Vacation rentals with a kayak in Calvert County

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Popular amenities for Calvert County kayak rentals

House rentals with a kayak

Top guest favorite
A serene dock extends over calm waters, surrounded by lush greenery. A small orange kayak is secured nearby. In the background, a custom waterfront home is nestled among tall trees, providing a natural and tranquil setting.
Home in Mechanicsville
5 out of 5 average rating, 71 reviews

Waterfront. Spacious. HotTub. Kayaks. DogFriendly.

RebeccaRating, 5 stars5 days ago
Jess is an incredible host who was always responsive, friendly, and periodically even checked in to ensure we didn’t need anything and shared the tide levels with us throughout our stay. The house is gorgeous! And so much fun. We never even left the house our entire stay because we were enjoying the amenities so much. The beds are so comfortable. The hot tub was warm and ready to go upon our arrival. Jess was so nice to allow additional guests to come to our Easter dinner which was not a part of our original plans, a dinner that then turned into a ping-pong tournament which was such a good time. Just waking up to the sound of the birds in the morning was such a wonderful treat. My own guests that I invited to come stay with me were so delighted and impressed with the home, everyone truly enjoyed their stay. It was by far 5 star accommodations that I would give 10 if I could!
Superhost
The exterior of a modern, two-story house is shown, featuring a white facade and large black-framed windows. A sleek garage door is positioned centrally, with pathway lighting flanking its sides. Expansive green lawn leads to a tranquil river view in the background under a soft evening sky.
Home in Mechanicsville
4.95 out of 5 average rating, 75 reviews

Stylish waterfront retreat, 1 hr to DC

TinaRating, 5 stars3 months ago
Great house. Clean, clutter-free, and nicely furnished. Amazing hosts. Lovely location. Clear instructions. It was just a lovely time overall. Thanks so much for hosting us.
Top guest favorite
A peaceful waterfront retreat is nestled among trees, showcasing a two-story blue house with a spacious deck. The property features a rock shoreline leading to a calm beach area, offering a serene setting by the water. The surrounding landscape is lush and inviting.
Home in Lusby
5 out of 5 average rating, 15 reviews

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

DeniseRating, 5 stars6 months ago
The area and view are beautiful and the home's decor is welcoming. The home was very comfortable for our family group and had a VERY well-stocked kitchen. The master bed was VERY comfortable as were the rest of the beds. My husband and I slept well. We all felt at home. MJ was very responsive when I had questions and communicated about the property in clear, concise language. The host provided many outdoor recreation opportunities, which included paddleboards, kayaks, and life jackets. There was a nice sized pool but we were visiting out of season so we did not use it. The exercise room downstairs has a lot of equipment. We all enjoyed our time together. Our family is asking to come back again next year. Thanks for a great stay!
Guest favorite
Home in Lusby
4.99 out of 5 average rating, 86 reviews

Waterfront with sweeping bay view & private beach

Jose PedroRating, 5 stars5 days ago
Perfect place to rest and unwind for couple days. Lovely house with its very own private beach. Great for family fun. I enjoyed the stunning bay view. Being in front of the ocean and the sea breeze. House was clean and comfy. 2 rooms with ocean view. Ample garden space kiddo played around. The upper part of the house is off limits for private use . Only 1 bathroom but okay we were only 3. Loved walking around and exploring Salomon island parks and restaurants. Highly recommend the ruddy duck great food and friendly atmosphere and the island hideaway at Solomon’s. The house water had a sulphur smell making it unpleasant to shower / brush our teeth. Colin was great and communicative the whole time. Loved using one of the kayaks to paddle around the bay. Overall great stay and would come back easily loved the view.
Guest favorite
A serene riverside view captures the gentle water's surface reflecting a blue sky dotted with clouds. Lush greenery lines the bank, framing a sandy area. A distant pier extends into the water, enhancing the tranquil setting.
Home in Benedict
4.89 out of 5 average rating, 28 reviews

Bright airy waterfront getaway

DyralRating, 5 stars1 month ago
Sophia was so kind. Met our family when we got there and even went the extra mile of making sure we saw this nice beautiful red moon over the water. Just amazing!
Guest favorite
A spacious two-tiered deck is shown, featuring six white adirondack chairs arranged for relaxing views of the surrounding greenery and water. Sunlight filters through the leaves of the trees, enhancing the natural setting.
Home in Lusby
4.92 out of 5 average rating, 13 reviews

Riverview Retreat

JonRating, 5 stars3 months ago
The house was perfect for our family get-away. There is enough room for everyone and yet the large public space made it easy to congregate. The kitchen is amazing for the cooking a meal and there was a great selection of movies when we came back tired and wanted to unwind. It was quite cold out but the house was warm and cosy and we enjoyed our time hanging out there.
Guest favorite
A cozy seating area is framed by large picture windows, offering expansive views of the bay and a colorful sunset. Soft, patterned cushions add comfort to the green sofas, while a warm light fixture hangs above, enhancing the inviting ambiance.
Home in Port Republic
4.88 out of 5 average rating, 25 reviews

