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Beachfront vacation rentals in Chesapeake

Find and book unique beachfront homes on Airbnb

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Popular amenities for Chesapeake beachfront rentals

Beachfront home rentals with a pool

Guest favorite
An indoor pool is framed by large windows, allowing natural light to fill the space. Colorful lounge chairs are arranged around the pool area, complemented by green walls and vibrant decor. The water appears clear and inviting, with a calm atmosphere evident within the room.
Condo in Virginia Beach
4.84 out of 5 average rating, 284 reviews

Beautiful Beachfront Condo

JasonRating, 5 stars6 days ago
My family and I had a great stay at Pam's condo. Condo had plenty of room for our family of 5 and had great views of the ocean from all rooms. The condo was very close to my favorite 2 VB restaurants (Waterman's and Chix on the Beach), which made it nice. I would recommend the trolley to go to the north side of VB as it's about a 2 mile walk from the condo. Great place though and highly recommend Pam's condo.
Top guest favorite
A private saltwater pool is depicted, surrounded by a spacious patio area. The pool's clear blue water is inviting, with a ladder providing easy access. Lush greenery and a white fence frame the background, enhancing the serene ambiance near the Chesapeake Bay.
Cottage in Norfolk
4.97 out of 5 average rating, 249 reviews

Villa Positano

RhondaRating, 5 stars2 days ago
We had an amazing time. The house was perfect for us. We really enjoyed the pool and short walk to the beach. We could hear the ocean from the master suite. The upstairs deck had view of the water. Everything about our stay was perfect. The area was nice and was quiet and peaceful. We will definitely go back and stay longer next year. Thank you!!!
Superhost
A serene outdoor area features a sparkling blue pool surrounded by a sunlit patio. Comfortable seating arrangements are positioned beneath a white pergola, enhancing the inviting space. The building's light-colored siding and a mural in the background create a relaxed atmosphere of leisure and comfort.
Home in Virginia Beach
4.84 out of 5 average rating, 128 reviews

THE OLD BEACON 1 | Beach Living

HollyRating, 5 stars3 weeks ago
Beautiful home within walking distance to everything you need, especially the beach and restaurants. Clean home with cozy feel. My son never wanted to leave the beautiful pool at the property. Would recommended to families!!
Top guest favorite
A tranquil waterfront view captures a stunning sunset, where warm hues blend over the calm water. Two Adirondack chairs sit beside a small fire pit, inviting relaxation. Lush greenery and vibrant flowers are visible along the deck's railing, enhancing the serene atmosphere.
Bungalow in Sandbridge
5 out of 5 average rating, 23 reviews

Beach & Bay Stay at Sandbridge Beach this summer!

TerriRating, 5 stars1 week ago
The host was so informative and friendly. She gave us great tips on local restaurants and resources! She encouraged us to ask questions which was very kind as it was our first trip to Sandbridge. The unit was super clean and well-stocked ! Great windows made it a very light and bright vacation. Excellent bed/mattress and kitchen/living room furnishings. The deck/covered porch was great as well to watch sunsets. We will come back.
Top guest favorite
Cottage in Sandbridge
5 out of 5 average rating, 100 reviews

Sanctuary on Sandpiper - Bayfront in Sandbridge

ChristineRating, 5 stars3 weeks ago
What a beautiful place to stay. The house is lovely, the back yard was packed full of entertainment: salt water pool, fire pit, corn hole, fishing in the canal and if that isn’t enough it’s a short walk to the beach. The sunrises on the beach and sunsets on the canal were spectacular. We were a family of 8 and there was plenty of room. Christina was very responsive when we reached out and she put together an amazing house manual that included everything you needed to know from A-Z. Couldn’t be happier!!!
Superhost
A spacious pool area is surrounded by a vibrant blue building, with sun loungers arranged around a shimmering pool. Wooden tables and chairs provide seating options for guests, while well-maintained landscaping enhances the inviting atmosphere of the outdoor space.
Condo in Sandbridge
4.92 out of 5 average rating, 131 reviews

Ocean & Bay Views - Local Family Owned & Operated

MarieRating, 5 stars5 days ago
We had a lovely stay at Crystal’s while in town for a graduation. Crystal was proactive with directions, recommendations, and instructions, and she responded quickly to questions. The place was nicely decorated, and well-stocked with kitchen gadgets, beach chairs, games, and other necessities. This is a nice place for a getaway.
Guest favorite
A swimming pool is surrounded by a wooden fence, featuring two yellow umbrellas over lounge chairs. Sunlight reflects off the clear water, and nearby buildings are visible in the background against a clear blue sky.
Condo in Virginia Beach
4.86 out of 5 average rating, 137 reviews

