
Holiday rentals with a kayak in Hampton Roads
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Hampton Roads
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

1-Bedroom Home Near Christopher Newport University
Sip a bourbon while you listen to a record on the vintage player. Create your CD playlist to pop in the 90s 5 disk changer while you cook on a seasoned cast iron on the new stove. Check out the coffee bar for home roasted beans. Soak in the hot tub, or get a high score on Dig Dug. Centrally located in Newport News near CNU. 25-30 minute drive to Busch Gardens, Water Country, and Colonial Williamsburg. 45 minute drive to the ocean front. Great neighborhood with sidewalks for running and walking.

Exclusive Beachfront Home w/ 180° Views & Hot Tub!
If you enjoy majestic ocean views from almost every room & your own exclusive beach just steps below, Bay Bliss is for you! The panoramic views from this luxury home are unmatched & sure to relax you! Sip coffee from the grand deck or take a soak in the hot tub w/ breathtaking views. Cook/eat in the high-end chef's kitchen or watch a movie on a 75" TV all with stunning views! Wake up in the plush, king-sized bed and enjoy views of the water without having to get up. Your bliss at the bay awaits!

The Great River Escape *Hot Tub!
Welcome to the River Escape, where the sun is hot and river breezes are cool! Located on the Hampton River, on a big fenced lot, with easy river access and just a 10 minute drive to sandy toes and the sound of crashing waves, this fantastic river house is made for the best family vacations around. It is furnished to comfortably sleep 6, featuring a spacious, well-stocked kitchen, private in-ground pool, hot tuband a gas grill in the backyard! Just add family, and you've got instant vacation fun!

York River Vacation Home
This lovely, spacious waterfront home is located on the York River in Gloucester County Virginia. It is the perfect get away to enjoy the relaxing sounds and sights of nature. The views are spectacular! Keep an eye out for osprey and dolphins as you enjoy watching the sunrise and set over the water. There is plenty to do! Relax in the salt water pool overlooking the water, bring a pole & fish and crab right off of the private dock, or venture out on the kayaks. 16 ton boat lift, Jet ski lifts.

Guesthouse at Vessel Farm & Winery, Waterfront
Just 5 miles from Cape Charles and 30 minutes from Virginia Beach, our contemporary Guesthouse gives you the peace and solitude characteristic of the Eastern Shore along with the convenience of being close to town. Our twenty acre waterfront farm, home to both a Vineyard and an Oyster Farm, has plenty of nearby walking or biking and a dock on a secluded arm of the Chesapeake Bay. Our farm is perfect for solo travelers, couples or small families looking for a memorable trip to the Eastern Shore.

Beachfront 2 Dwellings EV charger
Blue Marlin is a private, beachfront home on the Chesapeake Bay in Hampton, VA! The property features two separate dwellings. All four bedrooms, including the fourth bedroom located in the second dwelling, are on the second floor and require climbing stairs. Therefore, this home may not be suitable for guests with mobility difficulties. Nestled within 30 miles of Busch Gardens, Colonial Williamsburg, and Virginia Beach, our location offers the perfect blend of relaxation and adventure.

Welcome to this Waterfront Home with Amazing Views
Welcome to our waterfront Air Bnb. Nestled along the Ware River, this unique property offers an unforgettable experience that combines comfort, luxury, and the most amazing sunsets. The open kitchen, living, and dining areas offer amazing views of the river. The interior is tastefully decorated with the perfect blend of modern elegance and coastal charm. Come and experience coastal living where the water becomes your playground and every moment is a celebration of nature's splendor.

Summer Escape - Dock, Pool, Firepits, & Kayaks
A waterfront summer retreat tucked into 10 secluded wooded acres above Bland Creek, perfect for long days and relaxed evenings - Screened porch with water views and cool creek breezes - A Pool is available for rent for private use (open Memorial Day–Labor Day) - Dock, kayaks, fishing, firepits, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Just 15 minutes from downtown Gloucester

The Laughing King Retreat Honeymoon Island Cottage
Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

The Llama House
Located half-way between Mathews and Gloucester on the beautiful North River with views of the Mobjack Bay, New Point Comfort Lighthouse and Gloucester Point. The ideal spot for anyone needing to reconnect with someone, nature, or themselves. Enjoy fishing, crabbing, kayaking, playing corn hole, birdwatching, napping in a hammock, sipping wine, grilling out, amazing sunsets, listening to old records, playing the ukulele, and other simple pleasures of days gone by.

Piper’s Landing: Relaxing beach house near the Bay
This home is ideal for those who enjoy nature, as it is close to Bethel Beach Park and Nature Preserve and has easy kayak access via a public dock within 2000 feet. The home has two double beds, one king bed, and several couches up stairs . Our perfect getaway includes two kayaks, and a couple adult bicycles, You are only 2 Minutes from Bethel Beach Nature Preserve 15 minutes from Mathews 60 Minutes to Virginia Beach 60 Minutes to Williamsburg/Jamestown

The Cottage @ Captain Genes - Secluded Waterfront
Get away from the crowds! Private, secluded upscale waterfront cottage on ~5 acres; pool/hot tub feet from the back door (hot tub open year round). Waterview from most rooms. Direct Chesapeake Bay access on property via dock / kayak launch. ~15 mins to downtown. Fish/crab, kayak, screened porch views, relax by the pool, fire pit or hot tub with a drink. Bring your boat - marina ~4 mi away - put-in there & tie-up at our pier!
Popular amenities for Hampton Roads kayak rentals
Holiday House Rentals with a Kayak

Beach Heron Retreat

Severnly Pointe Cottage Waterfront Retreat

Anne's Beachfront Shangri-La

Williamsburg Hide-A-Way Creekside

Eden Lake House Cape Charles

Escape to the water!

Harbor View- (Sun - Sun rental June- Aug.)

Bayfront Pool Retreat, Walk to Beach
Cottages with a kayak

Riverfront Oasis | Kayaks, Private Beach, & More

902C Coastal King Retreat Steps from Beach + Sauna

James River Beach Retreat - Private Beach & Pier

Quaint 2 Bedroom Cottage in Chicks Beach

902 B Historical Beachfront Duplex Sauna & Hot Tub

Waterfront Cottage w/ Dock/Kayaks + Dog Friendly

Old Log Cabin School House w/10 acres on the Bay

3 BR Bay Home w Private Dock & all the Amenities
Other holiday rentals with a kayak

Oceanfront Cozy Beach Duplex

The Green Garden Cottage

Stay, Play, Relax, and Explore …

2BD+Den: BeachAccess| KingBedsI FencedYard| DogsOk

The Tulgey Wood

Analog Private Beach on 10 Acres

Marshfield Guesthouse on river near Williamsburg

04 3 bed - Direct Beachfront, Kayak, Swim!
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- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chesapeake Bay
- Carova Beach
- Cape Charles Beachfront
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- First Landing Beach
- Chrysler Museum of Art
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- The Military Aviation Museum
- Back Bay National Wildlife Refuge-N
- The Mariners' Museum
- Nauticus
- Town Point Park
- Hampton University
- Virginia Living History Museum





