Beach house holiday rentals in Chesapeake

Bayview Beach/Airport/3 Bedrm/6 Beds/2 Bath/ 4TV

Entire house/3 Bedrm+3 sofa bed/2 Bathtub/shower. 1 mile from Ocean View BEACH (Bay). Spacious 1500 sq ft. Quite, safe side street, approx. 25 min to VA Beach front! 4.5 miles from Airport. Naval base, dining, shopping, near. New furniture & appliances! 2 queen w/pillowtop and 1 full bed w/ Serta mattresses, 3 sofa beds, 4 smart TVs to include 2 large size (70+"), Gig WiFi, Roku/retro/Atari games! Leather recliner! Beach chairs&umbrellas, towels, soaps, bbq grill, cooking/utensils, etc. avail.

The Sandy Union

Stay at Sandy Union, a fully restored historic 4BR/2BA home in Cape Charles. Enjoy modern comforts—quartz kitchen, hardwoods, smart TVs—blended with vintage charm. Relax on 2 porches, stroll to the beach, shops & dining. Features a 1st-fl suite, cozy family room, WiFi, A/C, parking & beach gear. Perfect for family getaways or friends’ retreats. Discover Cape Charles from this inviting coastal gem! - please note, this home is not suitable for infants/children under 2 - very steep narrow stairs.

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

The White Lotus, Luxury Vacation in Carova Beach

Welcome to The White Lotus - a bespoke coastal retreat. Perched high above the Atlantic in the 4x4 area of Carova, this new home has sweeping ocean views. The top level stuns with an open living, dining, and kitchen with white quartz countertops and high end appliances. Wraparound decks offer 360-degree outdoor living. On the mid-level, three primary suites invite you to drift away with spa-inspired bathrooms. The ground level offers a second living space that opens to a sparkling pool.

Charming & Cozy Getaway Steps to Beach/Shops

Escape to The Peche Beche and find everything you need for a relaxing & fun-filled stay! Situated just blocks from the Ocean View beach on the Chesapeake Bay and steps from local favorites, shops, & grocery. You'll find everything you need for the beach, kiddos, pups, remote work, relaxing, feasting, and restful sleep to recharge & enjoy all that Norfolk has to offer! Life’s a peach at the beach! You won't want to leave the coziness and charm as you create unforgettable memories here!

New Lux Oceanfront, Pool, Hot Tub, Deck, Game Room

Relax in style at our oceanfront retreat in Corolla, NC! Designed for family fun, this deluxe haven features a private pool, hot tub, & fireplace. Spend your days playing volleyball on the sandy court or lounging in the sun with ocean views. A private boardwalk leads you straight to the beach, while the game room, complete with Xbox, keeps everyone entertained. Accommodating 20 guests, this home blends coastal charm with modern comforts. Book your Outer Banks adventure now!

Croatan Sea Dream

A wonderful Croatan home only 5 min walk to the beach, and very close to resort strip (.9 mile) , NAS Oceana, and all Virginia Beach has to offer, available weekly year-around and monthly in winter. Huge third floor Master bedroom with sitting area and private deck and walk-in closet. Expansive living/dining area in the entire second floor. First floor with two bedrooms and an additional living/rec room and full bath

Oceanfront Home in the OBX!

Oceanfront escape 8 miles up the 4x4 beaches! This spacious OBX retreat offers stunning Atlantic views, wraparound decks, and wild horse sightings. Enjoy a gourmet kitchen, 10 master suites, a home theater, game room, and pub lounge. Outdoor perks include a large pool, hot tub, cabana bar with TV, grill, and fire pit. Perfect for year-round family fun and unforgettable coastal memories.

Cozy Bungalow By the Beach

Kick back and relax in this calm, stylish space. Very comfortable and updated with 65 inch smart TVs throughout the home. Walking distance from the beach and fishing pier. Private parking and extremely stylish! Walk down to the local golf course and/or shopping center.