Vacation rentals with a kayak in Virginia Beach

4.96 out of 5 average rating, 114 reviews

A grand deck is viewed, featuring two white rocking chairs overlooking a vibrant sunset over the water. The sky is filled with shades of pink and orange, reflecting on the calm ocean surface. A dark wicker seating area is visible to the right.

Home in Buckroe Beach

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!

Outdoor spacesValueWalkability

4.94 out of 5 average rating, 118 reviews

A single-story house is framed by vibrant flowering bushes and trees. A red flag is prominently displayed near the entrance. The front yard is spacious with grassy areas, and a paved driveway leads to a single-car garage.

Home in Newport News

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.

LocationValueNearby

4.91 out of 5 average rating, 95 reviews

The exterior of a modern tiny home is showcased, featuring a deck with an umbrella and steps leading to the entrance. Lush greenery and blooming flowers frame the home, which is situated near a waterfront. A clear blue sky adds to the inviting atmosphere.

Tiny homes in Sandbridge

The Green Bean Bungalow

Kick back and relax at The Green Bean Bungalow (400 sq ft) with peaceful waterfront views of Back Bay Sandbridge. This tiny home comes with full bay access (paddleboard provided), community pools (seasonal), tennis/pickleball court, basketball court, playground, a short distance to the beach (beach chairs & beach/pool towels included) and local restaurants. We are a part of the Surfside RV Resort in Sandbridge. You’ll be foot steps away from family fun and relaxation! *Please read all info below

LocationValueHospitality

4.95 out of 5 average rating, 22 reviews

Condo in Virginia Beach

Coastal Living Luxury Oceanfront Condo, Pool Beach

Luxury coastal design straight out of a magazine. Panoramic Atlantic Ocean views. This modern 2 Bed, 2 Bath oceanfront retreat is located directly on the iconic Virginia Beach Boardwalk. From the moment you walk through the door, you’re greeted by natural light pouring in through the windows, uninterrupted ocean views, and the calming rhythm of waves rolling onto the shore. Wake up to ocean breezes and step onto your private balcony with coffee in hand as dolphins glide through the surf below.

LocationOutdoor spacesFamily

4.91 out of 5 average rating, 22 reviews

The spacious living area features large windows allowing abundant natural light, showcasing views of the bay. A game table is central to the room, surrounded by comfortable seating. A piano is positioned against the wall, along with decorative elements that enhance the welcoming environment.

Home in Norfolk

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.

LocationOutdoor spacesCheckout

4.78 out of 5 average rating, 156 reviews

An inviting entrance shows a white picket fence adorned with a heart-shaped wreath. Climbing white flowers create an archway over the gate, leading into a well-maintained grassy area. A covered porch is visible in the background, enhancing the outdoor charm.

Cottage in Chic's Beach

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 ****

Outdoor spacesLocationQuiet

4.94 out of 5 average rating, 153 reviews

A sunset casts warm hues over the calm waters of the bay, with silhouettes of a shaded gazebo and a hammock. Weathered pilings and a single bird in flight can be seen against the vibrant sky, enhancing the tranquil atmosphere.

Home in Knotts Island

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 local fresh 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!

LocationOutdoor spacesNearby

5.0 out of 5 average rating, 74 reviews

Tiny homes in Sandbridge

Waterfront Tiny Home-Pool-Kayak-Pets-Pickleball

Relax in comfort while enjoying water views so breathtaking it feels like you are on a boat! The most amazing sunsets in all of Sandbridge will be yours. Enjoy the best of both worlds – the beach and the bay – at your own private waterfront refuge. After enjoying the sun and surf at the beach, retreat to your own oasis to recharge while you soak up the views, take a paddle on the bay, or land the catch of the day! 180 degree bay views and incredible sunsets await.

