Vacation rentals with a kayak near Virginia Beach Oceanfront

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 spacesValueQuiet

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.

4.91 out of 5 average rating, 95 reviews

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

Outdoor spacesValueDecor

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.

Outdoor spacesValueLayout

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

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

ValueLocationTV

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.

Outdoor spacesLocationHospitality

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 spacesLocationAccuracy

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!

ValueLocationHiking

4.99 out of 5 average rating, 73 reviews

Townhouse in Norfolk

2BD+Den: BeachAccess| KingBedsI FencedYard| DogsOk

Wake up just steps from the sand, catch a beautiful sunrise, and spend your days swimming, kayaking, spotting dolphins, or simply relaxing by the waves! You’ll love Seabreeze Stay’s amenities: direct beach access, a large fenced yard perfect for pups, complimentary kayaks, BBQ and shaded outdoor dining area, king beds, dedicated office, fireplace, board games, and more! Perfect for a family beach trip, romantic getaway, or a few days by the water with friends and pups.

ValueOutdoor spacesLaundry

5.0 out of 5 average rating, 74 reviews

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 spacesLayout

4.94 out of 5 average rating, 48 reviews

A wooden dock extends over a calm lake, framed by lush greenery. Two black chairs are positioned for relaxation, overlooking the water. A slide is visible in the background, accompanied by green and red kayaks, offering options for water activities.

Home in Cape Charles

Eden Lake House Cape Charles

Eden House is a perfect fairytale hideaway. Surrounded by family farms and a very short drive to the Chesapeake bay beaches and Cape Charles, this is the ultimate Eastern Shore getaway. You are welcome to fish, kayak or SUP from the dock on Lake Allure. Or take a walk on our nature trail and see Bald Eagles, turtles, deer and if you’re lucky - otters! If you have a large group consider also booking the separate unit on this property the eden garden guest suite.

Outdoor spacesLocationKitchen

4.83 out of 5 average rating, 150 reviews

Home in Sandbridge

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.

LocationOutdoor spacesKitchen

4.9 out of 5 average rating, 41 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

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.

ValueLocationLayout

Popular amenities for kayak rentals near Virginia Beach Oceanfront

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.99 out of 5 average rating, 100 reviews

Home in Sandbridge

Hot Tub and Fall Fire Pit at The Golden Hour!

ValueLocationGrill

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

Outdoor spacesLocationKitchen

4.96 out of 5 average rating, 28 reviews

A welcoming entrance features a light blue front door framed by two windows. A small porch, supported by wooden beams, is equipped with a railing. Potted plants line the side of the porch, while brick steps lead up to the entrance.

Home in Portsmouth

Escape to the water!

LocationLayoutComfort

4.98 out of 5 average rating, 48 reviews

Home in Corolla

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

Outdoor spacesLocationCondition

5.0 out of 5 average rating, 27 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

Outdoor spacesValueSleep quality

4.93 out of 5 average rating, 44 reviews

Home in Sandbridge

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

Outdoor spacesLocationCleanliness

5.0 out of 5 average rating, 17 reviews

The elevated home features a spacious deck with comfortable seating arrangements surrounding a fire pit. Sturdy stairs lead down to a grassy yard, while the surrounding landscape is highlighted by natural vegetation. The exterior is simple and blends with the tranquil setting.

Home in Corolla

The Cool Change: Carova Beach (4x4 area)

LocationOutdoor spacesView

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

LocationOutdoor spacesAccess

Cottage rentals with a kayak

4.91 out of 5 average rating, 195 reviews

Cottage in Shiloh

Easy Breezy beach house on secluded waterfront

Outdoor spacesValueHeating

4.93 out of 5 average rating, 113 reviews

A private dock extends over calm waters, reflecting hues of blue and orange from the setting sun. The sky is adorned with soft clouds, creating a serene backdrop for an inviting sunset view over the Currituck Sound.

Cottage in Coinjock

WaterView | Private Dock | Kayaks | Chef's Kitchen

ValueLocationHiking

4.96 out of 5 average rating, 164 reviews

An aerial view captures the spacious backyard featuring a rectangular swimming pool surrounded by a concrete deck. Lounge chairs are placed by the poolside, with a well-maintained lawn and shrubs in the background. The two-story cottage is shown with a screened porch and a shaded area nearby.

