Search Condos Rentals in Chesapeake from CA $205

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Check prices for these dates

Next weekend
Jul 11 - Jul 13
In two weeks
Jul 18 - Jul 20
In one month
Aug 1 - Aug 3
In two months
Aug 29 - Aug 31

Browse Select Chesapeake Condo Rentals

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Indoor pool

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

10.0 out of 10, Exceptional, (1)
"Very clean , great location. Will stay there again!!!"
The price is CA $253
CA $332 total
includes taxes & fees
Jul 13 - Jul 14
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Dining

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

The price is CA $227
CA $296 total
includes taxes & fees
Jul 14 - Jul 15
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Indoor pool

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

2.5 star property
9.0 out of 10, Wonderful, (2)
"Good location and spacious rooms. Good stay!"
The price is CA $267
CA $343 total
includes taxes & fees
Jul 14 - Jul 15
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Dining

Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

The price is CA $239
CA $311 total
includes taxes & fees
Jul 15 - Jul 16
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
NEW Updated! Oceanfront Sanctuary - Sand and Sea
Beach nearby

NEW Updated! Oceanfront Sanctuary - Sand and Sea

2.0 star property
10.0 out of 10, Exceptional, (4)
"It was lovely!"
The price is CA $412
CA $1,029 total
includes taxes & fees
Jul 1 - Jul 2
NEW Updated! Oceanfront Sanctuary - Sand and Sea
New! 3Bd 3Bth Oceanfront / Pool / Gym / Beach
Beach nearby

New! 3Bd 3Bth Oceanfront / Pool / Gym / Beach

The price is CA $712
CA $1,433 total
includes taxes & fees
Jul 27 - Jul 28
New! 3Bd 3Bth Oceanfront / Pool / Gym / Beach
NEW! Oceanfront!, 3Bd, Beach, Pool, Hot Tub, Boat
Beach nearby

NEW! Oceanfront!, 3Bd, Beach, Pool, Hot Tub, Boat

4.0 out of 10, (1)
"Before I begin, when I write a review, I keep future vacation renters at the forefront. I include information that I appreciate receiving from others.On a positive note, the condo was spotless and beautifully decorated. The kitchen was exceptionally well stocked and even had multiple coffee makers. The icemaker was jammed when we arrived, but we were able to fix that on our own. The master bedroom had a queen bed instead of a king per the listing.We have stayed at this complex for years and...
The price is CA $551
CA $1,205 total
includes taxes & fees
Jul 27 - Jul 28
NEW! Oceanfront!, 3Bd, Beach, Pool, Hot Tub, Boat
Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks
Property grounds

Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks

9.6 out of 10, Exceptional, (17)
" Very nice place. Loved the view of the bay and the ocean from the upper balcony."
The price is CA $844
CA $1,733 total
includes taxes & fees
Jul 3 - Jul 4
Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks
New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym
Beach nearby

New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym

8.0 out of 10, Very good, (1)
"We had a good time! We were concerned about the pool being closed and there being no warning of that, I also messaged Ryan and asked and I never heard anything back."
The price is CA $716
CA $1,408 total
includes taxes & fees
Jul 14 - Jul 15
New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
Terrace/patio

❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views

9.2 out of 10, Wonderful, (32)
"Spent several days at this wonderful property. Fantastic location!"
The price is CA $755
CA $1,422 total
includes taxes & fees
Jul 6 - Jul 7
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
Beachfront Penthouse! 4Bd/3Bth
Beach nearby

Beachfront Penthouse! 4Bd/3Bth

9.6 out of 10, Exceptional, (20)
"First off, this place was perfect and very spacious for just four of us! My 9yo daughter begged me to take her to see the sunrise, so my wife and i found this place. Its amazing! Our first VRBO! The host was very good, explaining the whole process. We all look forward to staying there again and again!"
The price is CA $811
CA $1,788 total
includes taxes & fees
Jul 1 - Jul 2
Beachfront Penthouse! 4Bd/3Bth
New Oceanfront 2bd, 2bth / Beach / Pool / Boat
Beach nearby