LocationOutdoor spacesSleep quality

4.83 out of 5 average rating, 150 reviews

Bayfront Pool Retreat, Walk to Beach

Experience one of Sandbridge’s most unique waterfront retreats, featuring a private pool overlooking Back Bay, plus a private dock and boat ramp right on the property. Just a short walk from the beach, you’ll enjoy the rare combination of bay and ocean access in one location. Newly refreshed on the exterior, this spacious 6-bedroom home is perfect for boating, fishing, kayaking, relaxing poolside, and taking in spectacular sunsets and sunrises.

LocationValueAmenities

4.98 out of 5 average rating, 49 reviews

Home in Corolla

Carova Beach 4x4 OBX w/Pool-Hot Tub & Wild Horses

Welcome to Splash of Lime Carova OBX! Our remote beach cottage is reached by 9 miles of beach driving after the pavement ends in Corolla and part of the adventure. Wild horses often roam nearby. Relax on the ocean-view porch, walk the shoreline for treasures, or drive your gear right onto the sand. A 4WD vehicle is required. Town is about 30 minutes away, and the scenic drive with wildlife sightings are all part of the experience.

Outdoor spacesLocationPets

A bright sunroom features large windows that frame views of the Chesapeake Bay and surrounding natural landscape. Light-colored furnishings complemented by a wooden coffee table and a small plant enhance the airy feel. The serene atmosphere is accentuated by sunlight streaming through the glass.

4.99 out of 5 average rating, 187 reviews

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.

Outdoor spacesValueWalkability

4.99 out of 5 average rating, 100 reviews

Hot Tub and Fall Fire Pit at The Golden Hour!

The Golden Hour is a third row beach house with a private beach access just off the pool deck! There is a 16x32 saltwater pool AND baby pool! Outdoor Shower with custom enclosure and changing area and Firepit! Pool OPEN: May 1 through October 1 *Hot Tub Open year round Pets on a case by case basis. Some breed restrictions for insurance purposes. Must provide docs after booking. Ask Owner for details.

Outdoor spacesValuePool

Popular amenities for Virginia Beach kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.9 out of 5 average rating, 42 reviews

An aerial view captures a beachfront duplex with light-colored siding, surrounded by grass and sand. Parking spaces are visible in front of the units, along with several vehicles. The nearby beach and water are seen in the background, emphasizing direct beach access.

Home in Norfolk

Oceanfront Cozy Beach Duplex

ValueLocationParking

4.88 out of 5 average rating, 16 reviews

The living room features a spacious sectional sofa arranged around a wooden coffee table, with a mounted TV above a fireplace. Natural light floods the area, highlighting the wood flooring and a decorative area rug. An open view leads to the dining and kitchen spaces.

Home in Norfolk

Sojourn Bay Haven Beach Home Steps to the Bay

LocationOutdoor spacesComfort

5.0 out of 5 average rating, 82 reviews

An aerial view captures a peaceful waterfront neighborhood, showcasing several homes bordered by lush greenery. The Salt Ponds inlet features boats moored at nearby docks, with a clear blue sky enhancing the serene atmosphere.

Home in Buckroe Beach

The Canary Island … Keep Calm and Fish On

ValueOutdoor spacesCleanliness

4.79 out of 5 average rating, 33 reviews

An aerial view reveals a spacious house by the coast, surrounded by greenery. Nearby, a patio area features lounge chairs and a fire pit, while kayaks are visible beside the house. The expansive ocean can be seen in the background, enhancing the serene landscape.

Home in Cape Charles

Beach Front - Hot Tub - Game Room - 3500SQFT

ValueOutdoor spacesNearby

An aerial view captures a spacious waterfront property surrounded by lush green yards and houses. The large pool is distinctly visible in the backyard. The serene waters of the Back Bay reflect the sky, with a sandy coastline stretching into the distance.

