Chesapeake Vacation Rentals

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Browse Select Chesapeake Vacation Homes

The Atrium Resort by VSA Resorts
3.5 star property
8.2 out of 10, Very good, 1,128 reviews
"I was surprised by the large rooms. check in was easy and the rooms were very clean. The staff were all very accommodating and friendly. Extra towels and washcloths were brought to room within 5 minutes of asking. Cleanliness is very important to me and it was great. The tub drain needed to be snaked, it took awhile for the water to drain. Room 203. Other than that 5 stars. I loved that it was 2 blocks from the boardwalk, close for access but quiet for sleeping."
The price is CA $209
CA $314 total
includes taxes & fees
Jun 23 - Jun 24
The Atrium Resort by VSA Resorts
The Art Door only minutes from beach
9.8 out of 10, Exceptional, 43 reviews
"It's a nice place. Garrett was easy to contact and returned messages quickly. We have no issues at all with Garrett or our rental. It's just out of the way enough from the beach to not constantly have people in your face. The planes were no bother to us either. Thanks Garrett!"
The price is CA $204
CA $406 total
includes taxes & fees
Jun 25 - Jun 26
The Art Door only minutes from beach
Recently Remodeled Northend Home Just Steps From Beach With Pool Table
9.6 out of 10, Exceptional, 130 reviews
"The house was just as advertised. Nice and clean and the location is great. It’s close to all the hot spots at the beach but in a nice residential area so less congested. The beach access is a short walk and the beach was clean and not too crowded."
Recently Remodeled Northend Home Just Steps From Beach With Pool Table
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Coastal Sea.Rinity🌊
9.6 out of 10, Exceptional, 5 reviews
"We were there for our son to compete in track and field at sports complex."
Coastal Sea.Rinity🌊
Lovely Town Home
9.6 out of 10, Exceptional, 59 reviews
"This home was a nice, quiet, and cozy place for our weekend stay in VB. The host was very easy to communicate with. Home is close to stores, restaurants and a short drive to the beach. Plenty of space. Only suggestions for the property is to provide dish towels for the kitchen. Overall.... great stay, no complaints. Thank you so much to this host for opening their home to us!"
Lovely Town Home
Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.
10.0 out of 10, Exceptional, 202 reviews
"We had two families with 4 adults and 3 young kids. This home is great with so much open space. Walkable to most things we wanted to do/places we wanted to eat. The adults used to live in VA Beach before we had any kids, so we felt right at home!"
Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.
Serenity on the Bay-Complimentary Sunrise & Sunset Views
9.2 out of 10, Wonderful, 13 reviews
"Our group of 6 adults enjoyed a great stay at this property for a week. Close to the beach and other activities we had planned. We all had enough space for privacy and the large kitchen/dining area was excellent for making meals and playing board games. Sony, the host, was very responsive to a few questions and unforeseen incidents that occurred. My only "complaint" is that a burner on the stove does not work and the bottom rack of the dishwasher is missing a wheel and therefore does not roll...
Serenity on the Bay-Complimentary Sunrise & Sunset Views
Historic Old Towne Southern Charm
8.8 out of 10, Excellent, 3 reviews
"Enjoyed our stay, very close to lots of attractions. Nice unit for family groups. Nicely decorated."
Historic Old Towne Southern Charm
WALK to Beach, State Park & Restaurants from Bay Beach Retreat! GREAT Location!
9.8 out of 10, Exceptional, 45 reviews
"The house was great. Very comfortable furniture with lots of room. Kitchen was fully equipped. Convenient location with restaurants, easy access to the bay and short drive to board walk."
WALK to Beach, State Park & Restaurants from Bay Beach Retreat! GREAT Location!
Sandy Dunes at the Beach - Beachfront, Wi-Fi, Pets by RedAwning
8.4 out of 10, Very good, 6 reviews
"Cute little cottage, fantastic location. The listing is very accurate."
The price is CA $540
CA $986 total
includes taxes & fees
Jul 7 - Jul 8
Sandy Dunes at the Beach - Beachfront, Wi-Fi, Pets by RedAwning
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
8.8 out of 10, Excellent, 16 reviews
"A group of us traveled in from Pittsburgh to catch a show at the pavilion. The town is quaint and quiet but has a lot of food/drink options and is very walkable. The pavilion was very nice as well. The home was clean and had plenty of space for us to be there for the short times that we were not out enjoying the town. The hosts were easy to communicate with and were proactive in making our experience a good one. Thank you!"
The price is CA $237
CA $487 total
includes taxes & fees
Jul 22 - Jul 23
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Charming home by the bay! 3 bedrooms, a block from the beach!
8.6 out of 10, Excellent, 4 reviews
"We enjoyed our stay here. The house is beautiful and check in went smoothly. Everything was clean and ready for our arrival. Beach is within walking distance and downtown Norfolk and the boardwalk are a short drive. Host is responsive and very helpful. Highly recommend!"
The price is CA $521
CA $863 total
includes taxes & fees
Jul 8 - Jul 9
Charming home by the bay! 3 bedrooms, a block from the beach!
Hampton Centrally Located Oasis
10.0 out of 10, Exceptional, 4 reviews
"Extras were a delightful touch, didn't need anything during our stay. Host was quick to respond, location was close to stores and everything we needed."
The price is CA $156
CA $299 total
includes taxes & fees
Jul 7 - Jul 8
Hampton Centrally Located Oasis
Octopus Oasis 4x4 Beach Of Carova Very Private. 4x4 is needed to access house.
9.6 out of 10, Exceptional, 4 reviews
"The home was in tip top condition. New everything, including hot tub, appliances, all beds and pillows (high end excellent quality). It truly makes for a better experience having peace, quiet, clean and comfy bedding. The owners were truly a blessing, living nearby. They were the definition of true southern hospitality. They went above and beyond making our stay as comfortable as possible. I could not have asked for a better host from maintaining the hot tub, answering numerous questions about...
Octopus Oasis 4x4 Beach Of Carova Very Private. 4x4 is needed to access house.
Look no further! Beautiful 4 Bed 2 Bath Ranch in Hampton, VA.
10.0 out of 10, Exceptional, 10 reviews
"My family and I stayed at this property from June 7, 2024 to June 9, 2024 to attend a wedding. It was everything that it said it would be in the description. The neighborhood was quiet and close to a lot of eateries and shopping. The house was extremely clean and the host was awesome. Any time that I reached out, the host responded immediately. I highly recommend this property and if I come to town again, I would definitely try and stay there."
Look no further! Beautiful 4 Bed 2 Bath Ranch in Hampton, VA.
ViBe Retreat #1 - 3 Blocks to the Ocean!
10.0 out of 10, Exceptional, 4 reviews
"This is a lovely home in a great location. There is major construction happening on both streets of the corner home currently, but we walked to restaurants, bakeries, and galleries without difficulty."
ViBe Retreat #1 - 3 Blocks to the Ocean!
2 min walk to the beach! Gorgeous and spacious home perfect for a group!
10.0 out of 10, Exceptional, 2 reviews
"Perfect house for a great golf weekend. Enjoyed the beachfront after golf. Highly recommended."
The price is CA $741
CA $1,470 total
includes taxes & fees
Jun 24 - Jun 25
2 min walk to the beach! Gorgeous and spacious home perfect for a group!
Big Beautiful Beachfront House! 5 bed/3.5 bath directly on the beach!
The price is CA $820
CA $1,386 total
includes taxes & fees
Jun 24 - Jun 25
Big Beautiful Beachfront House! 5 bed/3.5 bath directly on the beach!
Newly Renovated, Pet-Friendly 1st FLR 2 BR Cottage by Boardwalk (508A)
9.2 out of 10, Wonderful, 35 reviews
"It was very nice nice and cool and we loved the location not to far of a walk to to the beach not to far from everything a little brewery right across the street and it not loud or over crowded it was just a perfect location would definitely stay there again."
Newly Renovated, Pet-Friendly 1st FLR 2 BR Cottage by Boardwalk (508A)
Perfect Couples Get Away Steps from the Boardwalk and Surf
8.0 out of 10, Very good, 10 reviews
"Stay was okay the place needs a washer and dryer and more kitchen items and towels not impressed with stained couch"
Perfect Couples Get Away Steps from the Boardwalk and Surf
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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

