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Beach house vacation rentals in Chesapeake

Find and book unique beach houses on Airbnb

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Popular amenities for Chesapeake beach house rentals

Beach house rentals with a pool

Superhost
Home in Currituck County
5 out of 5 average rating, 4 reviews

Corova Beaches 5BR w/Heated Pool & Hot Tub!

ColinRating, 5 stars4 weeks ago
Our family had a wonderful time and couldn’t have asked for a nicer property. NorthStar was beautifully furnished, clean as a whistle, very well-stocked and is run by a top-notch management company. Grace was proactive and extremely responsive. We will return next summer when the water is warmer. Thanks Grace and all at Oak Realty for a wonderful weekend of memories and allowing us such a nice home to call ours for Memorial Day Weekend 2025!
Superhost
Home in Sandbridge
4.84 out of 5 average rating, 129 reviews

Stunning Views of Back Bay & Seconds to the Beach

GregRating, 5 stars2 weeks ago
Great location and host. The home was the perfect size for my family and friends.
Top guest favorite
Home in Virginia Beach
4.97 out of 5 average rating, 203 reviews

Sunrise, North End Beach

CraigRating, 5 stars4 days ago
Mark is a great host. The house is immaculate. Every little detail is perfect. By far the nicest AirBNB I have ever rented. Mark made sure everything was perfect for our visit with our son in the Navy.
Top guest favorite
Home in Corolla
5 out of 5 average rating, 20 reviews

Splash of Lime Carova 4x4 Beach Cottage

KristenRating, 5 stars1 week ago
What a great place to stay. Splash of lime worked great for our group. The house is set up nicely and has lots of storage available. We were lucky enough to get daily visits from the wild horses throughout the day. Martin is an excellent host and responded very quickly to answer any questions we had.
Top guest favorite
Home in Sandbridge
5 out of 5 average rating, 21 reviews

Coconut Cottage-Sleeps 2,Pool,Beach

LoriRating, 5 stars1 week ago
The Pool House was exactly as described — clean, comfortable, and welcoming! Denise had thoughtful touches like snacks, water, and coffee ready for us when we arrived. Both she and her sweet dog Murphy made us feel right at home. We were also able to check in when we arrived in Sandbridge a little early. The Pool House was ready and waiting. We were in town for a wedding, and when a last-minute issue came up with the newlyweds’ accommodations, Denise was incredibly gracious and allowed us to turn the Pool House over to them. It ended up being the perfect space for the couple to relax for a couple of days before leaving on their honeymoon. The couple and their parents were very grateful for Denise’s kindness and willingness to help. The stress of not having a place to stay on their wedding night melted away. I would absolutely recommend staying here — Denise is a wonderful host, and Murphy is a joy! God bless you, Denise.
Top guest favorite
Home in Corolla
4.96 out of 5 average rating, 267 reviews

Spotless Treehouse | Pool | HotTub | Pickle | Pets

ChristelleRating, 5 stars3 days ago
The “treehouse” was homey and well stocked with anything that you need for an easy beach vacation! Plenty of bikes, beach chairs, coolers, towels, etc. The kitchen was well stocked with everything you need to make family meals. The Hosts were super responsive and flexible. We had a big storm and they had people coming to fix things as soon as we woke up. Didn’t even need to tell them we lost WiFi - the guy was just there to repair it. Can’t say enough how great it was to be able to workout in the gym when it was so hot outside running would have been impossible.
Superhost
Home in Sandbridge
4.85 out of 5 average rating, 48 reviews

Designer 7BR w/ Pool and Hot Tub. Pets welcome!