4.97 out of 5 average rating, 77 reviews

6BR Beach + Bay•Hot Tub•2 Kings•EV

Outdoor spacesLocationHospitality

4.93 out of 5 average rating, 44 reviews

Pool Hot Tub • Arcade • Walk to Beach • Sleeps 20

ValueOutdoor spacesCheckout

5.0 out of 5 average rating, 35 reviews

The exterior view of a two-story house is showcased, featuring wood siding and a staircase leading to the upper deck. A United States flag waves proudly from a flagpole. Lush greenery surrounds the property, creating a natural setting.

Home in Corolla

Lazy Palm Carova 4x4 Beach

ValueOutdoor spacesFamily

5.0 out of 5 average rating, 28 reviews

A waterfront patio features four white Adirondack chairs arranged around a stone fire pit, providing a comfortable seating area. String lights are draped overhead, creating a serene ambiance. Lush greenery and the river are visible in the background, enhancing the outdoor space's tranquility.

Home in Hampton

The Green Garden Cottage

LocationValueCheck-in

Cottage rentals with a kayak

4.96 out of 5 average rating, 47 reviews

A serene view from a wooden dock extends over calm water at dusk. Two Adirondack chairs are positioned to face the horizon, where soft orange light meets a gradient of deep blue sky, reflecting on the water's surface.

Cottage in Sandbridge

Waterfront Cottage w/ Dock/Kayaks + Dog Friendly

LocationValueNearby

A view from a deck showcases an open area leading to the beach, with a decorative arrangement of flowering plants in white planters. An American flag stands proudly in the background, while the calm waters of the bay reflect the clear blue sky.

4.89 out of 5 average rating, 228 reviews

902 CH Carriage House 20 Steps to Beach & Specials

ValueOutdoor spacesLayout

4.82 out of 5 average rating, 184 reviews

902C Coastal Retreat Steps to Beach Sauna Specials

ValueOutdoor spacesCleanliness

4.81 out of 5 average rating, 176 reviews

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

ValueLocationSleep quality

4.75 out of 5 average rating, 173 reviews

902 B Historical Beachfront Sauna Hot Tub Specials

ValueOutdoor spacesDecor

4.77 out of 5 average rating, 166 reviews

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

ValueOutdoor spacesComfort

Other vacation rentals with a kayak

4.88 out of 5 average rating, 42 reviews

The entrance of the remodeled park model trailer is shown, featuring a wooden deck with multiple steps leading up. The deck is bordered by railing and surrounded by low-maintenance landscaping, providing a welcoming access point to the home.

Camper/RV in Sandbridge

Pop Pop's Surf Shack

ValueOutdoor spacesAir conditioning

4.89 out of 5 average rating, 93 reviews

Two white lounge chairs are positioned on a grassy area by the water's edge, offering a clear view of the calm Back Bay. Lush greenery with blooming flowers frames the scene under a bright blue sky dotted with clouds.

Tiny homes in Sandbridge

Amazing Sunsets! Waterfront*Pool*Pets*Kayaks

LocationOutdoor spacesCleanliness

4.99 out of 5 average rating, 73 reviews

Townhouse in Norfolk

2BD+Den: BeachAccess| KingBedsI FencedYard| DogsOk

Outdoor spacesLocationCheck-in

4.75 out of 5 average rating, 16 reviews

Townhouse in Chesapeake

Waterfront Oasis: Fishing Pier, Pool, Beach Access

LocationCleanlinessAmenities

Guesthouse in Virginia Beach

A rustic stone fireplace serves as a central feature in the living area, its warm glow inviting relaxation. The high ceiling and exposed beam accents create a spacious atmosphere, complemented by hardwood flooring and comfortable seating arrangements nearby.

The Sportman's Lodge

LocationValueHospitality

4.91 out of 5 average rating, 74 reviews

4.98 out of 5 average rating, 65 reviews

Condo in Norfolk

Beachfront Getaway, Pet Friendly, Dolphin Suite

LocationValueHospitality

Guest suite in Virginia Beach

Lakeview Retreat: Private 2BR Guest Suite

Outdoor spacesLocationCleanliness

5.0 out of 5 average rating, 17 reviews