with a kayak in Gloucester County

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Popular amenities for kayak rentals in Gloucester County

House rentals with a kayak

Guest favourite
Home in Gloucester
4.92 out of 5 average rating, 90 reviews

Beach Heron Retreat

JoyRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Gloucester
4.9 out of 5 average rating, 92 reviews

Severnly Pointe Cottage Waterfront Retreat

HayleyRating, 5 stars1 month ago
This is the second time I've stayed at Tamara's place and I would absolutely stay again. The place is exactly what you expect and they have excellent instructions. Wonderful people, peaceful location, and you always know what to expect.
Top guest favourite
Home in Middlesex County
5 out of 5 average rating, 30 reviews

Charming Waterfront Cottage Small Beach

EricRating, 5 stars1 week ago
We thoroughly enjoyed our stay at the cottage. The location was peaceful and the river view was fantastic. We would definitely stay here again
Guest favourite
Home in Port Haywood
4.93 out of 5 average rating, 15 reviews

East River/Mobjack Bay Mathews

AmandaRating, 5 stars2 weeks ago
We enjoyed our stay & really enjoyed being on the water. The dock was lovely to fish off of, there was plenty of yard space for our kids to run around & get energy out. Beds were comfortable. Was a really great stay & we will probably try to book again in the future!
Guest favourite
Home in North
4.96 out of 5 average rating, 53 reviews

Cozy Cottage on The North River

MariahRating, 5 stars1 week ago
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!
Top guest favourite
Home in Deltaville
5 out of 5 average rating, 19 reviews

Sturgeon Creek Retreat

NatashaRating, 5 stars1 month ago
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!
Top guest favourite
Home in North
5 out of 5 average rating, 30 reviews

The Uncorked Cottage ~North River Retreat~North VA

ChristieRating, 5 stars3 weeks ago
We throughly enjoyed our stay at the Uncorked Cottage! Do yourself and family a favor and book here ! The amenities, the cleanliness, decor, and comfort will make you feel just like at home. Melany, our host, responded super fast so in case you have any questions, she will be right there. Cheers !
Superhost
Home in Gloucester
4.61 out of 5 average rating, 31 reviews

Updated Midcentury Waterfront Cottage

BrittanyRating, 5 stars2 weeks ago
This is such a beautiful gem nestled down a quiet, private road and right off the water. The home is cozy, clean, and super comfortable. Hunter and Katie are wonderful and thoughtful hosts.

Cottage rentals with a kayak

Top guest favourite
Cottage in Weems
4.99 out of 5 average rating, 113 reviews

The Crab Shack

Laura-GraceRating, 5 stars4 weeks ago
My husband and I loved our stay at the Crab Shack! It was convenient for our weekend plans and we loved having direct water/dock access.
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 stars2 months 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.
Top guest favourite
Cottage in Topping
5 out of 5 average rating, 32 reviews

Locklies Innlet, A unique waterfront experience!

LisaRating, 5 stars1 month ago
What a perfect cottage! Beautifully (but comfortably) furnished, right on the water, incredibly well-stocked. Arranged so families can spread out, or gather together. Everything you could possibly require or desire for a vacation or getaway was there. And the area is full of things to do--walks, birdwatching, antiquing, or, if you're an architecture geek like me, historic sites and buildings. You're also a 3-minute walk from the best restaurant on the Northern Neck, Merroir Tasting Room. Can't wait to come back.
Superhost
Cottage in Reedville
4.88 out of 5 average rating, 209 reviews

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

LorenRating, 5 stars5 days ago
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.
Superhost
Cottage in Warsaw
4.93 out of 5 average rating, 119 reviews

Modern 2 Bdrm Cottage in Historic River Community

SherriRating, 5 stars2 weeks ago
Perfect getaway for rest, relaxation and fun! Kayaks were fun, too breezy and chilly waters for paddle boarding, maybe next time! Beautiful location! Clean and comfortable, felt like home!
Top guest favourite
Cottage in Urbanna
4.99 out of 5 average rating, 169 reviews

Little Dipper -private beach,Kayaks & paddleboards

LisaRating, 5 stars3 weeks ago
We loved our stay at the Little Dipper. The house is spacious and comfy - exactly as advertised. It is well-stocked yet neat and clean with no clutter. The screened-in porch is a real gem that connects to a boardwalk leading to a river-view deck. Whether home basing to travel, or tide-watching and kayaking, the Little Dipper's location and setting facilitates a relaxing stay with stunning view day and night. The general location is also super. Urbanna, VA is a quaint little town and you're not far from historic Yorktown or Williamsburg. If you are staying in this vicinity, the Little Dipper is a win. We would stay here again.
Top guest favourite
Cottage in Gwynn
4.96 out of 5 average rating, 212 reviews

Mystic Seahorse Cottage & game room

MargieRating, 5 stars2 weeks ago
Mystic Is a quaint, clean and welcoming houae. All details from pictures to knick knacks create a complete theme. Instructions were easy and thoughtful. Communications were prompt and thorough. This home and its owners create a perfect sanctuary.
Top guest favourite
Cottage in Lanexa
4.97 out of 5 average rating, 123 reviews

TooFine Lakehouse, pet friendly waterfront cottage

JenniferRating, 5 stars3 weeks ago
We had a wonderful time! The atmosphere was incredibly peaceful and relaxing—perfect for unwinding, even on the rainy days we had. The space was beautiful, cozy and calm. Gina was a great host—very responsive and proactive in checking in to make sure everything was going well.

Cabin rentals with a kayak

Superhost
Cabin in Reedville
4.73 out of 5 average rating, 22 reviews

"Elderberries" Chesapeake Bayfront Cottage

JoelRating, 5 stars2 weeks ago
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.
Superhost
Cabin in Lancaster
4.89 out of 5 average rating, 57 reviews

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

HollyRating, 5 stars1 month 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 Smithfield
4.89 out of 5 average rating, 142 reviews

Wickline Cabin on Moon Creek

AshleighRating, 5 stars1 month ago
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!
Guest favourite
Cabin in Lancaster
5 out of 5 average rating, 5 reviews

Waterfront Lancaster Cabin ~ 10 Mi to Kilmarnock!

MarthaRating, 5 stars9 months ago
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!
Guest favourite
Cabin in Reedville
4.95 out of 5 average rating, 85 reviews

Waterfront Cabin: beach, kayaks, hot tub & firepit

JacobRating, 5 stars1 month ago
This is a wonderful place on a large creek off the Chesapeake Bay. This place oozes with charm and ambiance and feels so peaceful. We spent the first day just relaxing and doing nothing but looking at the water and chilling on the front porch. The house is updated on the inside and has a large lot with kayaks and a fishing pier. Great hiking at the natural preserves in the area too. We're grateful to the hosts for opening their home to us and we'll definitely come back.
Cabin in White Stone
4.85 out of 5 average rating, 115 reviews

Two Bedroom + Loft Cabin on the Bay

ColinRating, 5 stars11 months ago
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!​​​​​​​​​​​​​​​​
Guest favourite
Cabin in Charles City
5 out of 5 average rating, 54 reviews

Stunning! River-Front Log Cabin Near Williamsburg

ChristinaRating, 5 stars3 weeks ago
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!
Guest favourite
Cabin in Urbanna
4.95 out of 5 average rating, 61 reviews

6 acres of privacy - water access/firepit/kayaks

AdamRating, 5 starstoday
Cozy, quiet and clean little cabin. Dog had a blast running around. Fire pit was fun and they provide dry wood and fire starters. River was beautiful at sunset.

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