Oceanfront, beach, boardwalk, fun, dolphin, sunris

AnitaRating, 5 stars1 month ago
We enjoyed staying at Kelly's place in VB. Its an ideal location for anyone who wants to stay right at the boardwalk. We witnessed amazing sunrises and moonrises. The ocean was right in front of us and from the 6th floor, the view was expansive. A lot of restaurants were also nearby. Kelly was always very communicative, polite and professional. The apartment was clean with the kitchen well stocked with utensils The bedrooms were of a pretty large size. And parking was on the premises. Overall, it was a wonderful experience and holiday for us. We strongly recommend Kelly's place.
Guest favorite
A well-appointed backyard patio features a dining table accompanied by several chairs. A swimming pool is situated nearby, surrounded by a wooden fence and trees. Sunlight illuminates the area, creating a bright and inviting outdoor space.
Home in Norfolk
4.95 out of 5 average rating, 104 reviews

Gorgeous Vacation House

AlexisRating, 5 stars6 days ago
The house was super clean when we got there, the temperature of the house was great the entire stay. The pool was certainly clean, but since we went early, June the water was a little bit cold, but it felt really nice and refreshing honestly. There were three beach chairs and a wagon there that were helpful for traveling to the beach. There were available cups plate, utensils, and all the necessities that you would need, they even had shampoo and conditioner bottles there for us. We weren’t aware that there was a code to get into the house so instructions for check-in were a little bit unclear, but all I had to do is message and they responded. Overall, I would recommend staying here because even though the area surrounding isn’t the nicest, I felt safe the entire time at that house!

Beachfront home rentals with a hot tub

Guest favorite
A modern living area features a comfortable sofa adorned with decorative pillows and a cozy throw. A large dining table with natural wood tones is visible in the background, contrasting against a blue accent wall decorated with serene artwork. Ample lighting brightens the space.
Home in Norfolk
5 out of 5 average rating, 63 reviews

Stylish Beach House, Hot Tub, Pet Friendly

AdamRating, 5 stars2 weeks ago
We traveled to Norfolk with our 2 young children and dog, the house couldn't have been better. Everything we needed was provided, including high chair and pack-n-play. We loved being able to travel to the zoo, aquarium, carousel, and great nearby library while we dealt with the rain and unfortunate beach closure. However, we were able to use the convenient beach access provided by the hosts and it was a great alternative. Great communication from the hosts and comfortable stay. Echo what others said about the road noise and construction but we came prepared thanks to the other reviews with blackout curtains and white noise machines.
Guest favorite
Aerial view showcases a spacious home surrounded by lush greenery, with a distant ocean visible in the background. The community features a mix of residential structures and sandy beach areas, highlighting the natural landscape and proximity to the coastline.
Vacation home in Corolla
5 out of 5 average rating, 7 reviews

3 yr old home in Carova Beach! 6 person hot tub

KarineRating, 5 stars10 months ago
Cette maison est magnifique. Très grande et parfaite pour accueillir deux familles et des enfants. Grande cuisine TRÈS équipée. Nous avons manqué de rien, couvertures serviettes etc disponibles. Nous avons eu la chance de voir des chevaux sauvages directement dans la cour arrière. Vraiment agréable de faire la route dans le sable. On doit bien prévoir les repas/épicerie étant donné qu’il y a un bon 40 minutes de route ! L’hôte répond également rapidement. Nous avons adorés et recommandons sans hésiter.
Superhost
An aerial view showcases the Boardwalk Resort & Villas, a tall building with large windows, prominently situated along the Virginia Beach Boardwalk. Lush landscaping with green lawns and palm trees is visible in the foreground, while the beach and cityscape extend beyond.
Condo in Virginia Beach
5 out of 5 average rating, 4 reviews

Boardwalk Resort & Villas - 1BR/1BA - Oceanfront!

