Vacation rentals with beach access in Portsmouth

Guesthouse at Vessel Farm & Winery, Waterfront

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.

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!

Welcome to The Purple Room, get ready for an AirBnB experience unlike any others. This one of a kind AirBnB not only offers a memorable staying experience, but will be a welcome end to an exciting day at the beach, dinner and drinks at a local restaurant or bar, or an adventurous day exploring all the culture and history the area has to offer. We are centrally located, offer free parking, wifi and kitchenette. We have local art, free wine and food samples. Come see what the excitement is about!

Poseidon - Beach-Front with Fireplace & Sauna

Unique & gorgeous beachfront rental. This area was a gathering spot for rowdy commercial sailing captains that moved goods between Norfolk & Baltimore & an alleged meeting spot for Rum Runners in the 1920's. Includes wood floors, sailing inspired sconces, fireplace & shared laundry room & sauna. Beautiful wood trim & wainscoting created by craftsmen that trimmed ship interiors over a century ago, beach-front windows, large open kitchen, dishwasher, microwave oven, shared sauna, & washer/dryer

Beach Hideaway 2 bdr/2bth- Pet friendly!

Great home for days at the beach and a fire pit at night! Beach access 1 1/2 blocks from the home. Heat/AC, dishwasher, w/d, and deck. Linens, bath towels, beach chairs, and beach towels are provided. Quiet family beach, bay water is calm- perfect for children. Large back yard for kids to run around, deck, and enclosed front porch. Close to Virginia Beach, Norfolk military bases and ODU, EVMS, NSU, Virginia Wesleyan, Hampton Univ. Approx 25 min from downtown Virginia Beach and W-burg.

Picture Worthy Spanish Style Casita! 2 BR/ 2BA

✨ Welcome to Casita on Granby! ✨ Enjoy a short drive to the beach (less than 2 miles, about 5 minutes), restaurants, grocery stores, and easy nearby highway access to downtown Norfolk, Virginia Beach and Hampton! We LOVE pups! 🐶 Bring your 4 legged best friend along to bask in our fenced backyard. Must be pre-approved, and additional fees apply. Please read house rules for additional info. Your perfect getaway is waiting at Casita on Granby – book now for a stay you won’t forget!

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.

Beachfront Exclusive Bay front Suite

This comfortable private beachfront suite with kitchenette has magnificent views of the sunrise and sunset that you can enjoy from your own private deck, with a 180 degree views of the beach front with easy access to the water's edge, just steps away. If you want to experience life on the beach this is as close as you can get. This suite represents our personalities and everything we love about living at the beach on the Chesapeake Bay

Home-Sweet-Home

ADORABLE RANCH-STYLE-HOME! ONLY 1.5 Miles to Buckroe Beach! FIRE-PIT OUT BACK GARAGE w/ WORKOUT SPACE You'll have a great time at this adorable 3BR 1BA ranch home with large detached garage. Fully Renovated and Fully Furnished. Kitchen features new cabinets, stainless steel appliances and opens to family room. New vinyl and laminate flooring. Nice neighborhood. Ceiling fans throughout. Make this your GETAWAY home!!!

Sojourn Guest House: Buckroe Beach Suite B

The Sojourn Guest House at Buckroe Beach are short term rentals located in the Buckroe Beach Neighborhood of Hampton, Va. The house is located in a quiet neighborhood just a 10 min walk/2 min drive to the newly renovated Buckroe Beach. The property has a large back yard and the house makes for a cozy stay with one bedroom suite, one bathroom, enclosed patio great for a morning cup of coffee or a relaxing evening.