Magical Bayfrnt Home, Pier, Beach, Fossils, trails

SkyeRating, 5 stars3 months ago
An extraordinary place to rest & recharge. The views, the comfort of the home, and the gorgeous walking trails, through woods & beach are a perfect combination. Everything we needed & then some.
Top guest favorite
An aerial view captures a spacious home with a modern Cape Cod style, featuring multiple outdoor decks furnished with umbrellas and seating. A well-maintained garden surrounds the property, enhancing the natural beauty and providing a secluded, inviting area for relaxation.
Home in Mechanicsville
5 out of 5 average rating, 28 reviews

Lavinia by the Lake- Peaceful, Lakefront Oasis

ValerieRating, 5 stars6 days ago
Beautiful, relaxing, multi-family house right on the water. The outdoor space is huge and completely fenced in so our kids and dogs could run free safely. The house itself is full of things to do (karaoke machine, hot tub, ping pong, etc.), and is also really close to several state parks, beaches, and more. We will definitely be back!

Cottage rentals with a kayak

Guest favorite
An inviting deck features a turquoise picnic table and comfortable seating with floral cushions, offering views of Cod Creek. Large windows span the cottage facade, allowing natural light to fill the interior. Surrounding trees provide a serene backdrop.
Cottage in Heathsville
4.86 out of 5 average rating, 110 reviews

Cottage with a view!

SimonRating, 5 stars7 months ago
We had a wonderful stay at the Rivah house. it's a beautiful location and kayaks are provided. there's also a full kitchen, lots of sleeping space, and a big tv. A great place to enjoy time in the water and see a beautiful and lesser known part of Virginia.
Guest favorite
A sandy beach stretches along the Chesapeake Bay, where two colorful lounge chairs are positioned near the water's edge. Lush greenery and a manicured lawn are visible in the background, complemented by nearby cottages that offer a serene atmosphere.
Cottage in Deale
4.96 out of 5 average rating, 158 reviews

Chesapeake Bay Cottage

AndyRating, 5 stars1 week ago
fantastic stay. clean and very quiet right on the bay. highly recommended. would definitely revisit again.
Top guest favorite
Cottage in Annapolis
4.98 out of 5 average rating, 112 reviews

Weems Creek Cottage, Annapolis Waterfront

BenjaminRating, 5 stars3 weeks ago
What a beautiful off the beaten path place to stay. You are within walking distance of restaurants, coffee, and grocery. But feel like you’re miles away. That’s the effect the cabin has on you. There is a beautiful waterfront that you can enjoy from just about every area of the home. Jim was more than helpful. He really went above and beyond over most host. We would definitely Stay again. It’s the perfect spot if you need to relax.
Guest favorite
A wooden pier extends into the river, providing access to the water. In the background, a cottage is viewed beneath a large tree, with green lawn space and neighboring structures visible. Clear skies and gentle waves enhance the serene environment.
Cottage in Kinsale
4.93 out of 5 average rating, 241 reviews

Great little cottage with a "Rivah" view

KhetagRating, 5 stars1 week ago
It’s a house with a stunning view from the hall. It’s a pity that it was a business trip. I didn’t even have time to do a BBQ, but if I will be in this area, I definitely rent this house.
Guest favorite
Cottage in Edgewater
4.99 out of 5 average rating, 153 reviews

Waterfront Chesapeake Bay Sunrises w/Private PIER!

IsabelRating, 5 stars3 weeks ago
Heather’s place is a little paradise on the water. Peaceful, quiet, and perfect for some real rest and relaxation. The house was exactly as described—spotless, all new, and super comfortable inside, with beautiful outdoor spaces to enjoy. Annapolis is just a short 25-minute drive away if you’re looking for great food and things to do. Communication with Heather was easy and fast. I’d come back anytime I’m in the area again!
Superhost
A charming cottage is nestled among lush greenery, showcasing light blue siding and wide windows that reflect the surrounding trees. Sunlight filters through the leaves, creating a gentle contrast with the natural landscape of the wooded lot.
Cottage in Tall Timbers
4.89 out of 5 average rating, 120 reviews

Old World Cottage/Fabulous Sunsets/Polite Pets OK

JenniferRating, 5 stars5 days 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 favorite
Cottage in Hague
4.99 out of 5 average rating, 148 reviews

Potomac River cheerful cottage

RuthRating, 5 stars5 days ago
Linda's cottage was absolutely beautiful. Her kitchen was fully stocked with all of the necessities we needed, and although we brought our own supplies, we never had to use any of it. Linda communicates very well and her instructions/requirements are easy to understand and follow. The cottage was spotless upon arrival. The view of the river was so pretty it provided us a moment in time to meditate and enjoy each other's presence with no interruptions. My husband truly enjoyed his birthday experience at Linda's cottage! That was all I could ask for. Thank you Linda for allowing our stay at your beautiful home ❤️
Top guest favorite
A spacious living area features large glass doors opening to a deck with water views. Natural light fills the room, illuminating the floor and walls. A comfortable sofa is positioned thoughtfully, providing a cozy spot to enjoy the serene landscape.
Cottage in Montross
4.98 out of 5 average rating, 154 reviews

Newly Renovated 2BR Waterfront Cottage with Dock

KatherineRating, 5 stars2 days 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!

