
Apartment holiday rentals in Chesapeake Beach
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Top-rated apartment rentals in Chesapeake Beach
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Popular amenities for Chesapeake Beach apartment rentals
Weekly apartment rentals

Timeless Norfolk Escape
Ventura’s place was great, very clean and tidy. Very quiet with a good vibe. Enjoyed being able to walk to several restaurants in the area.

2 Bdrm Condo 1 block from VB Oceanfront
We were very happy with the cleanliness of the space, the amenities, and the location! It is a great location for those who want to enjoy the ocean front while having more space for your family. The laundromat is convenient and you now can pay using your phone by scanning QR code. Shawna is helpful and responds quickly to any questions. Overall a great experience!

Sandbridge Beach Bay Getaway
We loved our stay at Jule’s place. She was incredibly helpful with local recommendations and perfect communication. Her spot was well located for our visit to False Cape State Park. Would absolutely stay here again!

Beach Luxury Oceanfront
We have visited Virginia Beach numerous times in the last 20 years. This was, by far, the most pleasant visit we ever had. Magued was an exceptional host, responding quickly to any questions. The unit was immaculately clean and well furnished. Sitting on the balcony, listening to the ocean's roar, and watching the dolphins' daily migration was the best part! We would definately stay again.

Old world charm
Great house and even greater hosts. Todd and Jerry were extremely welcoming. Their home is lovely.

Cape Henry Full Suite Inn at Old Beach
Great spot and amazing location. Super responsive host but still very private location for the set up. The porch sitting paid for itself ! Would definitely not hesitate to stay here again.

A Wave From It All
Cindy's place is very comfortable, clean and includes whatever you may need (besides the groceries). Cindy and Katie responded very quickly whenever we reached out to them. It is a very busy part of Atlantic Ave, and the street noise is very loud on the weekends, with the weekdays being a bit quieter. There are 2 bars kitty-corner across Atlantic Ave were most of the noise was coming from until about 1-2am. If you are a night owl, this should not bother you. We felt very safe and secure within the condo building and in the condo. The view is spectacular and being directly on the beach cannot be beat. When we visited in early May, getting in and out of the parking area was not an issue, but it probably could be during summer. I would recommend this condo to anyone who likes being where it is busy, doesn't need absolute quiet and enjoys the beach.

New 4BR Condo Unit – Pet Friendly!
This house is AMAZING and the Host Sumesh was OUTSTANDING! From start to finish every request was meet and Sumesh EXCEEDED our expectations. My home was being temporarily renovated, so this was our home away from home. Sumesh thought of EVERYTHING when it came to all the essentials that you would need in a home. Whatever I forgot to pack, it was already in the house! There was nothing that we needed that wasn’t already provided. The location is great, just a couple blocks away from the beach and all of the Oceanfront activities. The only issue was the elevator because it was a little tricky to figure out but even with that Sumesh helped us and once we figured it out, it was so convenient to use. If you have a little one like we did, the house has children utensils and some kid essentials. Overall I give this place 5 Stars for meeting and exceeding all of our expectations! Kiddos to Sumesh for being one of the BEST HOST that we have ever had!
Private apartment rentals

Better at the Bay
We loved our stay at Karen’s place. The apartment is very comfortable, and the views are spectacular. I wish we had more time to enjoy the offerings. We hope to come back again!

Poseidon - 120 Year Old Beach Cottage with Sauna
Location, location, location! Being right on the beach and having such a beautifully cultivated outdoor space was so nice! Really enjoyed amenities like the outdoor shower, beach chairs, and the hot tub.

Oceanfront 2 bedroom condo
Enjoyed our stay and Sally was very helpful with check in and responsive with responding to questions.

Shipside Suite~Modern~ Fast WI-FI~Cozy
We had a nice stay. The property is in a quiet location. Amenities were as described and check in was convenient. Beds were comfortable and we slept very well.

Nicely finished Apt on Buckroe Beach
Great stay. Appreciate having the Keurig for coffee. Could use replacement cooking utensils as some were a bit worn and melted. Place has just enough for a short stay. Towels and linens were clean. Distance to the beach was a plus, only a two minute drive.

Spacious Recently Renovated Apartment
Perfect for the two of us, very homey and comfortable. Nice walking area, close to restaurants. Easy to get to other locations in short time. Spent a wonderful few days with our daughter in Chesapeake and everything was close. We would definitely stay here again.

Luxury By the Bay!
great location just a few minutes to the beach. the unit itself was remodeled nicely and host was very friendly

Private studio
My bf and I stayed here for our anniversary and we loved it everything was just a 10/10 very private very beautiful we are definitely booking again within the next few weeks
Apartment rentals with a hot tub

*No Resort Fees Powhatan 4 bdrm
Everything was as described. We are fully satisfied and would love to come back in the future.

Kingsgate 1 BedrooM
Our children decided they wanted to stay there forever. The pool and all the games were 100% percent worth it! It was our first visit to the area and it was amazing! They do want visitors to sign up for a presentation. But they give you things for attending. If you don’t want to attend you can say no. It’s a great family friendly but quiet and clean place to stay!

Governor’s Green 1BR Dlx Condo w/ Full Kitchen
It is located in a resort with lots of services & activities & staff to assist. They gave advice on sites to see & how to best get to them. And restaurants and shopping. I used it as a base for sightseeing by car & it is located at the edge of town with good access to roads. The unit was super clean & fully featured including an easy to use washer/dryer and a fully equipped kitchen. And very spacious. It is on the 2nd floor with elevator giving more privacy. Lots of parking.

Williamsburg 4 Bedroom Suite!
Perfect! Exactly what we needed for a quick and easy golf trip. Very communicative and helpful instructions. Thank you!

3BR | Arcade | Pool | King's Gate
Our stay at the Wyndham resort in Williamsburg was wonderful! We had adjoining one and two bedroom condos which suited our group perfectly. The rooms were spotlessly clean and well stocked, and the resort activities exceeded our expectations with a wide variety of equipment available to borrow. We spent one day at Busch Gardens, one day at the resort, and one day at Water Country which made for a perfect balance of activity and relaxation! Dylan was friendly, helpful, and always responded to any questions and inquiries. Highly recommend and hope to return in the future!

Cozy studio suite near Williamsburg historic area.
This unit is perfect for a quiet little getaway. Perfect size for a couple who likes the peace and quiet and just needs some time alone. The staff at the registration office is polite and friendly. There were a lot of people using the pool. The fire pit near the office is a nice addition to the stay. The location is convenient to everything you need. This is a wonderful place to go to enjoy some one on one time with someone special. Elizabeth is always there for you if needed and reaches out to you to make sure your stay is above and beyond what you expect.

KingsGATE Resort 1 Bedroom
Had a great time in Williamsburg, VA. Staying at Michael’s place made it an easy place to rest and recharge in between activities. Having multiple pool options was delightful, we swam and soaked almost every night we were there. Sitting on the private back porch in the mornings with my coffee under the crepe Myrtle was idyllic. The entire place was super clean, inside and outside. And most importantly, the beds were high quality and comfortable!

Williamsburg King's Creek Plantation 1BR, 1BA Unit
We used this space while our home was being worked on, do it was more of a “staycation” and did not use all of the amenities. The space was clean and newly renovated, so we were pleased with how nice things were. I highly recommend it for people visiting the Williamsburg area. Great location to Busch Gardens, W&M, etc. The only negative is that it is a time share, and they don’t take no for an answer.
Destinations to explore
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- Chesapeake Bay
- 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