New Oceanfront 2bd, 2bth / Beach / Pool / Boat

10.0 out of 10, Exceptional, (3)
"I took my sister there for healing and it checked every box. The place was so clean, so comfortable, and so uplifting I knew immediately it was be a place to revisit. This place is top notch…Absolutely loved it!!!"
The price is CA $434
CA $1,038 total
includes taxes & fees
Jul 6 - Jul 7
New Oceanfront 2bd, 2bth / Beach / Pool / Boat
New Oceanfront 3Bd / Pool / Fishing / Sunrise
Beach nearby

New Oceanfront 3Bd / Pool / Fishing / Sunrise

9.4 out of 10, Exceptional, (10)
" beachfront and convenience to restaurants. Great beds. "
New Oceanfront 3Bd / Pool / Fishing / Sunrise
NEW! Oceanfront Condo / Beach / Pool/Jet Ski /Boat
Beach nearby

NEW! Oceanfront Condo / Beach / Pool/Jet Ski /Boat

The price is CA $406
CA $1,016 total
includes taxes & fees
Jul 1 - Jul 2
NEW! Oceanfront Condo / Beach / Pool/Jet Ski /Boat
NEW! Oceanfront Condo / Beach / Pool/Jet Ski /Boat
Beach nearby

NEW! Oceanfront Condo / Beach / Pool/Jet Ski /Boat

The price is CA $492
CA $960 total
includes taxes & fees
Jul 6 - Jul 7
NEW! Oceanfront Condo / Beach / Pool/Jet Ski /Boat
NEW Updated Oceanfront 3bd Beach, Pool, Boat, Fish, #1107
Property grounds

NEW Updated Oceanfront 3bd Beach, Pool, Boat, Fish, #1107

The price is CA $882
CA $1,487 total
includes taxes & fees
Jul 11 - Jul 12
NEW Updated Oceanfront 3bd Beach, Pool, Boat, Fish, #1107
Inviting Virginia Beach Condo w/ Community Pool
On the beach

Inviting Virginia Beach Condo w/ Community Pool

8.0 out of 10, Very good, (8)
"Property was clean and well appointed. Condo staff was helpful and kind. Enjoyed our little weekend trip!"
The price is CA $667
CA $1,399 total
includes taxes & fees
Jul 13 - Jul 14
Inviting Virginia Beach Condo w/ Community Pool
Cozy home away from home just minutes from the Beach
Beach nearby, beach towels

Cozy home away from home just minutes from the Beach

9.6 out of 10, Exceptional, (62)
"Quick two day trip but was in a great location that was convenient and had everything you need. Would definitely stay again."
The price is CA $216
CA $503 total
includes taxes & fees
Jul 10 - Jul 11
Cozy home away from home just minutes from the Beach
2-bedroom condo one block from the oceanfront.
Fridge, microwave, oven, dishwasher

2-bedroom condo one block from the oceanfront.

10.0 out of 10, Exceptional, (2)
"Excellent location. Great host, great communication. "
The price is CA $205
CA $606 total
includes taxes & fees
Jul 7 - Jul 8
2-bedroom condo one block from the oceanfront.
2 bedroom condo with oceanfront one block away
2 bedrooms, iron/ironing board, travel crib, WiFi

2 bedroom condo with oceanfront one block away

9.6 out of 10, Exceptional, (4)
"Great location if you’re attending the convention center. Centrally located to boardwalk restaurants and stores. Apartment was clean and comfortable. Would stay again "
The price is CA $461
CA $790 total
includes taxes & fees
Jul 23 - Jul 24
2 bedroom condo with oceanfront one block away
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.
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Frequently asked questions

Why book your condo in Chesapeake with Expedia?
Booking a condo in Chesapeake is as simple as clicking on your travel dates and choosing an option that suits your style. Looking for something upscale or budget friendly, or a stay that also features a pool and free WiFi? Use Expedia's search filters to further narrow your search results and find the perfect fit.
How can I find cheap condos in Chesapeake?
An excellent way to find cheap condos in Chesapeake is with Expedia's easy-to-use filter tool. Tailor your search results by star rating, budget and amenities to discover unbeatable deals in a few clicks.
What is there to do in Chesapeake near my condo?
Chesapeake has enough experiences to keep you occupied for weeks (or months!), beginning with Chesapeake Golf Club. Oak Grove Lake Park, Cahoon Plantation Golf Course and Chesapeake Square Mall are other awesome attractions. If you're lingering longer, Greenbrier Mall and Chesapeake Veterans' Memorial are worthwhile additions to your itinerary.