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

Home away from home
We had an overall great stay at Sam’s place! My group and I were only in town for one night for a concert and this place accommodated us very well. It was exactly as described and everything was clean. It may seem small but it holds 6 people very comfortably! It was easy to find and easy to check-in. Thank you for hosting us and accommodating and early check-in!

North End Beach Cottage Apt - One Block from Beach
Our stay here was fantastic! Very close to the beach which you can walk to, and only a short drive away from the waterfront that has great restaurants and lots to do! The place itself was clean, quiet and the perfect size for 2 people. If you’re looking for something with great amenities for the size, and in a great location this is it!

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!

LiveEOV: Beachcomber Two
The place was great it had everything that we needed it was walking distance to the beach

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!

Oceanfront Views! 2 BR, 2 BATH!
Our stay was amazing!. Sierra's place was impeccable. The place was spotless, just as advertise in the pictures. I'll be booking again soon.

Vibe District, Baltic Avenue
Then entire townhome was super clean, very well decorated and thoughtfully organized. Enjoyed the Keurig coffee with creamers and kids loved the complimentary snacks and juices! Beach towels, chairs, toys everything were provided! We were able to walk to the beach in 7-8 mins and enjoyed dining at some wonderful restaurants in the area! We had a great trip overall and enjoyed our stay!

2 Bedroom w/ King Beds walk to beach - top floor 7
We absolutely loved our stay! We we're here for almost a month. I brought quite a few things I thought we would need, but in reality, we didn't need much of anything! They thought of pretty much everything. The only thing I wish I would've brought for this longer stay was my personal blender because I use it daily. Being steps away from the beach was an added bonus, too! The apartment looks exactly like the pictures! I felt safe here and our vehicles were safe as well. The cameras on the property made me feel safe, too. Pip is an amazing host! Very responsive and incredibly helpful. I would stay here again in heartbeat!
Private apartment rentals

Comfy 1BR w pond view Kingsmill
Great place to stay away from lots of people. Super quiet and neat.

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.

Renovated Modern Condo in front of the Sand
Christine was an amazing host. She almost immediately responded to any and all questions I had. House was very clean and quiet. Would stay again if ever in the area!

Marina View - One Bedroom Condo
Good location, good amenities, and helpful staff

Porch Fun and Sun*Block off the Beach*2bdrm/1ba
I can't say enough about this home and host. Location is perfect; very short walk to the beach, restaurants, convenient stores, shops, etc!!!! Our family of five fit very comfortably with room for one more. Robin was tremendously easy to communicate with and accomodating. We had to leave a day early and she kindly refunded one day for us without me even asking her to do so!!! We visit Virginia Beach every year and will never stay at another property!!!!

The Lounge
Nice area just like photos and peaceful

Amazing Downtown Spacious Apt.
This place was beautiful and cute I feel like they should show the actual pictures instead of using Ai because it’s very beautiful inside and outside. Peaceful environment and friendly atmosphere. It’s also very quiet for the most part. I loved the gym that was there as well! My only thing is I wish the washing machine and dryer worked as we went to the beach and had to wash and dry some clothes other then that it’s absolutely gorgeous and perfect for family and friends.

Luxury By the Bay!
Patricia was a warm and thoughtful host. She communicated clearly, gave great local tips, and even provided charcoal for the grill. Her kindness made our stay in Norfolk especially enjoyable.
Apartment rentals with a hot tub

Kingsgate 1 BedrooM
Enjoyed my stay and will definitely stay again!! Beautiful and comfortable interior with so many option for things to do on site. Great area of town.

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!

Sunset Retreat
It's exactly what you are looking for. Quiet, private, and surprisingly spacious. Aimee is a great host she is very up front about everything gives great details on check-in and locating everything. once we walked into the condo it was the little things setup that made the stay very easy to get settled, she is a very thoughtful and you can tell that she cares about her condo and your stay. I highly recommend staying here.

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.

Bayside condo on the beach in Sandbridge
We absolutely loved our stay . The Condo was beautiful and Eddi was kind she allowed me and my sister to check in early. The beach at Sandbridge is lovely we had a nice time .

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.

Governor’s Green 1BR Deluxe w/Jetted Tub
We absolutely enjoyed our stay. The accommodations greatly exceeded our expectations. The unit was very clean and cozy. The check-in office staff was knowledgeable, friendly, and highly responsive to our needs. Overall, we were very satisfied with the vacation resort property and we highly recommend staying here.

Barclay Towers Ocean Front 2, Virginia Beach
It is a beautiful place, close to everything, the only dislike is we saw roaches on our last 2 days of our stay. Than we notice the roach traps.
Quick stats about apartment rentals in Chesapeake
Total rentals
150 properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
5.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
30 properties have a pool
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- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Bethel Beach
- Water Country USA
- First Landing State Park
- Kingsmill Resort
- Buckroe Beach and Park
- Grandview Beach
- Currituck Beach Lighthouse
- Jamestown Settlement
- Sarah Constant Beach Park
- Haven Beach
- Virginia Beach National Golf Club
- Ocean Breeze Waterpark
- Norfolk Botanical Garden
- Wilkins Beach
- Bonito St. Public Beach Access
- Little Creek Beach
- Outlook Beach
- Kiptopeke Beach