Holiday rentals with beach access in Chesapeake

Guest suite in Virginia Beach

The spacious bedroom features a queen-size bed with a tropical-patterned comforter. A leather sofa is positioned beside a small dining table with two chairs. A surfboard decoratively hangs on the wall, complementing the room's casual beach theme.

4.98 out of 5 average rating, 412 reviews

Just Steps Away to the Beach

Enjoy Jan. thru Mar. at Va. Bch--average day temp. mid 50s to 60s. Just steps or bike through a nice area to the beach, restaurants, culture, The Dome, Convention Ctr & other activities. Take a 10-min. walk or bike to the beach (7 short blocks). No traffic or parking hassles! We are close to I264, several military bases & Hilltop Shopping area. This is a quiet neighborhood & convenient location. Perfect for couples & solo travelers. NO animals or pets allowed! NO children under 13 yrs. of age!

Guest suite in Chesapeake

The Purple Room features a spacious bed with white linens and purple accents. A cozy seating area is visible beside large windows with light filtering through sheer curtains. Decorative elements, including wall art and a soft purple rug, enhance the vibrant atmosphere.

4.96 out of 5 average rating, 351 reviews

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!

A bright and airy living space features a gray sectional sofa and a matching armchair, providing seating options. A white dining table with blue chairs occupies one side, and a flat-screen TV is mounted on the wall. Light enters through multiple window panes, accented with white shutters.

4.93 out of 5 average rating, 322 reviews

Beach Condo Block Off Oceanfront!

Come enjoy everything Virginia Beach has to offer. Our condo has all of the comforts of home and accommodates 4 adults or perfect for families. Bedroom has a king size bed and living room has sofa that pulls out into a full size sofa bed. TVs in both rooms. The Boardwalk, Shopping, Restaurants, Amusement parks, and many more activities are all within walking distance. There is plenty to do and you can walk to the beach in 3 minutes or less! Come have a relaxing and fun vacation at the beach.

4.85 out of 5 average rating, 181 reviews

Home in Northside

Spanish Style Casita • 2BR/2BA • Dogs Welcome

✨ 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 the house rules for additional info. Your perfect getaway is waiting at Casita on Granby. Book now for a stay you won’t forget!

A modern kitchen features white cabinetry and a granite countertop, equipped with stainless steel appliances including a stove and a refrigerator. Under-cabinet lighting enhances the space, and ample storage is provided by multiple upper and lower cabinets. A sink is positioned near a window, allowing natural light.

5 out of 5 average rating, 139 reviews

Quiet East Beach Bungalow, 1 block to beach!

Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! A quick walk to the beach or Bay Oaks Park, this bungalow is perfect for relaxing getaways. Fireplace, patio, grill, spacious front porch, new appliances, washer/dryer, private off-street parking. A quick trip to the Naval Bases! Guests are provided with linens, towels, toiletries, and high speed internet(SmartTV). Additional rooms available case by case basis. Please ask.

The living room displays two spacious couches adorned with blue decorative pillows. A white coffee table is centered on a light carpet. Natural light enters through two large windows, highlighting a wall-mounted artwork and a small workspace equipped with a desk and lamp.

4.86 out of 5 average rating, 175 reviews

☼ Coastal Cottage- 5 min walk to beach | parking ☼

Enjoy close proximity to all the best attractions the area has to offer, or simply bum it on the beach while snagging a local cup of coffee or craft beer - all within a few steps! A wonderful location for a beach getaway with friends or family. -5 min walk to the beach -8 min walk to a local coffee shop/brewery -25 min drive to Virginia Beach/boardwalk area -10 min drive to Norfolk Botanical Garden -20 min drive to the Zoo -10 min drive to Ikea / Norfolk Premium Outlets

Guest suite in Virginia Beach

Gentle waves roll onto a sandy beach, creating a creamy foamy edge along the shoreline. The vast ocean stretches into the distance, meeting a clear blue sky, suggesting a tranquil seaside atmosphere.

