
House vacation rentals in Chesapeake
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Top-rated house rentals in Chesapeake
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Popular amenities for Chesapeake house rentals
House rentals with a hot tub

*May specials LUX, Firepit pool/hot tub,ocean view
fantastic hosts! the house was absolutely amazing! made us all feel at home. the amenities were fabulous. wish I could rate a 10 because it is worth every star! perfect fit for our large family. the memories we made will never be forgotten. thank you to our host, who made everything so easy. defiantly will reserve this gorgeous house in the future.

Wooded Wonderland Miniature Golf Hot tub Pool
We travelled with kids, the backyard was like a paradise for them. This house was convenient to activities and shopping around Norfolk and was an awesome place to return to at the end of a full day of exploring.

1-Bedroom Home Near Christopher Newport University
We were in town to visit family nearby and the location was perfect. We did not spend much time at the house but in the evening had a chance to try out the hot tub, which was wonderful, and everything was clean. If you hear music out of nowhere, there is a clock that chimes a song- it is not the ice cream man or Alexa going rogue lol. Adam was helpful ahead of the trip and responsive. He left very thorough instructions and recommendations for us. There were lots of pillows for the bed and we found the mattress comfortable (I was nervous from a few reviews about it being too firm). Frankie was often hanging near the entrances and front bushes, so just be mindful when opening the doors that she may want to sneak in. Overall, great stay!

Lazy Palm Carova 4x4 Beach
The horses stopped by several times a day. It was magical. Just a short drive to the ocean where we conveniently parked our car on the beach. We had plenty of room on the beach. People were not on top of each other. It was a wonderful vacation! The house was spacious and nicely decorated. the kitchen was well stocked.

Baybreeze @ Buckroe -hot tub, sauna, game rm. 5bd
Rachel’s place was one of the reasons why our spring break was so amazing this year. As soon as you enter the house you notice the cozy beach vibe theme. The house is nicely organized and put together. The game room was a fun addition as well. The backyard is well kept with the beautiful green grass cut and edged. The gazebo area has a fire pit and hot tub. Let me tell you… such an amazing vibe in the back yard. We had so much fun listening to music and making smores all night! They thought of everything here! There’s an actual sauna in the master bedroom. I was bummed because we forgot our wireless speaker at home, but guess what… they have one available for you to use and fully charged! Let’s talk about the furniture. They actually put money into the furniture here. The couch was huge and cozy. The beds were not stiff at all. In fact my kids bragged about how comfortable their bed was and how they couldn’t wait to hit the hay that night! This place is worth every penny.

Exclusive Beachfront Home w/ 180° Views & Hot Tub!
Kiána was super responsive and very kind! So thankful she helped us out last minute too! Anything we needed she was there to help! Hail to the redskins!!

Splash of Lime Carova 4x4 Beach Cottage
Martin’s home is absolutely beautiful! His place is very clean with a large, fully equipped kitchen. We saw horses everyday! This was our first time visiting the area. He was very quick answering our many questions. It was private, peaceful and just what we needed- a true get away!! Perfect 😎

Island Lotus Yoga & Spa
Stop searching for a place and book this one. Right now. If you're looking for a tranquil oasis to get away from it all, this is the property for you. The house itself was relaxing and spectacular. I never wanted to leave the sunroom! Yoga with Mari was so much fun and we even got to visit baby goats on the farm with Kristen. The only warning I have is- be prepared to never want to leave. I'm already excited to return! There were fresh eggs left for us, as well as freshly baked blueberry bread. The soap from the goat farm was divine! Be sure to spend plenty of time in the hot tub and get out and look at all of the stars. Nature is truly beautiful in this place. If I could give it ten stars, I would. Thank you, Quang and Mari for such an incredible stay!
House rentals with a pool

Pool Opens May 2nd at The Golden Hour
We really enjoyed staying at the golden hour! The hosts were very responsive and helpful! They had sound machines in every bedroom which if you have kids is a big deal. The toys and kids activities there were a big hit! The pools are pristine and the whole outdoor area is very nice! Very short walk to beach which was also convenient! They literally thought of everything, if you forgot something chances are they had it! Definitely recommend staying here if you have children and want a nice low key place to stay!

