
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!

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

The Sportman's Lodge
The Sportsman’s Lodge is a rustic and relaxing modern getaway with all the conveniences you are accustomed to but surrounded by the gorgeous Back Bay Wildlife Refuge. Enjoy the relaxing countryside at this waterfront property, while still being only a short drive away from Sand Bridge Beach. If you are looking to get away from the standard Virginia Beach Boardwalk tourist experience and get back to nature, this is the place for you. Free kayaking to Back Bay, access to fishing and crabbing.

“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.

Beach Front with Paddle Boards and Kayaks
You have your own private access to the beach AND water views of the Chesapeake Bay that no other home in the area has. The sunrises and sunsets are breathtaking! Paddle boards and kayaks are provided. 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.

Oceanfront Escape Private Beach
Our waterfront home on Willoughby Bay! Why You’ll Love It: With a small private beach in the backyard for a peaceful escape, and a larger beach just a 5-minute walk away Piano & guitar for music lovers to enjoy Game table for fun-filled nights 4+ private parking spots Spacious 2,800+ sqft open floor plan with bay views Close to Willoughby boat ramp great for boaters Whether you're soaking up the sun, making music, or watching the sunset over the water, our home is a perfect retreat.

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 ****

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 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

Tranquil space in South Norfolk 1st floor

The Canary Island … Keep Calm and Fish On

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

Captain's Quarters-Pool Side Private Studio Apt

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

Rooftop Deck + Walk to Beach & First Landing Park

Wil-O-Bay Getaway

TOP 1% Award - Private/Peaceful - Spirit Bear Lake
Cottage rentals with a kayak

New! Manor and Mutts #1

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

New! Manor and Mutts #2

902 CH Historic Carriage House 20 Steps to Beach

Captain’s Cottage at Willoughby Spit Beach
Other holiday rentals with a kayak

Efficiently near beach 304B

2 Blocks to Beach + Media Room + Outdoor Oasis

The Yacht Suite-Waterfront & Wildlife Getaway

Great location block Beach 304A

New! Beach Side Studio #1

New! Beach Side Studio #5

Sojourn The Lighthouse Beach Front Resort Villa

New! Beach Side Studio #2
Quick stats about holiday rentals with a kayak in Portsmouth

Nightly prices starting at
Portsmouth holiday rentals start at $89 SGD 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
- Carova Beach
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Cape Charles Beachfront
- Norfolk Botanical Garden
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- Chrysler Museum of Art
- Nauticus
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- Town Point Park
- First Landing Beach
- Hampton University
- Currituck Beach Lighthouse
- Old Dominion University
- Currituck Beach
- Chrysler Hall