RobertRating, 5 stars2 weeks ago
This rental property was the ideal spot for our family reunion of 16, ages 8 to 78. This was one of the most well-equipped properties we have stayed at. We have stayed at several rental properties in Sandbridge Beach, VA in previous years, and this is our favorite. The kitchen was well equipped and stocked with essentials (coffee, sugar, creamers, paper towels, toilet paper, regular and beach towels, etc.) The kids loved the game room and outdoor pool. The adults enjoyed the hot tub and ping pong room. Two big dining tables easily accommodated our group size (8 adults at one and 8 kids at the other). The beds and pillows were all comfortable. Amy, the Operations Manager, was most helpful and very responsive to any of our questions. We plan to return to this property sometime in the future. Definitely a 5-star experience for everyone in our family.
Superhost
Home in Corolla
4.84 out of 5 average rating, 101 reviews

Family Fun House! Private Pool & Walk to Beach

CarolynRating, 5 stars1 month ago
Nathanael was an excellent host. The house was exactly what I expected. It was perfect for my family and if we ever visit Corolla Beach again, it is definitely a place I would bring them. The bikes, the pool, the beach accessories, the layout and the pool and hot tub were all exactly what we needed for our week off from New England. Thank you for sharing your wonderful home with my family!

Beachfront house rentals

Guest favorite
Home in Chic's Beach
4.96 out of 5 average rating, 134 reviews

Water Oaks at Chic's Beach

CarolynRating, 5 stars1 week ago
Amazing experience. This was the very best Airbnb I have ever stayed. Felt at home. Absolutely above and beyond my dreams Anything and everything you would need from your home, they have. I didn't need to go out and purchase 1 item. The kitchen was completely stocked with all pots, pans, and more. The kindest host. Thank you for the most amazing and 1st Grandkids vacation. Appreciate the opportunity to enjoy your amazing home. Thanks for the amazing, loving, beautiful memories we made. Namaste Carolyn and Soul Tribe
Guest favorite
Home in Cape Charles
4.97 out of 5 average rating, 116 reviews

Wander Cape Charles

StephenRating, 5 stars2 months ago
second time staying here and it was better than i remembered. the house itself is incredible.. huge kitchen island for entertaining, immaculate bedrooms, and that back window wall is just spectacular. 10/10 vibes, love this place!
Guest favorite
Home in Chic's Beach
4.95 out of 5 average rating, 162 reviews

Steps to Beach at Chics Beach! Sleeps 12 & Garage!

KarenRating, 5 stars3 weeks ago
We had a wonderful time and the accommodations were superb! Our hosts were very responsive and willing to assist at a moments notice. The refrigerator stopped working (not very old) and they sent someone within hours and made sure there was refrigeration until the refrigerator could be replaced! I wouldn’t hesitate to stay here in the future. It was a wonderful experience!
Superhost
Home in Virginia Beach
4.79 out of 5 average rating, 111 reviews

Beach Cottage #1 on 19th - 3 Blocks from Beach

JonRating, 5 stars2 months ago
Great neighborhood with lots of options within walking distance. Support local businesses for breakfast and dinner…Convenient to the beach and boardwalk. Great hospitality!
Guest favorite
Home in Norfolk
4.95 out of 5 average rating, 43 reviews

Family Getaway | 1 Block from Beach | Game Room

KellyRating, 5 stars1 week ago
We had a wonderful stay this past weekend at Brian’s place. We were in town for a wedding and enjoyed some down time at the house playing air hockey, having a meal together at the large dining table and walking our dogs on the beach (a very short walk away). The dogs each had their own dog bed and the fenced in yard was a plus! Check in/out was seamless and Brian was very responsive with recommendations and answering any questions that we had. The house was very clean and comfortable and provided the perfect space for our family to make new memories.
Guest favorite
Home in East Ocean View
4.92 out of 5 average rating, 361 reviews

New Beach Home on the Chesapeake Bay

KatherynRating, 5 stars1 day ago
Great location! The house was clean and very comfortable. Very relaxing for a beach weekend.
Guest favorite
Home in Virginia Beach
4.93 out of 5 average rating, 115 reviews

5 Bedrooms in Vibe District! Great for Families!

DesireeRating, 5 stars1 week ago
Clean, Cozy and Chic! The place had everything you can think of… tons of beach chairs, beach toys/boards, beach umbrella and wagon. Very spacious indoor and outdoors. Up to date kitchen and bathrooms. Tons of towels (bath and beach). Highly recommend!!
Superhost
Home in Virginia Beach
4.87 out of 5 average rating, 105 reviews

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

HaroldRating, 5 stars2 weeks 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!