THE OLD BEACON 1 | Beach Living
Great place located walkable to the Boardwalk and the entire Beach. We loved have the grocery store a block away and walking everyday on the Boardwalk.

Paint The Beach Pink! Full House | Private Pool
This is our second stay at Bradley’s. It feels like our home away from home. Bradley is a great host and his place is lovely, comfortable, and a great location. We will definitely be back!

Country Comfort Close to the Beaches
A Very Pleasant Place to stay. Secluded with a Nice Pond and Saltwater Pool. Very Pleasant Hosts Mike and Courtney! Nice and clean Inside. Great communications with Alice Also! We hope to visit again! Highly Recommended! Great place to stay! We came to Visit Nas Oceana for Annual Airshow! Not far away! Hope to return Next year!

Gorgeous Vacation House
What a fantastic place! LARGE and clean house, best bang for your buck, and 5 min walk to the beach. Couldn't ask for a better place to stay around the area. my wife and my dog also loved the home. 11/10, would absolutely come back for another stay.

Stunning Views of Back Bay & Seconds to the Beach
What a beautiful and serene space for a women’s retreat! It is very obvious that the home is very well loved as well as very special. We all discussed coming back again because we enjoyed the space, the comfort and the scenery very much. We thoroughly enjoyed the great blue heron right outside the window each day as well as breathtaking sunsets. It was hard to get back to the grind after such a beautiful sanctuary weekend away.

Sandbridge- Great Escape Saltwater Pool &Boat Ramp
We enjoyed our stay at The Great Escape! Most of our time was spent in the private pool and fishing from the yard into the canal. The walk to the beach was quick and easy. We loved how quiet and safe the neighborhood was. The house had all the amenities we needed- it felt like a home away from home. Kim was a great host supplying us with lots of recommendations and was quick to resolve any problems. We hope to visit again in the future!

Coconut Cottage-Sleeps 2,Pool,Beach
Denise and her dog Murphy were incredible host. The air bnb was comfortable and relaxing, Denise really goes out of her way to make you feel comfortable. Provides coffee, water, and light breakfast options. Really was a relaxing stay and there was nothing better then waking up and getting into the pool. 100% recommend
Weekly house rentals

Water Oaks at Chic's Beach
I could not recommend this place and these hosts enough! The place was warm and welcoming and I absolutely love the location. A very peaceful neighborhood with easy bay access. The hosts were amazing and responsive. The house had some maintenance problems but at no fault of theirs…just typical house problems and they handled everything extremely well and we were not inconvenienced at all! Also our dog loved the place and they were stocked will all the dog necessities which was very helpful!

@Whit’s End? Come in and Relax
Travelling with our dog, the fenced yard and pet amenities were definitely appreciated! The space was clean and comfortable, and very much met all of our travel needs. Thanks!

Breathtaking Ocean views at Pinch Me, 8bdrm, 6bath
Beautiful home in a wonderful location. Tanya was very friendly and communicative throughout the process.

Wil-O-Bay Getaway
Highly Recommend! My first time in Norfolk and I almost don’t want others to know about this place because it will be booked whenever I want to return. Peacefully neighbor and safe for women solo-traveler. The backyard is a dream and everything works great inside the home.

Family Retreat | Crib | Minutes to Beach & Town
Very communicative host! The house was in a great location and central to everything we had planned for the weekend. Would book her again.

Family Holiday House. Events and Beaches Nearby
Perfect for a sibling gathering and hosting our deceased parent’s cousins. Handicap accessible was an added plus as we are not as young as we used to be! Kitchen was well stocked for cooking a full meal to share.

Family, Friends, and Fun 3 Bdrm Beach Bungalow
Accommodations were totally as described, and as they looked in the pictures! Hosts were extremely kind and responsive and accommodating with a flexible checkout time. Would absolutely stay here again!

Relax! Refreshing 3 bedroom Rancher
Our stay was very nice. The home is in a quiet neighborhood and the house smelled amazing when we walked through the door. The keyless lock was very convenient, considering we arrived in the middle of the night. It had everything we needed for our stay. Thank you!
Quick stats about house rentals in Chesapeake
Total rentals
560 properties
Total number of reviews
13K reviews
Family-friendly rentals
280 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
310 properties have a dedicated workspace
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