
Holiday rentals with a kayak in Portsmouth
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Portsmouth
Guests agree: these rentals with 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!

Bayfront Pool Retreat, Walk to Beach
Experience one of Sandbridge’s most unique waterfront retreats, featuring a private pool overlooking Back Bay, a private dock, and a private boat ramp directly on the property. The beach is just a short walk away, giving you rare access to both the bay and ocean in one location. Newly refreshed on the exterior, this spacious 6-bedroom home is perfect for boating, fishing, kayaking, relaxing poolside, and enjoying unforgettable sunsets over the water. Steps to the beach with unforgettable sunsets

Kingsmill 2bd2ba Condo on Golf Course 9th Fairway!
This beautiful, 2B2Ba condo is 1400 sq.ft. in the exclusive Kingsmill neighborhood. This 1st floor unit has two master suites w/ king beds. One features a luxurious bathroom w/ a walk-in shower & dual shower heads, the other has a shower/tub combo as well as a private patio, stepping out onto the 9th Fairway. The open-concept living space has dining for 6, a queen sleeper sofa, a fully stocked kitchen, and an additional private patio. Golf course views from anywhere in the main living space!

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!

3 bedroom 3 bathroom beach house pets welcome
Welcome to your vacation getaway! This remodeled 3-bedroom, 2.5-bath ranch house is just a mile away from the ocean front. It's an ideal destination for families, friends & pets. All bedrooms have queen beds and smart tvs. Pet-Friendly (fee)The spacious backyard and deck are perfect for playtime and relaxation. Great location close to shopping and restaurants. You’ll feel right at home in this safe neighborhood. Please note: No parties. Only 9 people are allowed at the house at any time

Waterfront Fun: Kayaks, Fishing, Gaming + Theatre
🎬 Movie Nights & Waterfront Fun 🌊 Host your own movie night on a 120" screen with high-end 3D projector, a library of 3D films, and rechargeable glasses for everyone. Step outside to a backyard retreat with outdoor dining, fire pit, and direct access to our private dock for fishing and kayaking. Sleep easy with a king bed in the master and two comfy doubles in the guest room. The home accommodates up to 6 guests. Please note: any visitors not on your reservation are $25 per person.

Quaint 2 Bedroom Cottage in Chicks Beach
This 2 bedroom 1 bathroom quaint cottage is the perfect small family getaway. Located 2 residential blocks to the beach. The beach is great for families with children. This unit is connected to a 1 bedroom rental. Back yard has a single detached unit also . Great for small families. There is a fenced in front yard Back yard and laundry area is shared with guest suite next door. 2 Car max allowed $100 pet fee with pre approval. ***Summer 2026 check in on Friday only ****

Jen n John's Mini Mansion.
Welcome to Surfside at Sandbridge!!! Sandbridge is the northern most portion of the OBX!!! Location location location. this tiny home is 3 years old and was previously a vacation property. This will be it's first year on airbnb. there is a queen adjustable bed in the master and two twins in the loft. There is room for a air mattress in the loft also. This unit comes fully stocked for everything you'd need for a beach vacation. Towels..chairs..beach canopy..boogie boards..ect.

Oceanfront Cozy Beach Duplex
Wake up to stunning ocean views in this beachfront duplex in East Ocean View, Norfolk! Each 2BR unit offers cozy comfort, a full kitchen, fast Wi-Fi, and direct beach access just steps from your door. Perfect for family vacations, couples, or group getaways. Enjoy sunrise views from the bedroom, sandy strolls, and easy access to local dining. Free parking, smart TV, and self check-in included. Perfect spot for a family vacation.

Beachfront stay with kayaks & paddleboards
Private beach access, Chesapeake Bay views, and kayaks and paddle boards included. This waterfront home is made for slow mornings, beach days, sunset evenings, and time on the water. My husband and I renovated the interior ourselves with comfort and simplicity in mind. The kitchen is stocked with the essentials, and towels, soap, shampoo, and conditioner are provided so you can settle in easily and enjoy the bay.

Beachfront 2 Dwellings EV charger
Blue Marlin is a private beachfront home on the Chesapeake Bay in Hampton, VA! This home has two dwellings. The 4th bedroom is located in the 2nd dwelling. All four bedrooms are located on the second floor and require climbing stairs. Nestled within 30 miles to the attractions of Busch Gardens, Colonial Williamsburg, and Virginia Beach; our location offers the perfect blend of relaxation and adventure.
Popular amenities for kayak rentals in Portsmouth
House rentals with a kayak

The Canary Island … Keep Calm and Fish On

Cape Charles Home: Private Pier & Beach-Front Deck

Rooftop Deck + Walk to Beach & First Landing Park

New! Sandbridge Beach, 5bd/3Bth, Boat, Surf, Swim

Sandbridge Ocean Paradise, Pool, Hot Tub,

Wil-O-Bay Getaway

4BR Beach House /Sleep 8

Pool Hot Tub • Arcade • Walk to Beach • Sleeps 20
Cottage rentals with a kayak

902 B Historical Beachfront Duplex Sauna & Hot Tub

902C Coastal King Retreat Steps from Beach + Sauna

900 A Seaside 2BR Duplex Steps to Bay w/ Veranda

900 B Seaside 2BR Cottage w/ Bay Views & Veranda

Waterfront Cottage w/ Dock/Kayaks + Dog Friendly

902 CH Historic Carriage House 20 Steps to Beach
Other holiday rentals with a kayak

Three Little Birds-Kayak, fish, bike, enjoy!

5BR Beach Home with Pool & Hot Tub & Rooftop Deck

Oceanfront Corner Condo: Views, Pool & Gym!

Sandbridge Beach House on the Bay

Back Bay Getaway Beach Retreat

Beautiful Bay Sandbridge Retreat

TOP 1% Award - Private/Peaceful - Spirit Bear Lake

Sandbridge Luxury RV Resort | Beach | Pool | Grill
Quick stats about holiday rentals with a kayak in Portsmouth

Nightly prices starting at
Portsmouth holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 270 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Portsmouth rentals

4.8 Average rating
Portsmouth stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Portsmouth’s top spots include Chrysler Museum of Art, Nauticus and Cinemark Chesapeake Square
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- Rentals with a kayak Virginia
- Rentals with a kayak United States
- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Grommet Island Park
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Old Dominion University
- Neptune's Park
- Currituck Beach Lighthouse
- Regent University
- Colonial Williamsburg's Merchants Square
- First Landing Beach
- Nauticus
- The Mariners' Museum
- Currituck Club
- Town Point Park