Cabin rentals with a kayak

Superhost
A serene outdoor seating area is presented on a wooden deck overlooking the water. A glass-top table is surrounded by six red chairs, and a large red umbrella provides shade. Lush greenery is visible in the background, enhancing the tranquil atmosphere.
Cabin in Queenstown
4.9 out of 5 average rating, 20 reviews

Warm and Cozy Historic Cabin on the Water

jeffRating, 5 stars1 month ago
Such a cool cabin. Wish we could have stayed longer.
Top guest favorite
A wooden dock extends into calm waters, flanked by tall trees. The clear blue sky reflects on the surface, suggesting a peaceful atmosphere. The shoreline in the distance shows a mix of greenery and land, enhancing the secluded feel of the waterfront property.
Cabin in Ridge
4.97 out of 5 average rating, 60 reviews

Pizza Friday

KaneshaRating, 5 stars6 days ago
The weather blessed us with warmth upon arrival to Pizza Friday. Although making pizza was a new skill we gained in the moment, the fun we had while doing it was everything we wanted. We had a chance to use the fire pit, kayaks and games in the house. The kids enjoyed sleeping in tents on the ground and the Easter egg hunt scattered along the lovely property. The host was super responsive and allowed us to check in early at no additional cost. I think I may have messaged him a few times about AC and fire wood and there was no hesitation on getting back to me. The family loved this Airbnb and we have already planned an additional trip in the future.
Superhost
A quaint cottage is presented with a welcoming porch and a light blue door. Lush greenery surrounds the structure, and a seating area with colorful chairs is visible on the lawn, providing a relaxed outdoor space for guests.
Cabin in Saint Michaels
4.75 out of 5 average rating, 80 reviews

Cottage #4 Chesapeake Blue down the drive way.

DavidRating, 5 stars8 months ago
I recently had the pleasure of staying at Alexander and his wife's charming cottage, and we couldn't be happier with the experience. From the moment we arrived, Alex and his wife were incredibly accommodating and helpful, ensuring we had everything needed for a comfortable stay. The cottage itself was cozy and well-maintained, offering everything we required for a relaxing getaway. One of the highlights of our stay was the breathtaking sunset views. Watching the sun dip below the horizon from the dock was simply mesmerizing. The location is also ideal—just a short 10-minute drive to downtown St. Michaels, where we enjoyed exploring the local shops and restaurants. The hosts truly go above and beyond to make their guests feel welcome, and it shows in every aspect of their hospitality. I highly recommend this place for anyone looking for a peaceful and memorable retreat.
Guest favorite
A tranquil waterfront scene features a wooden dock extending over calm green waters, surrounded by lush trees. The shoreline is framed by grasses, and a small structure is visible in the distance, suggesting a peaceful nature retreat.
Cabin in Montross
4.96 out of 5 average rating, 24 reviews

Camp Heron : Waterfront Cabin on the Potomac

JudithRating, 5 stars7 months ago
Just a stunning location! The bird watching was marvelous, every morning a pair of swans landed and swam around until dusk. Lots of blue herons, too. Good fishing right out of the back yard. The kitchen was very well appointed, good cookware, plates, cups, etc. bed were comfortable with really nice pillows. We spent most of our time around the fire pit or on the screened porch. A great place for relaxing!
Top guest favorite
A serene lakeside view features a wooden dock extending into the calm water, flanked by greenery. Two kayaks are displayed on a rack, while a fire pit with seating is positioned nearby. A safety notice is visible, ensuring guest awareness.
Cabin in Lusby
4.98 out of 5 average rating, 82 reviews

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

MitchellRating, 5 stars5 days 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!
Superhost
An open living area features a comfortable sofa paired with accent pillows, alongside a dining table set with white chairs. The light wooden ceiling is complemented by large windows allowing natural light, while the kitchen area showcases modern appliances and organized cabinetry.
Cabin in Lusby
4.64 out of 5 average rating, 11 reviews

Covenant Cove (Cove Point Beach)

Rich And LoriRating, 5 stars2 weeks ago
We had a wonderful few days at Teresa’s cozy and comfortable cottage! It was cold for April and the wind was blowing but the electric fireplace and the wall heaters kept us warm and snug. We bundled up and ventured out to the beach for a bit. The location can’t be beat! Unfortunately, the water was too high to get around to the lighthouse, but that changes from day to day, I’m sure. We still found a few shark teeth and some sea glass. This was the perfect place for a getaway for just the two of us. We can’t wait to come back when it’s warmer! Thanks for everything, Teresa!
A serene cabin exterior is surrounded by lush greenery, featuring a wooden deck with outdoor seating. A spacious lawn leads to a stone pathway, and the garage is visible on one side. Large windows illuminate the inviting interior spaces.
Cabin in Lusby
4.8 out of 5 average rating, 20 reviews

Lakefront Lusby Home w/ Fire Pit: 3 Mi to Beach!

ManuelaRating, 5 stars2 weeks ago
Lovely and quiet stay! We wanted to get away from the city for a few days and this was exactly what we needed. The house and lake are beautiful, clean and quiet.

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