AldoRating, 5 stars11 months ago
We stayed a week at Kerri’s place in Virginia. She went above and beyond our expectations, very communicative and organized. She offered a ton of information and insights before and during our stay. Her place offers a delightful and relaxing getaway experience. The resort's picturesque location by the ocean provides stunning views and a serene atmosphere. The rooms are spacious, well-appointed, and comfortable, ensuring a pleasant stay. The resort amenities such as the pool, spa, and on-site restaurants add to the overall wonderful experience. The staff is friendly, accommodating, and dedicated to providing top-notch service to guests. Whether you're looking to relax by the beach or explore the nearby attractions, Boardwalk Resort is a fantastic choice for a vacation in Virginia. I would definitely recommend and revisit Kerri’s place.
Guest favorite
The image showcases a bayfront retreat with a spacious outdoor area featuring a private pool surrounded by lounge chairs. A wooden deck extends into the water, providing access to the private dock. Lush landscaping and trees frame the view, with a two-story house in the background.
Home in Sandbridge
4.93 out of 5 average rating, 14 reviews

New! Boat Dock /Pool /HotTub/ Waterfront/ Beach

Keya Rating, 5 stars3 weeks ago
I had a fantastic experience staying at Sandbridge Stay. The property was exactly as described—clean, cozy, and well-equipped with everything I needed. The location was perfect, close to beach, but still quiet and peaceful for a good night’s rest.
Guest favorite
A spacious hot tub is situated on the deck, overlooking the vast expanse of the water. The tranquil surface ripples under the cloudy sky, creating a serene ambiance. A black lounge chair is positioned nearby, inviting relaxation while enjoying the captivating views.
Home in Buckroe Beach
4.96 out of 5 average rating, 80 reviews

Exclusive Beachfront Home w/ 180° Views & Hot Tub!

KathleenRating, 5 stars2 weeks ago
I could not wait to write a review about our stay. So much so that we are not even home yet. We had a glorious week at Bay Bliss! Bliss is the perfect description. Anywhere in this beautiful home you can hear the waves of the ocean. There was nothing better than listening to that while falling asleep on the comfiest bed in the master bedroom. Hosts were extremely responsive, helpful with local recommendations and extremely friendly. I have stayed at lot of AirBnb’s and hotels. Honestly, I have never felt so at home and I felt that way from the second I walked in the door. We will definitely be back.
Superhost
A newly built coastal home stands elevated on stilts, featuring a spacious lower deck with a pool and hot tub enclosed by a wooden fence. Multiple balconies extend from the upper floors, inviting views of the surrounding natural landscape.
Home in Corolla
4.78 out of 5 average rating, 9 reviews

Milk 'N' Honey at the 4X4 Carova Beach

ElizabethRating, 5 stars8 months ago
Absolutely loved the home and the whole experience! Our only issue was in our arrival and not being aware that high tide would impact when you should attempt getting to the house. More information regarding the tide schedule and if the roads within the houses are accessible would be very helpful. Recommendation to stop at the grocery store before you each the beach access road and what types of things are not supplied at the house would be good, too. Overall we were so very pleased with our stay and Misty was great when we needed her. I would absolutely recommend this house to my friends and family and would love to visit again!
Top guest favorite
A vibrant display of lemon and floral motifs surrounds the name 'Sale di Mare', set against a background of intricate blue and white tile patterns. The design reflects a Mediterranean charm, inviting guests to experience the coastal elegance of the villa.
Villa in Corolla
5 out of 5 average rating, 26 reviews

Newly built Coastal Mediterranean Inspired Villa

LisaRating, 5 stars1 week ago
Matthew & Janet were wonderful and their place is beautiful. We’ve been staying in Corolla for 30 years and their home is one of the best we’ve stayed in. We will definitely be back!
Guest favorite
A view from a balcony showcases the sandy beach and ocean beyond. The horizon meets the water under a clear blue sky, with footsteps visible on the adjacent walkway. A railing provides a seamless transition between indoor and outdoor landscapes.
Apartment in Virginia Beach
4.9 out of 5 average rating, 52 reviews

Barclay Towers Resort Oceanfront Balcony or Patio

TerryRating, 5 stars2 weeks ago
The place is nice outdated furnishings, but well kept otherwise. If you don't like the smell of Marijuana don't go outside on the balcony. The area has more homeless than i expected.

Pet-friendly beachfront home rentals

Guest favorite
An aerial view captures the two-level beach home surrounded by lush greenery, with the Chesapeake Bay visible in the background. Neighboring properties are seen, along with a pier extending into the water, enhancing the coastal setting.
Home in Chic's Beach
4.96 out of 5 average rating, 132 reviews

Water Oaks at Chic's Beach

EmmaRating, 5 stars1 month ago
Tommy and Janet were very responsive! They were extremely friendly and went above and beyond to make our wedding weekend special. The house was a wonderful experience!
Top guest favorite
A workspace with a wooden desk and a comfortable chair is situated by large windows, offering expansive views of the ocean. Natural light streams in, highlighting the tranquility of the beach outside. The windows are framed by light-colored blinds, with a small plant placed on the desk.
Condo in Norfolk
4.99 out of 5 average rating, 91 reviews