Cottage in Chesapeake

The Cottage @ Captain Genes - Secluded Waterfront

Outdoor spacesValueGrill

4.96 out of 5 average rating, 173 reviews

A tranquil waterfront scene features a wooden pier extending into the calm waters of the East River. Lush greenery frames the image, while gentle waves reflect the soft sky above. Nearby trees provide shade, creating a serene atmosphere for relaxation and contemplation.

Cottage in Cardinal

Haddie James House - A Coastal Va AirBnB

LocationOutdoor spacesBathroom

Cottage in Gloucester Point

A serene view of a wooden dock extending into the calm waters of Sarah's Creek, surrounded by trees. Two kayaks, one green and one blue, are positioned on the grassy shore, with a charming cottage visible in the background.

The Cottage on Sarah's Creek

ValueOutdoor spacesLong stay

4.94 out of 5 average rating, 328 reviews

4.95 out of 5 average rating, 183 reviews

A cozy living space features a large white sofa and wicker chairs, set on a patterned rug. A wooden coffee table is centered in the room, while a dining table with rattan chairs is seen in the background. Natural light filters through white window blinds.

Cottage in North

The Nook; Peaceful 2 bedroom cottage by the bay

LocationOutdoor spacesLaundry

5.0 out of 5 average rating, 85 reviews

Cottage in Corolla

"An Ode to Joy" OBX beach house, Wild Horse Haven!

Outdoor spacesValueHospitality

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

ValueOutdoor spacesAccess

Cabin rentals with a kayak

4.87 out of 5 average rating, 61 reviews

A charming waterfront cabin is depicted, featuring a steeply pitched roof and a covered porch. The building is surrounded by trees exhibiting autumn colors, with a calm body of water reflecting the structure. A private dock extends alongside the property, inviting leisurely activities.

Cabin in Currituck

Soundfront | Log Cabin | Near OBX | Dock | Kayaks

ValueOutdoor spacesAmenities

A serene waterfront view showcases a charming log cabin surrounded by lush greenery. A private dock with several kayaks awaits on calm waters, inviting outdoor activities. The landscape includes tall trees and a peaceful atmosphere, ideal for relaxation by the bay.

Cabin in Foster

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

Outdoor spacesValueDecor

4.72 out of 5 average rating, 110 reviews

An outdoor seating area is arranged on a wooden deck overlooking the water. A plush sofa and two chairs, adorned with blue floral cushions, surround a dark coffee table. A large area rug enhances the space, while serene water views and a cloudy sky create a tranquil setting.

Cabin in Shiloh

Cabin on Albemarle Sound w/ Dock & 2 Kayaks

ValueLocationGrill

4.88 out of 5 average rating, 68 reviews

Cabin in Coinjock

Water View Dlx Cabin

LocationPoolFamily

4.52 out of 5 average rating, 23 reviews

A serene outdoor space showcasing a grassy area by Albemarle Sound. Two adirondack chairs in gray and one in blue are positioned around a fire pit made of stones, with water views in the background and trees providing shade.

Cabin in Shiloh

Tiny House w/ Big Views: Cabin in Shiloh!

LocationValueFamily

4.58 out of 5 average rating, 24 reviews

Other vacation rentals with a kayak

5.0 out of 5 average rating, 59 reviews

Ava’s Estuary

Outdoor spacesLocationLaundry

4.75 out of 5 average rating, 16 reviews

Townhouse in Chesapeake

Waterfront Oasis: Fishing Pier, Pool, Beach Access

LocationAmenitiesComfort

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.

4.89 out of 5 average rating, 93 reviews

Amazing Sunsets! Waterfront*Pool*Pets*Kayaks

Outdoor spacesLocationBiking

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 spacesCondition

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

LocationValueBackyard

4.91 out of 5 average rating, 74 reviews

4.88 out of 5 average rating, 52 reviews

Two weathered wooden chairs are positioned on a deck overlooking a calm waterfront. The water reflects the soft light of the setting sun, with houses visible across the waterway. A wooden post stands nearby, adding to the serene environment.

Camper/RV in Sandbridge

Back Bay Getaway Beach Retreat

LocationOutdoor spacesBiking