Search and Rent Chesapeake Condos

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Compare 412 Condo Rentals in Chesapeake with updated reviews, rates, and availability.

Beach nearby, sun loungers
Great Location ! 1 Short Block To The Boardwalk.
9.6 out of 10, Exceptional, (204)
"This property was great. Perfect size and close to walk the boardwalk everyday. Loved it !"
The price is $275
$528 total
includes taxes & fees
Jun 9 - Jun 10
Great Location ! 1 Short Block To The Boardwalk.
On the beach
As you step into Island Breeze you are greeted by a sense of tranquility.
As you step into Island Breeze you are greeted by a sense of tranquility.
Fridge, microwave, oven, stovetop
Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home
9.2 out of 10, Wonderful, (13)
"Condo was great/clean. Location was perfect. Enjoyed the ocean front Fri night and drove to daughter graduation Sat morning. Need to bring your own washcloths and no TV In bedrooms but would absolutely stay again."
The price is $175
$401 total
includes taxes & fees
May 19 - May 20
Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home
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Beach
Sojourn | Southern Dunes | Sleeps 6
Sojourn | Southern Dunes | Sleeps 6
Property grounds
Ocean and Bay views! Local Owner, Family Operated
9.8 out of 10, Exceptional, (67)
"I found this property to be very comfortable fully stocked with everything needed to cook and clean. Any questions that I had the property owner was excellent at returning my text"
Ocean and Bay views! Local Owner, Family Operated
Fridge, microwave, oven, stovetop
Ocean & Boardwalk Views - 1 block from beach and boardwalk.
10.0 out of 10, Exceptional, (23)
"The condo was in an ideal location. Close to the boardwalk and restaurants. It was very well stocked to have a good beach vacation. Perfect place for a family vacation"
Ocean & Boardwalk Views - 1 block from beach and boardwalk.
Beach
Beach Condo 2 Min Walk From The Beach
9.2 out of 10, Wonderful, (91)
"This condo was absolutely fabulous. It is literally 2 minute walk to the beach access. The rooms were comfortable and I've never stayed at a Vrbo with such an impressively stocked kitchen. The host responded quickly and answered all our questions. They were also very responsive. It was a lovely stay."
Beach Condo 2 Min Walk From The Beach
Smart TV
KAELEES KASTLE. 16th great season!Cooler than OBX but 2hrs closer. Beautiful!!!
9.6 out of 10, Exceptional, (194)
"The property was just as it appeared. Very clean, great location and rooms were large enough to accommodate five adults comfortably. I would definitely rent again."
KAELEES KASTLE. 16th great season!Cooler than OBX but 2hrs closer. Beautiful!!!
Beach | On the beach
Picture Frame Beach n Bed
9.0 out of 10, Wonderful, (6)
"Even though the weather was cold, we still managed to take a walk on the beach. Enjoy being able to step out and be a few steps from the beach. Great restaurants are a long walk or short drive away."
Picture Frame Beach n Bed
Beach
Sojourn Dune it Right Sleeps 8 Great Views
Sojourn Dune it Right Sleeps 8 Great Views
Aerial view
Oceanfront Condo in High Rise in the Heart of the Resort Area
9.4 out of 10, Exceptional, (88)
"Air show we viewed from the beach and really good dining ,all with-in walking distance or 10 block drive."
Oceanfront Condo in High Rise in the Heart of the Resort Area
Dining
Beachfront Condo with Ocean Views. Sleeps 6.
Beachfront Condo with Ocean Views. Sleeps 6.
Property grounds
Sojourn Beach Haven Sleeps 7 with Pool near Beach
Sojourn Beach Haven Sleeps 7 with Pool near Beach
Fridge, microwave, oven, stovetop
Cozy, Dog-friendly Duplex At The North End Short Walk To The Beach!
10.0 out of 10, Exceptional, (315)
"This is an adorable house that has a soothing color scheme and is clean and comfortable. The weather for our short spring break escape was very cold and windy but our dog would still rate the experience as 5 stars! She loved her beach experience and appreciated the dog toy left in the welcome basket, too. We would highly recommend this rental."
Cozy, Dog-friendly Duplex At The North End Short Walk To The Beach!
Property grounds
Resort 304C Wright 5 minute walk to boardwalk, NO DRIVING REQUIRED,
9.8 out of 10, Exceptional, (26)
"We stayed here for a basketball tournament. We were four adults and 5 middle school girls. The location was perfect,plenty of room. We had a minor confusion about the parking, but then were able to figure it out and everything was fine. There were plenty of towels, just basic, and the roof deck was very nice. I'm pretty particular about towels, so I would probably bring my own next time. LOL We would stay again and it was perfect for team bonding. Lots of stairs, so that could be an issue for...
Resort 304C Wright 5 minute walk to boardwalk, NO DRIVING REQUIRED,
Beach
Second-floor, ocean view condo with balcony, foosball, WiFi & on-site pool/gym
9.8 out of 10, Exceptional, (13)
"Property was clean and well appointed! Beach views were fantastic. Everything was clean and comfortable. Guest services were responsive and helpful, with a great attitude! Definitely would stay again."
Second-floor, ocean view condo with balcony, foosball, WiFi & on-site pool/gym
2 bedrooms, desk, free WiFi, bed sheets
Beautiful Sea Gem - Newly Updated North End Condo
9.6 out of 10, Exceptional, (13)
"Pool was nice. Easy walk to the beach. Nice location for a quiet family vacation. The kitchen was well stocked and it was very easy to check in and out."
Beautiful Sea Gem - Newly Updated North End Condo
On the beach
Oceanfront condo with 2 balconies, beach views, W/D & pool & gym
8.0 out of 10, Very Good, (16)
"Book this property for your next vacation ! The space was perfect for our family… plenty of room to spread out. The sunrises and view from the balconies were fantastic. The kitchen was well stocked and clean. The only negative thing was that the windows needed cleaning and the balcony could have used a power wash!"
Oceanfront condo with 2 balconies, beach views, W/D & pool & gym
Beach nearby, sun loungers
Dog-Friendly North End Cottage - Oceanside of Atlantic - completely fenced in
9.8 out of 10, Exceptional, (210)
"Perfect spot for a getaway with our two mini labradoodles. Very clean, very well represented in the listing, and wished we had booked 2 weeks. If the beach was any closer we would have been sleeping on it."
Dog-Friendly North End Cottage - Oceanside of Atlantic - completely fenced in
View from property
Beachfront 2 Premium Bedroom with private balcony, Unit 1101
9.6 out of 10, Exceptional, (10)
"Our family of 4 enjoyed our recent stay at Dolphin Run. The unit was very clean and spacious. The view of the beach and ocean was beautiful. The assigned parking space was convenient, but quite tight, even with a smaller vehicle. The kitchen was well stocked with dishes, utensils, etc. Overall somewhere we would stay again, or recommend to others!"
Beachfront 2 Premium Bedroom with private balcony, Unit 1101
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See all available properties in Chesapeake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Chesapeake

