
Apartment vacation rentals in Chesapeake
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Top-rated apartment rentals in Chesapeake
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Vacation rentals for every style
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Popular amenities for Chesapeake apartment rentals
Weekly apartment rentals

Quaint Apartment By the Sea
Clean, safe, easy to get to. Did the job we needed it to for the weekend.

Three blocks from the Beach 2
Our stay was great! Our son is stationed there and Lynn’s place was so close to him.

North End Beach Cottage Apt - One Block from Beach
Ritamarie’s place was super cute!! I had such a wonderful stay. The place was clean and inviting just like the pictures suggested. The walk to the beach was quick, easy, and BEAUTIFUL. This place was perfect for my first solo trip, as the neighborhood felt safe and I really got to feel like a local! The secluded beach was exactly what I was looking for, far away from the touristy attractions. I would definitely suggest this place for anyone looking for a nice quiet getaway. Definitely would stay again.

Sojourn Guest House: Buckroe Beach Suite B
Was a wonderful stay we enjoyed the privacy and how quiet the area was will definitely be staying again for the next trip and recommending to people

2 Bdrm Condo 1 block from VB Oceanfront
I had a truly outstanding stay! The place was impeccably clean. I seriously would have been comfortable eating off the floors. There were lots of snacks in the kitchen and it had all the utensils I needed when cooking. The sofa and beds were very comfy and I loved all the beach & bathroom towels available. There was a step-stool for my little niece to use in the bathroom and I loved the backout curtains, sleep masks, and ear plugs that were available. I felt right at home! The beach & Boardwalk was a block away, tons of restaurants, convenience parking, and I felt safe and cozy. 10/10 🌞

LiveEOV: Beachcomber Two
We loved the location. Very short walk to the beach, and short drives to restaurants, grocery stores and shops. The bed I slept in was super comfortable and the living room furniture was also comfortable for reading or watching TV. The kitchen was well equipped. The keypad entry was really convenient and easy to operate. We really enjoyed our weekend stay.

Williamsburg 3 Bedroom Suite!
I would recommend this place a million times! It was terrific, and we plan to return soon!

Centrally Located Sleek Studio Apartment
Steff’s place had all the right touches, from the soft comfy bedding to the Nintendo console. It felt like home, cozy and comfortable. The amenities were very thoughtful, especially the bacon & eggs as well as pizzas in the fridge. Definitely recommend and would stay again.
Private apartment rentals

Serene Tree House Retreat | Spacious 1br/1bth Home
Everything was great and just as described in the listing.

PATRIots Place 2 Bedroom
Ahmet was extremely helpful and responsive. We have enjoyed our stay here and believe others would also.

The Rosalie Suite 2, Steps from Norfolks Hospitals
It was perfect for my brief stay and will be ideal for a return trip for a longer stay.

Entire Apartment - No Cleaning Fees!
This was a perfect Airbnb. Everything was just as described. It was impeccable and comfortable. We were there with a toddler and it was great to know things were safe and clean.

Comfy 3 Bedroom Hideaway Minutes From H.U. & Beach
We visited family in the area so finding it wasn’t hard. We had an amazing visit the kids loved the place the neighbors were very friendly. We had a lot of fun and felt right at home Peter was very nice and accommodating with our extended check out which was a big help and also gave us great recommendations on places to visit. We do place to stay again in the future.

English Basement Hide-Away
This Airbnb was the perfect space for a girls trip. We felt very safe and enjoyed the beautiful scenery. We were able to attend a concert right down the road that was in walking distance. Brittany was a wonderful host!

Sandbridge Beach Bay Getaway
We loved our beach getaway because of our accommodation, it was private and peaceful and had everything we needed! Very clean and furniture done in great taste! We spent a whole week and we didn't want to leave. We especially loved the deck with all the beautiful plants and that we could hear the ocean especially at night! A big plus! We are definitely going back! Jules and Scott, the hosts were so welcoming and kind to us and always helpful. The short walk to the beach was beautiful and so easy! What a gem this place is! We highly recommend! Eric & Vivian

Georgie's Brick Air BNB
My children and I really enjoyed your space. We were surprised with all of the accommodations that was included in our stay, and made it easy for my babies to pair up and bond with each other. We were truly comfortable and it felt as if we were in our own home. Coming to the area so we could welcoming in our new addition to our family was worth it.. Thanks again for renting your unit to me I most definitely will be back in about two too four Weeks if you would have me.
Apartment rentals with a hot tub

Patriots Place 2 Bedroom Lockoff
Great place to stay! Would definitely recommend and stay there again. It is located close to shopping and dining as well as Busch Gardens and other attractions.

Sunset Retreat
Great location. Beautiful park next door and beach. We felt safe. Jose Tequila’s has good drinks. Aimee is responsive as a host. The place can get loud at night - we were awakened by people dragging furniture at 3am upstairs and kids yelling in the hallway. The place smelled like smoke that comes in through the pipes under the kitchen sink. Great views and nice kitchen. Well stocked. Aimee left a complimentary bottle of wine.

Bayside condo on the beach in Sandbridge
Eddi was so nice. This place is so much nicer in person. The views from balcony are amazing! My daughter loved watching the sunset from the room. They even had a tray of treats and a handwritten welcome note upon arrival. The beach was nice and private. Loved the place and hosts were amazing would stay again!

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.

Wyndham Patriot's Place 1 Bedroom Condo
Beautiful ground floor condo close to everything in Williamsburg. Condo is nicely equipped for a short to medium stay. Bed is comfortable and shower has great water pressure and amenities. Pool is a short walk away, with pool towels provided. Wyndham did call me and ask me to do a timeshare presentation, but they were cordial and didn’t pushed when I declined. I would absolutely stay here again if I’m in the Williamsburg area.

Delightful *The Historic Powhatan Resort 3B #2
We stayed for a weekend to visit Busch Gardens. Property was great, Bianka was very responsive and the unit we had was extremely spacious and clean. Would definitely stay here again, lots to do at this resort and it felt like a neighborhood rather than resort.

PatRIOTS Place 2 Bedroom
Excellent stay in Williamsburg! The condo was clean and tastefully decorated (we had two units and were pleasantly surprised to find that both had king beds! Perfect as a getaway for two couples.) The community was quiet and the front desk staff were personable and helpful. The condo was less than five minutes drive from the Colonial Williamsburg visitor center and an easy drive to Yorktown. There were lots of things to do and places to eat. We certainly hope to return!
Quick stats about apartment rentals in Chesapeake
Total rentals
150 properties
Nightly prices starting at
ﺩ.ﺇ37 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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- Ocean View Beach
- Sandbridge Beach
- North End Beaches
- Virginia Beach Oceanfront
- Carova Beach
- Chesapeake Beach
- Resort Beach
- Croatan Beach, Virginia
- Corolla Beach
- First Landing Beach
- Busch Gardens Williamsburg
- Bethel Beach
- Buckroe Beach
- Kingsmill Resort
- Currituck Beach Lighthouse
- Virginia Beach National Golf Club
- First Landing State Park
- Buckroe Beach and Park
- Water Country USA
- Golden Horseshoe Golf Club
- Grandview Beach
- Sarah Constant Beach Park
- Grove Beach
- Cape Charles Beachfront