Vacation rentals with a kayak in Calvert County

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Top-rated kayak rentals in Calvert County

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Guest favorite

Guest suite in Lusby

4.99 out of 5 average rating, 303 reviews

Riverfront Chalet Kayak/Canoe, pier, breakfast!

This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own completely private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is beautiful Solomon’s island. Boaters welcome!

Nov 23 – 30

$108 per night

Guest favorite

Cabin in Lusby

4.94 out of 5 average rating, 144 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a two bed, one bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish and catch crab --

Jul 17 – 24

$283 per night

Guest favorite

Guesthouse in Saint Leonard

4.98 out of 5 average rating, 81 reviews

Studio on the Bay.

This studio apartment is in walking or driving distance to three private beaches in our community. There is 1 bedroom with a queen size bed, spacious bathroom and closet. The living room has a pull out full size bed and a kitchenette. Coffee, teas, beach chairs, cooler, fishing poles and tackle are provided. Being on the western shore provides amazing sunrises and lots of hiking nearby. Fifteen minutes from Solomons Island (home of the Tiki Bar). An hour or so from DC, Annapolis and Waldorf.

Mar 18 – 25

$119 per night

Guest favorite

Cottage in Saint Leonard

4.99 out of 5 average rating, 102 reviews

Captain Jack's Bay Hideaway

This beach cottage sits just across the street from the Chesapeake Bay on the Western Shore. You'll have access to two private community beaches where you can sit, relax, and just enjoy the scenery. If you are an early riser, you can enjoy beautiful sun rises over the bay. If you search the sand, you might even find fossils, including shark teeth! Close proximity to Washington DC, Annapolis, and Baltimore. There are a lot of local restaurants and shopping. You will not be disappointed.

May 30 – Jun 6

$128 per night

Guest favorite

Cabin in Lusby

4.91 out of 5 average rating, 210 reviews

Peaceful Waterfront Retreat on The Bay

This is a serene, waterside cabin with a private dock, nestled on quiet St. Leonard Creek about one hour outside of Washington, DC. You will enjoy a close quarters stay in this rustic studio cabin, and it is the perfect getaway for anyone looking for some peace and quiet. Come on your own to finally get some work done, or bring your family to enjoy the outdoors! We have two kayaks and two canoes. The house is great for up to two couples looking to catch up and explore the surrounding area.

Sep 16 – 23

$145 per night

Guest favorite

Home in Lusby

4.94 out of 5 average rating, 157 reviews

Waterfront Home on the Chesapeake Bay-Pvt Beach

A commanding view of the Chesapeake Bay. Enjoy walking the beach to Calvert Cliffs, bike to parks, art and cultural events. Enjoy the private beach with plenty of fine sand and gentle waves, great for teaching little one's water skills, playing with your canine companion or fishing/crabbing off the beach. You’ll love this waterfront hideaway because of the location, views, and the ambiance. My place is suburb for couples, solo adventurers, business travelers, families, and canine friends.

Nov 25 – Dec 2

$342 per night

Guest favorite

Loft in Lusby

5.0 out of 5 average rating, 314 reviews

Coastal Treetop Retreat w/ Private Beach Access

Come experience our tucked-away loft 5 minutes from beaches, 10 minutes to Solomons, and Calvert Cliffs. Private garage apartment with 17 stairs. Our open-concept space, has a bedroom area, bathroom, workspace, & kitchen (convection oven, induction stove, microwave, refrigerator, and Keurig). Enjoy quick Wi-Fi, a 40" Smart TV, a cozy queen bed, and comfy lounge chairs. Bring S'mores fixings to roast over the fire and wrap yourself in a blanket. Choose to stay in or adventure out.

Nov 20 – 27

$122 per night

Guest favorite

Guest suite in Tilghman Island

4.96 out of 5 average rating, 114 reviews

Black Walnut Cove Retreat, Tilghman Island

Our waterfront studio retreat is a birdwatchers paradise. Located on beautiful Black Walnut Cove at the southern tip of Tilghman Island, you will be in a quiet neighborhood surrounded by water. Enjoy a quiet walk or bike ride along the Chesapeake Bay shoreline. You will have access to our dock and small boat ramp. Crabbing and fishing are a delight. Please note: 1) There is a 3-nt. minimum on holiday weekends. 2) Children between the ages of 1 and 5 are not permitted

Aug 5 – 12

$129 per night

Guest favorite

Home in Lusby

5.0 out of 5 average rating, 135 reviews

Cove Point Beach Home 1 &1/2 blocks to Beach

"Welcome to our Beach House, located in the unique peaceful private beach community of Cove Point. You'll enjoy the tranquility and the beauty of living less than a 2 min walk to the sandy beach and just a few away from Solomon's Island, MD. Our home was just renovated and is ready for your family to enjoy, offering beach necessities (wagon, chairs, umbrella, & toys) and recreational equipment (bikes & kayaks). This will be your home away from home.

Oct 4 – 11

$186 per night

Guest favorite

Home in Lusby

4.99 out of 5 average rating, 175 reviews

Cove Point Cottage with Chesapeake Bay views

Cozy beach house just one block from the sandy Cove Point Beach on the Chesapeake Bay. Grab the beach wagon from the shed, load up with beach chairs, towels and your cooler and take a short stroll to enjoy a day at the beach searching for sharks teeth, shells and swimming in the bay. Rinse off in our outdoor shower and enjoy a relaxing evening by the fireplace, reading in the sunroom overlooking the bay or on the outdoor shady patio

Nov 7 – 14

$220 per night

Guest favorite

Cottage in Saint Leonard

4.96 out of 5 average rating, 81 reviews

Cozy Cedar Cottage~Beach Retreat

Are you looking for a beach getaway, in town for a golf retreat, traveling for work, or taking a break from life? This cottage house is a short walk or drive to the beautiful one mile of sandy beach. Come enjoy exploring along the shore for fossils from the past. The house is well stocked with all you need for a short or long stay. We have beach chairs, towels, toys and kayaks (please ask to reserve).

May 28 – Jun 4

$142 per night

Guest favorite

Tiny home in Solomons

4.95 out of 5 average rating, 540 reviews

“Cabana by the Bay”-tiny home on a pier!

This tiny home is a newly renovated cabana sitting on a pier. Fall asleep to the sound of waves crashing under you! Enjoy shared use of our private beach. Kayaks and bikes are available April-October and are stored directly across the street. Go crabbing or fishing off the pier and walk to one of the many nearby restaurants. Check out the summer concert series at the Calvert Marine Museum.

Jan 14 – 21

$124 per night