Apartment holiday rentals in Chesapeake Beach

Find and book unique apartments on Airbnb

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Popular amenities for Chesapeake Beach apartment rentals

Weekly apartment rentals

Guest favourite
Flat in Virginia Beach
4.93 out of 5 average rating, 45 reviews

2 Bdrm Condo 1 block from VB Oceanfront

NikkaRating, 5 stars5 days ago
we have stayed in Virginia Beach many times, Shawna's condo is better than any Airbnb we have ever stayed in. Her condo is right up there with the 2 Five Star Timeshares that we previously had in Virginia Beach. All the generous little touches like the pleasant smell when we arrived and the snack basket also with coffee and bottled water. Shawna thinks of total comfort for her guests even providing full size body wash, shampoo and conditioner. Special touch was the nighttime eye shields and ear plugs. Thank you Shawna. Her maintenance lady was quick in responding to an issue with the dishwasher, it just needed to be adjusted because maybe the last guest pushed it back to far and it wouldn't close properly and I didn't want to try to adjust it. But it was taken care of within a few minutes. We were there to attend our grandson's Graduation from High school in Chesapeake and I'm so glad we decided on Shawna's place. I would definitely stay there again, highly recommended.
Superhost
Flat in Hampton
4.89 out of 5 average rating, 76 reviews

Comfy 3 Bedroom Hideaway Minutes From H.U. & Beach

ElaineRating, 5 stars1 week ago
This was perfect for our family get away! We had my husband and I our 2 children ages 12 and 1 year and my mother in law. They had even set up a baby bed for my little which I thought was very sweet. We had plenty of space for the 5 of us and wasn't far from things it was very easy to get around once we figured it out. This home was clean and nice, the neighbors were great and nice I only wish we could have told them bye but we didn't see them before we left. Peter as a host was amazing any time I messaged he got back with within great time! Very nice as well! When we come back this will definitely be our go to place!
Guest favourite
Flat in Portsmouth
4.98 out of 5 average rating, 42 reviews

Stylish Two Bdrm, 1 1/2 bth, King Bed Townhouse

TamRating, 5 stars3 weeks ago
Perfect for what we needed. Cute and Cozy. Monica was super responsive even in late night hours as we had a late checkin. Definitely recommend for future stays.
Guest favourite
Flat in Virginia Beach
4.95 out of 5 average rating, 86 reviews

Fully Renovated Beach Loft Block Off OceanFront

KatelynRating, 5 stars1 month ago
We loved our stay, it’s easy walking distance to the beach and other attractions, 5 min drive to the aquarium. The place was very clean, no sand or anything in the unit upon check in and we overall had a very positive experience.
Guest favourite
Flat in Virginia Beach
4.96 out of 5 average rating, 27 reviews

Sandbridge Beach Bay Getaway

DavidRating, 5 stars9 months ago
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!
Guest favourite
Flat in Virginia Beach
4.85 out of 5 average rating, 39 reviews

Oceanfront Views! 2 BR, 2 BATH!

EliRating, 5 stars3 days ago
This space was stunning! When you walk in to see those big windows overlooking the beach…it’s absolutely beautiful!! Place was super clean and felt very comfy. Beds were amazing and couches super comfy! We loved everything about this place!! Thank you so much!!
Guest favourite
Flat in Virginia Beach
4.98 out of 5 average rating, 52 reviews

Beach Luxury Oceanfront

JackRating, 5 stars1 month ago
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.
Top guest favourite
Flat in Portsmouth
4.91 out of 5 average rating, 81 reviews

Old world charm

GraceRating, 5 stars3 days ago
We were in town for a wedding and the space was welcoming and absolutely beautiful! Jerry and Todd were super friendly and made us feel at home. The space was cozy and peaceful. If we are ever back in the area we would love to stay again!

Private apartment rentals

Guest favourite
Flat in Williamsburg
4.95 out of 5 average rating, 111 reviews

Comfy 1BR w pond view Kingsmill

AmandaRating, 5 stars1 week ago
Super safe and beautiful gated neighborhood. Gorgeous setting. Quick drive to all things Williamsburg. Thanks so much, Lisa!
Guest favourite
Flat in Virginia Beach
4.91 out of 5 average rating, 22 reviews

Brand New Apt Near Oceanfront

JordynRating, 5 stars6 days ago
This place was beautiful! It was incredibly clean upon entering and looked exactly like the photos. Even with it being condos, it was super quiet and peaceful. Kitchen was well stocked and they had plenty of blankets, pillows, towels, etc. It’s close to many different places to eat and grocery stores, location was great! I highly, highly recommend and will definitely be staying whenever i’m back in town!
Flat in Norfolk
4.81 out of 5 average rating, 136 reviews