4.84 out of 5 average rating, 153 reviews

Private Guest Suite Cozy Stay w/ Separate Entrance

Welcome to your own brand-new guest suite in Virginia Beach—just a quick drive to the beaches, Town Center, and all the best spots. Built in 2023 with full city permits, this sleek space is totally private, with its own exterior entrance and a peaceful vibe. Nestled on a quiet street in the popular Thalia neighborhood, it’s the perfect home base for beach days, nights out, or just unplugging in comfort. Relax, recharge, and enjoy VB like a local.

4.83 out of 5 average rating, 129 reviews

A bright and spacious living area features comfortable seating on a large sofa and armchairs. A flat-screen TV is mounted on the wall across from the seating. Natural light enters through multiple windows, and a decorative plant adds a touch of greenery to the room.

Home in Norfolk

The Chesapeake St Retreat - Pet and Kid Friendly!

The kid and pet friendly retreat your family will love! This beautiful 2,200 sqft, four bedroom home is PERFECT for your beach get away and is less than a 5-minute walk from the beach. This home features a stylish design, a dining room table that can seat up to 10, a fenced in back yard for your furry friends. There are two decks with outdoor seating, modern washer and dryer, games and toys, and much much more. Can't wait to host you!!

4.88 out of 5 average rating, 113 reviews

A spacious dining area is highlighted by a wooden table surrounded by six white chairs. A chandelier with warm yellow bulbs illuminates the room. A world map is displayed on the wall, while large windows allow natural light to fill the space.

Cottage in Willoughby

Coastal Modern Cabin

Your coastal and modern beach getaway, with everything you need for a great stay! Discover: Across the street from the beach Huge back porch Two egg chairs Air hockey Electric fireplace 75" TV with subscriptions Retro arcade games Board games Bag toss Secluded beach access, no large crowds! Check out the picture descriptions! With 100+ views a day, a guest is on the way! So, book now and enjoy your stay at the Coastal Modern Cabin!

A beach scene at sunset features individuals playing volleyball in the sand. The calm water reflects shades of pink and orange from the setting sun. Silhouettes of a pier and distant structures are visible along the horizon, framed by beach grass in the foreground.

4.93 out of 5 average rating, 287 reviews

Quilted Quarters by the Bay with Private Entrance

Enjoy beach life, hiking and biking near the Chesapeake Bay in a spacious fully furnished studio with a private entrance and private bath in a very safe and quiet neighborhood with one dedicated parking space as well. Five minute walk to the beach and First Landing State Park with hiking, biking, running trails, locally owned restaurants, bars, shops, breweries, grocery, pharmacy, farmer's market and yoga studio.

Guest suite in Virginia Beach

A cozy studio space is showcased, featuring a spacious bed with light bedding and decorative pillows. A comfortable gray couch with assorted cushions is positioned nearby, alongside a wooden coffee table. Wall decor includes a welcome sign and floral art, adding a pleasant aesthetic.

4.92 out of 5 average rating, 319 reviews

Cozy Private Studio

Cozy, fully equipped, inviting studio located in the heart of Virginia Beach! Minutes from highway 64. Which gives easy access to anywhere in the Hampton Roads area. 15-20 minute drive to Virginia Beach Ocean front and convention center. 2 minutes from Regent University, CBN and founders in. Soccer complex, Stumpy lake golf course close by. Restaurants and shopping 5 minutes away.

A cozy living area features a striped sofa and two light armchairs, arranged around a soft, plush area rug. Natural light enters through two windows, and a mounted television is placed on the wall. A dining area is visible in the background, adorned with a simple floral centerpiece.

4.93 out of 5 average rating, 229 reviews

Cozy beach cottage! One block to the beach!

