Vacation rentals with a kayak in Sandbridge Beach

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Top-rated kayak rentals in Sandbridge Beach

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Guest favorite

The open-concept living space is shown, featuring a comfortable seating area with a queen sleeper sofa and two armchairs. A wood-burning fireplace is adjacent to the large TV, while a dining table is set for six. Wall-to-wall glass doors provide views of the outdoors.

Condo in Williamsburg

4.95 out of 5 average rating, 125 reviews

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!

Top guest favorite

A spacious waterfront home is showcased with a well-maintained lawn and blooming yellow flowers near the entrance. A large driveway leads to a brick facade, complemented by a garage. Clear blue skies can be seen in the background, enhancing the welcoming appearance of the property.

Home in Gloucester Point

4.99 out of 5 average rating, 183 reviews

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.

Top guest favorite

The spacious kitchen features a large island with seating for six, modern appliances, and ample counter space. A bright window above the sink offers views of the surrounding landscape, while soft lighting complements the contemporary design. Light wood flooring enhances the welcoming atmosphere.

Farm stay in Cape Charles

5 out of 5 average rating, 383 reviews

Private Guesthouse on Secluded Waterfront Farm

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.

Guest favorite

An aerial view of a coastal neighborhood reveals a variety of homes surrounded by greenery and sandy paths. The ocean glimmers in the distance under a colorful sunset sky, enhancing the serene atmosphere of the area.

Home in Virginia Beach

5 out of 5 average rating, 6 reviews

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

Ultimate Sandbridge Beach Retreat – 5BR/3BA Getaway Just Steps from the Ocean Welcome to Beach Bum Cottage: Laid-Back Coastal Living Nestled in the heart of Sandbridge, this newly updated 5-bedroom, 3-bathroom dream retreat is just a 2-minute stroll to direct beach access. Designed for guests seeking both relaxation and adventure, Beach Bum Cottage blends elegant comfort with family-friendly fun, making it the perfect destination for multi-family vacations, reunions, or upscale group getaways

Guest favorite

A classic brick duplex features a large front porch supported by white columns. A ceiling fan hangs in the shaded area, while steps lead up to the entrance. Lush greenery lines the porch, and a clear blue sky complements the welcoming design.

Home in Cape Charles

4.95 out of 5 average rating, 144 reviews

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

Harbor View is an early 1900's brick duplex with high ceilings, transom windows, and crown molding. Best of all, this home is located in a quiet neighborhood just one block from the beach and two blocks from Mason Ave. where you can find unique shops, restaurants and other amenities. It's an easy walk to the pier for a magnificent sunset, or to Brown Dog's for homemade ice cream. We invite you to enjoy our comfortable home, and explore the quiet ambience of a historic beach town vacation!

Superhost

The kitchen area features dark cabinetry and a modern design, with a large sink and stove. A microwave is mounted above the stove, and a mounted TV can be seen nearby. Marble-like countertops enhance the space, which is well-lit by natural light.

Camper/RV in Portsmouth

4.9 out of 5 average rating, 136 reviews

“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.

Guest favorite

Two kayaks in green and red are stacked next to a tree along a serene lakeside. A red Adirondack chair is positioned nearby, facing the water, surrounded by lush greenery. The scene reflects a natural setting ideal for relaxation and outdoor activities.

Guesthouse in Cape Charles

5 out of 5 average rating, 7 reviews

Eden Guest Suite on Lake Allure

Relax and recharge in nature at this unique and peaceful getaway. Private access to one of Virginia’s best freshwater fishing lakes, with kayaks and SUP included. Just 15 minutes south of Cape Charles and 5 minutes from Kiptopeake, it’s a perfect base for exploring the Shore. Surrounded by trees and just 3 minutes’ drive to Pickett’s Harbor Farm and beach access. The guest suite is separated from the main house, with a private entrance and beautiful garden views for a truly tranquil stay.

Top guest favorite

The kitchen features modern appliances, including a stainless steel refrigerator and an oven with a cooktop. Rich wooden cabinets provide ample storage, while a large granite countertop offers space for meal preparation. A circular skylight allows natural light to enhance the inviting atmosphere.

Home in Virginia Beach

4.91 out of 5 average rating, 394 reviews

Pet friendly 3 bedroom beach house

Welcome to your perfect vacation getaway! This remodeled 3-bed, 2.5-bath ranch house is just a mile away from the ocean front. It's an ideal destination for families, friends & pets. Bedrooms are equipped with comfy beds. Pet-Friendly: 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

Top guest favorite

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.

Cottage in Norfolk

4.99 out of 5 average rating, 134 reviews

Private Beach Access at The OV Beach House

Here at the OV Beach House, you have your own private access to the beach and STUNNING water views of the Chesapeake Bay. The sunrises and sunsets are incredible! 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. Can accommodate up to 8 people.

Guest favorite

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

4.95 out of 5 average rating, 116 reviews

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!

Superhost

A table is set on a covered deck with two glasses of white wine beside a wooden cheese board. The board features an assortment of grapes, assorted cheeses, olives, and cured meats. A vibrant sunset casts a warm glow over the water in the background.

Tiny home in Virginia Beach

4.89 out of 5 average rating, 46 reviews

Amazing Sunsets! Sandbridge Waterfront/Back Bay

The most stunning sunsets in all of Sandbridge! 180+ degree water views! After a long day of fun in the sun at Sandbridge Beach, retreat to your own waterfront haven to take in the spectacular sunsets from your covered deck less than 10 steps from the water. Views so amazing it feels like being on a boat. The views give this cottage its luster, but the feeling of serenity gives it its spirit. Escape to your own private oasis for relaxation, connection and adventure.

Guest favorite

A clear evening view of the water showcases a vibrant sunset reflecting on the surface. A blue kayak rests on the grass beside a stone-lined edge, with gentle waves lapping against the shore. Soft clouds accentuate the colorful sky, creating a serene atmosphere.

Tiny home in Virginia Beach

5 out of 5 average rating, 37 reviews

Spectacular Sunsets! Back Bay Waterfront Retreat!

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.