Holiday rentals with a kayak in Chesapeake

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Top-rated rentals with kayak in Chesapeake

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite

Townhouse

5 out of 5 average rating, 28 reviews

Waterfront suburban oasis with theater room

Our lakefront apartment suite boasts extraordinary sunsets of the James River! Surrounded by wildlife: herons, egrets, owls, deer, otters, ducks, geese, turtles, squirrels galore! This large 1 bedroom apartment contains 3 beds and 1 bathroom. Featuring a movie room with a 75" Smart TV. Full kitchen, W/D in unit, fast WiFi, pet-friendly, front-of-the-unit parking spot. Quiet and serene yet centrally located in the best of Newport News. Midway between colonial Williamsburg and Virginia Beach.

Superhost

Cottage

4.79 out of 5 average rating, 117 reviews

Beach Cottage-Bay Views Loft on Beach & Veranda

We are on the Beach. Look at the Chesapeake Bay from the elevated veranda and living room from this second floor loft vacation rental. Our private wood walkways lead you from this rental to our beach. 100 year old duplex Cottage with large deck & Bay Views. Fully restored, modern & newly appointed. The rental isnt on the beach-side of the property so you will need to walk around the building to the beach which is only a few feet away. Read on about all of the amenities that await you here

Guest favourite

Tiny home

5 out of 5 average rating, 30 reviews

New! Spectacular Sunsets! Back Bay Waterfront

Enjoy the best of both worlds – the beach and the bay – at Bay Dream Believer a charming new tiny home (RV) located waterfront on the Back Bay in Sandbridge Beach, Virginia in Surfside at Sandbridge. 180 degree bay views and amazing sunsets await! There is a private queen bedroom and a loft area with two additional twin beds. After enjoying the sun and surf at the beach, retreat to your own private waterfront oasis. We have tried to think of everything you need to enjoy the perfect getaway.

Guest favourite

Cabin

4.91 out of 5 average rating, 35 reviews

Serene waterfront retreat w/ private dock & kayaks

For those seeking miles of untouched natural beauty, world-class fishing & crabbing, and wild horse beaches, look no further than this 3 bedroom waterfront cabin. Explore all the extraordinary biodiversity that Currituck Sound has to offer, from the sandy shores of the Outer Banks to the dense maritime forests bursting with wildlife. Afterwards, retreat to the comfort of our cozy interior, where the lofty ceilings and premium furnishings provide an unparalleled sense of grandeur to the space.

Guest favourite

Home

4.94 out of 5 average rating, 106 reviews

Island Lotus Yoga & Spa

A nature lover’s dream! Waterfront, ample natural light, serene beauty, and privacy can be all yours at our charming ranch right on the bay. The bay faces east, giving you the most breathtaking views of the sunrise and moonrise. Relax in the spa, adventure on kayaks, and chill and grill over the fire-pit. You’ll also receive breakfast pastries & eggs, and a private yoga class. Check us out on insta @islandlotusyoga! PS we’re not actually an island. Reach us by driving through Virginia Beach!

Guest favourite

Campervan/Motorhome

4.9 out of 5 average rating, 130 reviews

“Genevieve” the glam RV perfect for R & R!

Genevieve is a 30 foot stunning Design RV that is located in Parkview Portsmouth, Virginia. It provides a glamping experience and a comfortable stay while your on vacation. This beautiful modern RV provides an experience of unwinding, relaxation and style. Escape the stress of a busy schedule and experience this gem. We are situated on a private residence walking distance from the Elizabeth River. Olde Towne Portsmouth, scenic views & minutes away from restaurants, grocery shopping and more.

Guest favourite

Guest house

4.9 out of 5 average rating, 21 reviews

Waterfront Hot-Tub, Canoe & Firepit w/ Dock

Enjoy this wildlife safe haven, on the salt waters of the Chesapeake Bay. Fish off our personal dock w/propane fire pit, while riding the tides w/ our canoe or kayak. WhiteHouse Cove Marina is a 7 minutes. Yorktown Beach is 22 minutes, Buckroe Beach at 28 minutes. Both beaches have soft white clean sand. NASA 12 minutes. Riverside Hospital 20 minutes. Colonial Williamsburg & Busch Gardens are 27 minutes! Virginia Beach 47 minutes!! My son is severely allergic to dogs. ABSOLUTELY NO DOGS!!!

Guest favourite

Home

4.96 out of 5 average rating, 105 reviews

The Captains Cottage KAYAK/FISH on Elizabeth River

“The Captains Cottage” offers a quiet private RIVERFRONT setting. Bring kayaks, paddle board, fish or just sit and bird watch! Enjoy the sunset at this 1500 sq. ft. quaint and cozy 2 story cottage. Hampton Roads has so much to offer, and the Portsmouth area is no exception! There’s a ‘historic downtown’ and a vibrant waterfront only 4 miles from the captains cottage! Need a break from the river? Virginia Beach OCEANFRONT is 30 minutes away! 6 guest limit. Guests of the 2 legged variety.

Guest favourite

Home

5 out of 5 average rating, 59 reviews

The Canary Island … Keep Calm and Fish On

Relax with your family at this peaceful home on the waterfront. Enjoy expansive views of the Salt Ponds inlet with deep water boating access, and miles of kayaking waters. Immerse yourself in the “low country” lifestyle and spend your days fishing, crabbing, boating or sunning at the beaches. The kitchen is stunning, coffee on the deck is a must, the bedrooms are comfortable and the master bath is a retreat to enjoy the amazing inlet surroundings. Pool table, video game table … and more

Guest favourite

Cottage

4.99 out of 5 average rating, 120 reviews

Private Beach Access at The OV Beach House

Here at the OV Beach House, you have your own private access to the beach and STUNNING water views of the Chesapeake Bay. The sunrises and sunsets are incredible! My husband and I renovated the interior of the house this past year. We poured all of our love (and sweat) designing and crafting a home away from home with you in mind!! You'll find the kitchen stocked with all of the essentials. Towels, soap, shampoo, and conditioner are all provided. Can accommodate up to 8 people.

Guest favourite

Place to stay

5 out of 5 average rating, 36 reviews

Peninsula Suite on the Lynnhaven River

Entire 2nd floor waterfront suite in shared home overlooks Lynnhaven river in residential neighborhood. Ideal launching pt for vacation adventures; 30 mins by boat to Chesapeake Bay, 10 mins by car to VA Bch Oceanfront, Chic’s Beach or 20 mins to Norfolk Airport. Kayaks, paddleboards, beach towels/cooler included. 2 bedroom/2-bath suite sleeps up to 5 & parking for 2 cars. Open concept kitchen to great room, 14-ft ceilings & wall-to-wall windows overlooks 600 sq ft deck & water.

Superhost

Home

4.76 out of 5 average rating, 50 reviews

3D Theater ~ Firepit ~ Fishing

Enjoy a movie night with our 120" movie screen and high end 3D projector, as well as a selection of 3D movies and rechargable 3D glasses. Relax in the backyard with outdoor dining, a firepit - and best of all, excellent fishing and kayaking from our own private dock! We hope you enjoy the king size bed in the master, and two, comfy double beds in the secondary bedroom. Our amenities are made for a maximum of 6 guests. Guests not on your reservation is a $25 per person fee.