Beach cottage! Dogs sleep for free! One block to the beach. 3 bedroom. 1 bath. 1 king, 1 queen and 2 twin beds. Large deck with outdoor seating and grill! One block from Karla’s Beach House (brunch and lunch). One block from Jessy’s Taqueria. About a mile from Cova Brewing Co. (Brewery and Coffee) and East Beach Farmer’s Market (Saturdays from 9-12). Up to 2 dogs allowed.

Popular amenities for rentals with beach access in Chesapeake

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

4.87 out of 5 average rating, 143 reviews

The dining area features a modern table set with black dishware, complemented by a decorative runner. A clear vase filled with bright lemons serves as a centerpiece. The adjoining living space is accented by blue seating, floral wall art, and a mounted flat-screen TV.

Flat in Williamsburg

Paradise in Williamsburg next to Busch Gardens

4.92 out of 5 average rating, 107 reviews

An open living area features a red couch and a round mirror on the wall. A kitchen with stainless steel appliances is visible, alongside a stone-topped dining table. Natural light enters through the windows, and a ceiling fan offers airflow.

Flat in Buckroe Beach

Three blocks from the Beach 2

4.89 out of 5 average rating, 135 reviews

A spacious bedroom is depicted, featuring a large bed with a light-colored blanket. A ceiling fan is installed above, and large windows are dressed with dark curtains. A couch and a small table with a chair are positioned to the side, contributing to the room's layout.

Flat in Buckroe Beach

The Cottage at Sojourn: Buckroe - one bedroom

4.86 out of 5 average rating, 21 reviews

A modern living area features a stylish teal sofa paired with decorative pillows. A round coffee table sits atop a patterned rug. Two large windows allow natural light to fill the space, complemented by soft brown curtains. A potted plant adds a touch of greenery.

Flat in Bayview

LiveEOV: Beachcomber Two

4.93 out of 5 average rating, 15 reviews

Flat in Virginia Beach

Relax & Enjoy 2 blocks to beach w/ pool

4.97 out of 5 average rating, 156 reviews

A bright bedroom is bathed in natural light from multiple windows, featuring a spacious bed with crisp linens. Two wicker chairs flank a small side table, and wall art depicting serene landscapes adds to the calming decor. Soft lighting from bedside lamps complements the warm ambiance.

Flat in Corolla

The Coastal Studio

4.83 out of 5 average rating, 110 reviews

A spacious living area features large windows providing views of Gray's Creek. A comfortable sofa and a cozy chair are positioned alongside a coffee table on a decorative rug. A private balcony is accessible through sliding glass doors, enhancing the connection to the scenic surroundings.

Flat in Surry

The Hotel at The Surry Seafood Co Room 1

4.95 out of 5 average rating, 249 reviews

The cozy living area features a comfortable seating arrangement with a brown leather loveseat and armchair, complemented by decorative cushions. A wooden coffee table holds magazines and a glass, while a TV is positioned nearby. Natural light filters through the window adorned with white blinds.

Flat in Virginia Beach

TreeTopBeach Bungalow 4 blocks 6 min walk to beach

House rentals with beach access

An open living space is presented, featuring two dark sofas adorned with decorative pillows and a round mirror mounted on the wall. A large dining table with white chairs is positioned near the kitchen, which is visible in the background.

4.91 out of 5 average rating, 140 reviews

Good Vibes VB Walk to The Dome & VB Wave Garden

4.93 out of 5 average rating, 175 reviews

An aerial view showcases the beachfront neighborhood, with a wide sandy beach leading to expansive waters. The Olympic-sized pier extends into the horizon, while a collection of homes is visible nearby, arranged in a way that highlights the coastal environment.

Home in Chic's Beach

Steps to Chic’s Beach! Sleep for 12 with Garage

A spacious brick home is surrounded by well-maintained landscaping featuring lush green grass and mature trees. The front porch, adorned with potted plants, provides a welcoming entrance. Natural light filters through the windows, enhancing the overall charm of the property.

