
Beach house holiday rentals in Chesapeake
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Top-rated beach house rentals in Chesapeake
Guests agree: these beach houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Chesapeake beach house rentals
Beachfront house rentals

Water Oaks at Chic's Beach
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!

Wander Cape Charles
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!

THE OLD BEACON 1 | Beach Living
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!!

New Beach Home on the Chesapeake Bay
This was an awesome location and the pics doesn't do it justice. Steps to the beach with plenty of food options in the area. The split floors are perfect for family/group trip, especially with children.

5 Bedrooms in Vibe District! Great for Families!
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!!

The Seaglass Cottage
The host was so kind and made sure we had a comfortable stay! The AC ended up not working due to an accidental mishap when she was working on her yard! She was able to get the AC fixed as we arrived to the Air BNB and we had the coolest room ever ( which we love) especially on a hot day! We are thankful for the time she took to get that done ASAP! She also had a wonderful cute cottage with all that you’d need for a short stay! It was equipped with great dishes and all the things you’d need for a perfect stay in a home :) it was extremely clean and decorated nicely for your small family! It also has a beautiful back yard oasis to sit out and relax or go for a swim :) you won’t want to miss this Airbnb!! Located near the beach and a great park and walking paths for you kiddos!! All you need nearby just a short walk away!! It was a great getaway for the weekend with a very kind host who is always there to help if needed :)

Chesapeake Bay Beach house (Chic’s Beach) 1 block!
This place was perfect for the kids and parents and grandparents. We enjoyed our stay here walking distance to the beach was perfection. It was so peaceful, clean and spacious. We enjoyed the downstairs yard & patio area. We didn’t get to use the bbq grill but next time we stay here we will. Beautiful home. Thank you

Waters Edge Retreat!
This was our second time staying here and it was just as great as last year. Leah, our host was very friendly and responsive. She made us feel very welcomed as always. The home is beautiful and they've even made some renovations. The entire family enjoyed indoor and outdoor activities. The kitchen has new appliances which gives the home a modern touch. We felt cozy and right at home our entire stay.
Beach house rentals with a pool

Always About The Beach! New 2br Condo in Corolla
This was a fantastic location with all need amenities. Perfect for my family of 4. Clean, well stocked, easy access to both the beach and a pool. Would stay here again!

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

Coral Cove- Backyard-Hot Tub-Walk to beach-Dogs ok
Super cozy and well laid out little condo in a peaceful community. The hot tub was super nice to have available for our use. Everything was exactly as described and we felt right at home. So appreciated actually crisp cotton sheets instead of the standard microfiber! So much more comfortable in our opinion. The homeowner has provided some of the nicest bath towels we had ever used in an AirBnb as well. I really do notice the little things, and we were not disappointed.

Stunning Views of Back Bay & Seconds to the Beach
Great location and host. The home was the perfect size for my family and friends.

Salida del Sol, North End Beach
The best spot. Super nice amenities and very clean, great location, right across the street from beach access.

Splash of Lime Carova 4x4 Beach Cottage
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.

Coconut Cottage-Sleeps 2,Pool,Beach
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.

Spotless Treehouse | Pool | HotTub | Pickle | Pets
Absolutely great stay !! Everything was exactly as stated, we were even able to check in early. Matt is an outstanding host, and I'm sure would be easy to contact if a problem were to arise, as he answered all the questions I had prior to our arrival in an extremely timely manner. 5 star A + thanks again for a great stay in your truly unique tree house.
Private beach house rentals

The Canary Island … Keep Calm and Fish On
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!

5 BR Walk to Beach! Great for Families!
The only issue was there was no propane for us to use the firepit but we found another way to fix smores.

*Semi-Priv Beach*King Bed* Waterfront*EV Charger
Home is very clean, comfortable & beautifully decorated. Surprisingly it is equipped with extras like paper towels, toilet paper, trash bags, detergent, coffee & water. The Host goes the extra mile they have made this a beautiful home away from home! I highly recommend this property, you won’t regret it.

Cottage 2 Blocks to Virginia Beach Oceanfront -III
The home is cozy, clean, and in a great location. It’s in a quiet neighborhood, and just minutes from the boardwalk and popular VA beach restaurants. Jillian responds quickly and I only wish we could have stayed longer.

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

Modern 4br beach house - Norfolk
Beautiful home close to the beach with walkable restaurants/ coffee shops/ brewery/ farmers market/ Chesapeake bay. We particularly preferred the bay for calmer waters as we have young children. Beautiful spacious home. Huge fenced in yard. Convenient side spigot for rinsing fear post beach. Helpful responsive hosts. Thanks for having us!!

Ocean Bungalo-WiFi, fire pit, beach, pet friendly
Our family of six humans and two dogs really loved our stay! The house was perfect and the backyard space was ideal for our kids and the dogs. The short walk across the street to the beach allowed us to make morning and evening beach trips with the dogs (before 10am and after 6pm in accordance with Norfolk summer beach policies). Lots of friendly dogs and owners on the beach. During the day, there was hardly anyone on the beach and the swimming was wonderful. We will definitely look to book again in the future!

In the Heart of Virginia Beach perfect for groups!
Great for families. Great location. Clean. Spacious. Did not disappoint. I will come back again.
Destinations to explore
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- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- First Landing State Park
- Water Country USA
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Currituck Beach Lighthouse
- Outlook Beach
- Jamestown Settlement
- Haven Beach
- Ocean Breeze Waterpark
- Sarah Constant Beach Park
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Wilkins Beach
- Bonito St. Public Beach Access
- Little Creek Beach
- Kiptopeke Beach
- Golden Horseshoe Golf Club