Poseidon - 120 Year Old Beach Cottage with Sauna

ElisabethRating, 5 stars3 weeks ago
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.
Guest favourite
Flat in Norfolk
4.83 out of 5 average rating, 12 reviews

Sojourn's Harborage | Pet-Friendly

RhiannaRating, 5 stars1 week ago
Husband and I had a wonderful stay. The place was super clean and cozy, close to everything we were looking to do, walkable distance from the beach and great restaurunts, and the bed was super comfortable! Bonus was check out as Sojourn’s crew took care of it all!
Top guest favourite
Flat in Cape Charles
5 out of 5 average rating, 7 reviews

Historic Charm & Modern Comfort : Downtown Escape

RobinRating, 5 stars1 month ago
This Airbnb was perfect for a weekend getaway. The place was conveniently close to the beach, shops and restaurants. The apartment is pristine and I felt very comfortable and safe during my stay. The bed was very comfortable too!
Flat in Norfolk
4.91 out of 5 average rating, 11 reviews

OV Mosaic - Rain Suite

JesseRating, 5 stars1 week ago
Nicole’s place is perfect for a long weekend at the beach! It’s a block away from the beach and very easy to find with private parking. Nicole is responsive and helpful. We would definitely recommend this spot to future beachgoers.
Guest favourite
Flat in Hampton
4.94 out of 5 average rating, 31 reviews

Nicely finished Apt on Buckroe Beach

GraceRating, 5 stars2 months ago
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.
Superhost
Flat in Virginia Beach
4.94 out of 5 average rating, 18 reviews

SeafloorEscape: 2-BR 1.5 blocks from Beach w/Pool!

JakeRating, 5 stars1 week ago
Maria's place was great for a weekend away with my kids. Close to the beach and plenty of restaurants and bars. The pool was really nice too. The only thing that would have made it better is a bit more kitchen items for cooking. If you plan on eating in alot, make sure to bring some spices, oil, paper towels, maybe a small pot and some smaller plates and bowls. Would definitely recommend staying here!

Apartment rentals with a hot tub

Guest favourite
Flat in Williamsburg
4.92 out of 5 average rating, 26 reviews

*No Resort Fees Powhatan 4 bdrm

JaehwanRating, 5 stars1 month ago
Everything was as described. We are fully satisfied and would love to come back in the future.
Guest favourite
Flat in Williamsburg
4.81 out of 5 average rating, 27 reviews

Governor’s Green 1BR Dlx Condo w/ Full Kitchen

EdRating, 5 stars3 weeks ago
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.
Superhost
Flat in Williamsburg
4.82 out of 5 average rating, 56 reviews

Lovely 1 bdrm in Williamsburg VA

MyraRating, 5 stars3 weeks ago
The only thing that I did not expect when I initially booked this accommodation was the “sales pitch” for time share. This was communicated to me just before arrival. But overall great stay. The suite was pristine and very comfortable. Lovely pool, fire pit and hot tub which we thoroughly enjoyed.
Superhost
Flat in Williamsburg
4.9 out of 5 average rating, 10 reviews

KingsGATE Resort 1 Bedroom

PaulRating, 5 stars2 weeks ago
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!
Superhost
Flat in Williamsburg
5 out of 5 average rating, 3 reviews

Williamsburg King's Creek Plantation 1BR, 1BA Unit

MelissaRating, 5 stars16 months ago
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.
Guest favourite
Flat in Virginia Beach
4.96 out of 5 average rating, 26 reviews

Sunset Retreat

DorothyRating, 5 stars1 week ago
I’ve never booked an Airbnb before, so I was feeling a little apprehensive. Aimee’s condo is in a giant complex right on the beach in Sandbridge with gorgeous surroundings and two great restaurants within walking distance. Being a senior citizen, I had a little trouble finding her parking spot in the huge garage. I messaged Aimee and she had someone available on the premises to come right out and help me, which was such a relief! I’ve never operated a lockbox before to get the key, but that was pretty easy. Once inside the condo I was thrilled! Her third floor unit was spotless and really comfortable with a gorgeous view. It had everything we needed. Highly recommend!
Top guest favourite
Flat in Virginia Beach
5 out of 5 average rating, 37 reviews

Bayside condo on the beach in Sandbridge

VickyRating, 5 stars3 weeks ago
Everything was perfect - the heated pools were especially appreciated as the weather was a bit cooler than anticipated. Great location for family trip!
Superhost
Flat in Virginia Beach
4.74 out of 5 average rating, 31 reviews

Cape Henry Full Suite Inn at Old Beach

KristenRating, 5 stars2 weeks ago
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.

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