4.95 out of 5 average rating, 121 reviews

Country Comfort Close to the Beaches

A bright kitchen is highlighted by light-colored cabinetry and natural wood flooring. The countertop displays a cutting board, and the sink is complemented by a stylish faucet. Large windows allow natural light to fill the space, enhancing the tile backsplash's subtle patterns.

4.81 out of 5 average rating, 331 reviews

Charming Home by the Sea, a block from the beach!

4.85 out of 5 average rating, 388 reviews

A spacious home is depicted with a welcoming front porch featuring a gentle ramp for accessibility. Lush greenery surrounds the exterior, and the peaceful atmosphere is enhanced by the colorful sunset sky. The house showcases a combination of brick and siding with large windows.

Home in Coliseum Central

Family Holiday House. Events and Beaches Nearby

4.92 out of 5 average rating, 213 reviews

Modern 4BR VIBE Beach House • 3.5BA

4.97 out of 5 average rating, 147 reviews

A charming gray house with a welcoming entrance is surrounded by well-maintained greenery. The front steps lead up to a covered porch, framed by two symmetrical windows. A pathway lined with fresh grass provides easy access from the street.

Home in Buckroe Beach

Quaint and Comfortable Buckroe Beach Getaway.

4.93 out of 5 average rating, 147 reviews

Home in Norfolk

The Cozy Beach House/ Golf Cart Available for rent

Apartment rentals with beach access

A modern living room features a gray sofa adorned with decorative pillows, paired with a light blue coffee table. Two lamps provide ambient lighting. Artwork of coastal scenes decorates the walls, while a patterned area rug enhances the room's coastal theme.

4.99 out of 5 average rating, 134 reviews

Tropical 2BR Condo Getaway 1 Block from the Beach!

Apartment in Williamsburg

A bright guestroom is furnished with two double beds, each featuring a light-colored quilt. Nightstands with lamps are positioned beside the beds. A large window offers views of greenery, with soft curtains complementing the decor.

4.96 out of 5 average rating, 137 reviews

Comfy 1BR w pond view Kingsmill

A comfortable living area is highlighted by a spacious sofa and a table with two high-backed chairs. Natural light enters through a window adorned with blinds. Wall art and a sign reading 'BEACH HOUSE' add a coastal touch to the space.

4.88 out of 5 average rating, 100 reviews

Cozy 1 Bd condo, 1 block from the beach!

Apartment in Williamsburg

A tranquil lakeside scene captures two individuals on paddleboards gliding across calm water. Sandy shores are lined with chairs, offering a peaceful spot to relax. In the background, a spacious building features a wraparound deck, providing views of the serene landscape.

4.96 out of 5 average rating, 114 reviews

Walk to beach lovely 2/2 in "Kingsmill on James"

The living room showcases two spacious leather sofas facing a flat-screen television. Natural light floods the room through two large windows, adorned with light-colored blinds. A coffee table centers the space, complemented by decorative plants and artwork on the wall.

4.95 out of 5 average rating, 132 reviews

Spacious Captain’s Beach Suite Near Rudee Inlet

4.93 out of 5 average rating, 144 reviews

A spacious living area features a large sectional sofa and two light blue chairs, with a farmhouse-style dining table visible nearby. A shiplap fireplace wall complements the large electric screen displaying a movie. Natural light streams through multiple windows, enhancing the welcoming atmosphere.

Apartment in Sandbridge

Ocean & Bay Views - Local Family Owned & Operated

A charming private balcony offers a dining setup for two with white Adirondack chairs and a table, overlooking the beach. A stunning sunset illuminates the horizon, while the seaside view provides a serene backdrop for the table adorned with floral centerpiece and tableware.

4.88 out of 5 average rating, 249 reviews

Oceanfront Gem VaB Studio Exceptional Views

The outdoor pool area features a well-maintained pool surrounded by lounge chairs. A clear blue sky is noted above, with clouds adding texture. Nearby greenery and structures contribute to the atmosphere, allowing for a relaxing outdoor experience.