Beachfront Getaway, Pet Friendly, Mermaid Suite

SaraRating, 5 stars4 weeks ago
What an amazing stay! I've never been satisfied with an Airbnb, the photos always are so much nicer than the reality - but Big Blue was actually even better than advertised! Merlyn's communication prior to arrival made things very easy. Accessing the unit was simple, and I felt safe with the self-locking doors. The unit was clean and so comfortable, with many personal touches - I instantly felt at home. I was overjoyed when I arrived and toured the unit. Really exceeded my expectations which was such a different feeling than all the other Airbnb I've rented over the years. The beach access was tidy and pretty, the gym and beach gear a nice touch, and the foot wash station was appreciated after my morning walks with the dog. I really can't say enough great things about my stay here. Hosts were friendly and helpful every step of the way. We mostly spent our time traveling around the area from VA Beach to OBX so I can't speak much about Norfolk/Ocean View. I would def rent Big Blue again.
Guest favorite
A black dog sits next to a light wooden cabinet in a living area. The cabinet door is open, revealing a selection of board games. A potted plant adds a touch of greenery, complementing the serene wall art above.
Home in Norfolk
4.95 out of 5 average rating, 41 reviews

Family Getaway | 1 Block from Beach | Game Room

CareyRating, 5 stars3 weeks ago
Brian’s place had everything we needed to make for a relaxing vacation. It was easily walkable to the bay and within 30 mins to all the things we wanted to explore. Loved the layout of the house and the game room ❤️
Superhost
A charming beach house is presented, featuring a simple white exterior and a well-maintained landscape. The entryway is framed by two small trees, with a pathway leading to a front door. A wooden fence encloses the yard, enhancing the inviting and peaceful ambiance.
Home in Virginia Beach
4.87 out of 5 average rating, 103 reviews

The Happy Place-Quiet, North End 1 block to ocean!

HaroldRating, 5 stars6 days ago
Our stay was fantastic! The location couldn't be better, just a stone's throw from the beach. The property itself was clean and well-stocked with everything we needed. Mary was prompt and helpful in addressing the one minor issue that came up. We highly recommend this spot for a worry-free beach getaway!
Superhost
A shaded outdoor dining area features a large umbrella over a wooden table surrounded by six chairs. A grassy space lies nearby, accompanied by a dog in a sitting position, with a fenced backyard and trees providing a natural backdrop.
Home in Norfolk
4.86 out of 5 average rating, 86 reviews

Cheerful 3 BR Bungalow 1 Block to the Bay!

BrittanyRating, 5 stars1 month ago
Nicole was very responsive and i knew i could count on her for any issues. Beach was literally down the street and very quiet/private!
Top guest favorite
The image captures a serene beach scene at sunset, with soft waves lapping at the shore. A figure playfully splashes in the water, while another stands in the distance. The sky displays vibrant shades of orange and pink, reflecting on the water's surface.
Home in East Ocean View
4.98 out of 5 average rating, 54 reviews

The Seaglass Cottage

LandrumRating, 5 stars1 week ago
Nancy was super kind and friendly during our stay! She gave a great seafood restaurant recommendation that was both delicious, affordable, and right down the road. The cottage is quaint and a charming place to stay for a young couple. We had plenty of space, and the cottage was accurately represented by the photos available. We would definitely stay here again if we are in the area!
Guest favorite
A charming blue bungalow with white trim and a welcoming front porch is surrounded by a picket fence. The home features a decorative mailbox at the front and is accentuated by large windows. An American flag decorates the porch, enhancing the coastal ambiance.
Bungalow in East Ocean View
4.99 out of 5 average rating, 77 reviews

BaysideBungalow | 5 Beds, King Suite, Walkable

AnnRating, 5 stars2 weeks ago
Andria was an accommodating host who communicated and assisted to our needs. The home is beautiful and well stocked for a comfortable stay. Great location to restaurants and the beach within walking distance. Our dog loved the fenced in backyard. We cannot wait to book again!
Superhost
A two-story duplex is depicted, featuring a distinctive star accent on the upper level. A path leads towards the entrance, with a lawn and patio area visible. Soft outdoor lighting casts a welcoming glow on the property, emphasizing its inviting facade.
Townhouse in Chic's Beach
4.79 out of 5 average rating, 202 reviews

Chicks Beach Getaway large yard 500 yards to Beach

MargaretRating, 5 stars3 weeks ago
Place was beautiful, roomy, clean, and perfect for our stay!! I want to return to this place and location in the near future!

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