The Atrium Resort by VSA Resorts
3.5 star property
8.2 out of 10, Very good, 1,128 reviews
"I was surprised by the large rooms. check in was easy and the rooms were very clean. The staff were all very accommodating and friendly. Extra towels and washcloths were brought to room within 5 minutes of asking. Cleanliness is very important to me and it was great. The tub drain needed to be snaked, it took awhile for the water to drain. Room 203. Other than that 5 stars. I loved that it was 2 blocks from the boardwalk, close for access but quiet for sleeping."
The price is CA $209
CA $314 total
includes taxes & fees
Jun 23 - Jun 24
The Atrium Resort by VSA Resorts
The Ocean Sands Resort by VSA Resorts
3.0 star property
8.0 out of 10, Very good, 1,307 reviews
"Ocean Sands Resort has a beautiful view of the beach, they were helpful at check-in, the parking was safe and there are many activities available in walking distance to the hotel."
The price is CA $261
CA $382 total
includes taxes & fees
Jul 7 - Jul 8
The Ocean Sands Resort by VSA Resorts
The Ocean Key Resort by VSA Resorts
3.0 star property
7.6 out of 10, Good, 1,159 reviews
"Looking forward to returning soon!"
The price is CA $313
CA $442 total
includes taxes & fees
Jun 25 - Jun 26
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 Vacation Homes information

Number of reviews
1,686
Accommodation
1240 Vacation Homes
Lowest Price
CA $156
Highest Price
CA $820

Recent Reviews in Chesapeake
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