Interior
The Atrium Resort by VSA Resorts
3.5 star property
8.2 out of 10, Very Good, (1077)
"Great location, about a 3-minute walk from the beach."
The price is $108
$178 total
includes taxes & fees
May 29 - May 30
The Atrium Resort by VSA Resorts
Exterior
The Ocean Sands Resort by VSA Resorts
3.0 star property
8.0 out of 10, Very Good, (1269)
"View was immaculate. Room was accommodating. Some major amenities were not available during entire duration of stay (wi fi) and some ice machines. The ocean view made it worth the stay."
The price is $137
$218 total
includes taxes & fees
May 19 - May 20
The Ocean Sands Resort by VSA Resorts
Indoor pool
The Ocean Key Resort by VSA Resorts
3.0 star property
7.6 out of 10, Good, (1122)
"The people at the front desk were very pleasant at each encounter with them. The room was nice except the bathtub/ shower needed some caulking "
The price is $124
$203 total
includes taxes & fees
May 22 - May 23
The Ocean Key Resort by VSA Resorts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chesapeake Condo Rentals information

Number of reviews
1,190
Accommodation
412 Condo Rentals
Lowest Price
$175
Highest Price
$275

Frequently asked questions

Why book your condo in Chesapeake with Expedia?
Use Expedia to find your dream condo in Chesapeake. On the lookout for a luxury stay? Make use of our filters to search for properties that are 5-star rated. If you have a budget in mind, choose how much you want to spend and then check out our fabulous options. We’ll help you find the perfect fit whatever your trip looks like.
How can I find cheap condos in Chesapeake?
With Expedia’s filter tool, sourcing cheap condos in Chesapeake couldn’t be simpler. To view accommodations that are very pocket friendly, refine your search results by star rating, budget and amenities.
What is there to do in Chesapeake near my condo?
Chesapeake has enough experiences and sights to keep you going for weeks, beginning with Portlock Galleries at SoNo. Jillians Billiards, Chesapeake City Park and Oak Grove Lake Park are other well-known attractions. If you have more time, Cahoon Plantation Golf Course and Chesapeake Golf Club will round off your itinerary nicely.

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