Private beach house rentals

Top guest favorite
Home in Buckroe Beach
5 out of 5 average rating, 64 reviews

The Canary Island … Keep Calm and Fish On

MichaelRating, 5 stars1 week ago
The property is spectacular. Everything about the accommodations was excellent. Not one complaint. Just praise. The host was very friendly and helpful. So were the neighbors!
Superhost
Home in Norfolk
4.84 out of 5 average rating, 99 reviews

The Chesapeake St Retreat - Pet and Kid Friendly

PaulRating, 5 stars1 week ago
The house was clean and felt like home. The hostess was great to deal with and very responsive. We had an excellent experience staying hear.
Superhost
Home in Norfolk
4.86 out of 5 average rating, 77 reviews

Grace's Getaway Bright & Modern Home mins to beach

LaurenRating, 5 stars1 week ago
House is just what we wanted and our group of 3 adults had a great time. The kitchen appears to be recently updated and is in very nice shape. We were out all day, but when we returned at night, the TVs were well setup for easy use, the beds were comfortable and we slept well. There’s a nice backyard area where I had coffee in the morning since the weather was nice. As we drove in, I realized the house backs up closer to a highway than I expected, which concerned me. But there is a tall sound barrier and I didn’t hear the traffic at all. It was quiet and pleasant. If I am ever in Norfolk again, I will be happy stay here again.
Guest favorite
Home in Virginia Beach
4.81 out of 5 average rating, 147 reviews

The Tree House at Old Beach

SylviaRating, 5 stars1 week ago
This place was perfect and became available at the right time. I had been looking for weeks for a beach location and just when I lost hope, this place showed up. We were beyond pleased to stay at Thomas Tree House. I would certainly return and share with others. Definitely would return!
Guest favorite
Home in Norfolk
4.99 out of 5 average rating, 93 reviews

Newport Nook: 5/2.5 Home in Norfolk - Sleeps 10!

KathyRating, 5 stars2 weeks ago
This home stands out among the many air B&B’s I have stayed it. Emily and Abel provided many extras such as cold water and snacks when we arrived, beach towels for our use, dog food bowls for our dog, soft beds with plush throws to use at our leisure. The neighborhood is walkable filled with southern charm. Our family used this home as a gathering place for my son’s wedding. It exceeded my expectations.
Top guest favorite
Home in Virginia Beach
5 out of 5 average rating, 64 reviews

Seize the Bay

EricRating, 5 stars1 week ago
In town to coach a softball tournament, walked to a great local restaurant (Hot Tuna) on the first night and heard a great band. Drove about 10 minutes to Chick’s Beach on night 2 to another great restaurant
Guest favorite
Home in East Ocean View
5 out of 5 average rating, 31 reviews

Family Friendly Oasis-3 BR, + Short Walk to Beach!

KimRating, 5 stars5 days ago
This was a very spacious home very close to the beach. Our schedule changed and we arrived a day early and Tyler was gracious by letting us check in much earlier than expected. We will definitely book here again!
Top guest favorite
Home in Portsmouth
5 out of 5 average rating, 31 reviews

Riverfront Home w/ Vintage Vibes

MoniqueRating, 5 stars1 week ago
Sarah’s Portsmouth home exceeded our expectations. Coming from Phoenix, we were looking for a peaceful, welcoming place to unwind with family and this home delivered. It was clean, cozy, and full of charm. Mornings were especially memorable with coffee on the deck while birdwatching and enjoying the quiet surroundings. We didn’t feel the need to plan activities — simply being together in such a relaxing space was more than enough. It felt like a true retreat. Thank you, Sarah, for sharing your beautiful home!

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