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Vacation Homes in Chesapeake

Charming Tiny Cottage

10.0 out of 10, Exceptional, (41)
"This place is very nice, very clean, modern, private. "
Charming Tiny Cottage

BRAND NEW 4-bedroom home in the 4X4, Corolla, NC. A truly unique getaway!

BRAND NEW 4-bedroom home in the 4X4, Corolla, NC. A truly unique getaway!

A MINI PARADISE-"THE FRISKY DOLPHIN"PRIVATE BEACH- 3BED, 2BATH!!

9.6 out of 10, Exceptional, (165)
"Great location. Listing was accurate. "
A MINI PARADISE-"THE FRISKY DOLPHIN"PRIVATE BEACH- 3BED, 2BATH!!

FamilyMemoryMaker!,8 MASTERS,MovieRoom,OceanViews,Pool,HotTub,Grill,StarlinkWiFi

9.8 out of 10, Exceptional, (177)
"Amazing house, great location! This house was perfect for our family vacation. The wild horses strolled by a few times and the owner was great on giving helpful tips on where to find the horses. Highly suggest this house if you want to have a once in a lifetime experience in the Outer Banks! "
FamilyMemoryMaker!,8 MASTERS,MovieRoom,OceanViews,Pool,HotTub,Grill,StarlinkWiFi

Oceanfront home “Sea Watch” ~~brand new pool

2.0 star property
10.0 out of 10, Exceptional, (14)
"Beautiful place, a relaxed vibe and a beach for your backyard, what could be better?"
Oceanfront home “Sea Watch” ~~brand new pool

Beachfront Bungalow w/ BEST Location in Ocean View!

10.0 out of 10, Exceptional, (1)
"This place was a great stay for my friends and I, right on the beach and a very quiet area. The house was clean and the beds were very comfortable. George was very responsive with any questions we had. Will be back!"
$303 nightly
The price is $351
Sep 8 - Sep 9
Total includes taxes and fees
Beachfront Bungalow w/ BEST Location in Ocean View!

Breathtaking Sunsets On Back Bay- Your Sandbridge Escape Awaits!

9.6 out of 10, Exceptional, (215)
"Spent a few days in Sandbridge for a local event. Great quiet place with nice sunsets."
Breathtaking Sunsets On Back Bay- Your Sandbridge Escape Awaits!

Your own private beach with this charming 3-bedroom beachfront house!

9.8 out of 10, Exceptional, (16)
"We had a great time!! 55yr anniversary our daughter, son inlaw & 2 great grand kids joined us for a couple days!!!"
Your own private beach with this charming 3-bedroom beachfront house!

Coastal Luxury Canal Retreat • Luxury Amenities • Pool • Hot Tub • Walk to Beach

9.2 out of 10, Wonderful, (5)
Coastal Luxury Canal Retreat • Luxury Amenities • Pool • Hot Tub • Walk to Beach

Semi-Oceanfront , Views! 5 BR Pet Friendly, Pool, Hot Tub, Location!

8.8 out of 10, Excellent, (138)
"We thoroughly enjoyed our stay and the rest and relaxation was greatly appreciated!"
Semi-Oceanfront , Views! 5 BR Pet Friendly, Pool, Hot Tub, Location!

Home Near Towncenter | Minutes from Beaches | Central to Hamptonroads

4.0 star property
7.4 out of 10, Good, (42)
"First want to start off by saying the house is as described actually better then the photos online led us to believe. It's an older house but was clean and decorated beautifully. For the money, description, and space you get staying in this home I would definatley recomend you staying here. It's not a 5 star luxury resort, but I gave 5 stars for the house being it was better then what we expected. Our family enjoyed our stay."
$293 nightly
The price is $339
Aug 12 - Aug 13
Total includes taxes and fees
Home Near Towncenter | Minutes from Beaches | Central to Hamptonroads

Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!

7.2 out of 10, Good, (7)
"Wonderful property!! My family and I had a great time. The location is very convenient to about everything. "
$489 nightly
The price is $565
Sep 1 - Sep 2
Total includes taxes and fees
Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!

Beach Cottage a short walk from the waves!

9.2 out of 10, Wonderful, (24)
"Me and my family had a wonderful time staying here on Carova Beach. This place was clean and ready to go for visitors and had everything needed to enjoy a nice secluded stay on the beach! Thanks!"
Beach Cottage a short walk from the waves!

Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.

10.0 out of 10, Exceptional, (254)
"The house is huge, so modern and nice and such a great location!"
Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.

TownHome 3blks Boardwalk

10.0 out of 10, Exceptional, (2)
"We had the best time. The townhouse is perfect — plenty of space. Excellent layout. Location is PERFECT just a quick walk to the beach. Lots of restaurants nearby. Free parking. Bedrooms/ beds / bathrooms / kitchen all excellent. "
$426 nightly
The price is $492
Aug 17 - Aug 18
Total includes taxes and fees
TownHome 3blks Boardwalk

10Bd/10Ba Large Beach Home, Indoor Pool In Virginia Beach

9.4 out of 10, Exceptional, (102)
"Our family enjoyed the property rental at VA Beach. The owners responded "
10Bd/10Ba Large Beach Home, Indoor Pool In Virginia Beach

OceanfrontOasis w/Breathtaking Views! Pool w/TikiBar.Hottub.Guesthouse

9.8 out of 10, Exceptional, (48)
"Wonderful trip with an awesome house. Very quiet and the house is beautiful. Lots of room. Thank you so much."
OceanfrontOasis w/Breathtaking Views! Pool w/TikiBar.Hottub.Guesthouse

4X4 only! Canal front. Ocean AND sound views! Decks and porches on all levels.

9.8 out of 10, Exceptional, (105)
"We stayed as a family for our spring break. House was clean, beds were comfortable, and location was great! The kids loved seeing wild horses right off the deck and we found more by driving around. We spent one day on the beach and that was a lot of fun. Weather was a bit chilly, but nothing we could control!"
4X4 only! Canal front. Ocean AND sound views! Decks and porches on all levels.

Horse Inn Around: Pet Friendly-so bring the whole family! Just 3 mins to beach

9.6 out of 10, Exceptional, (118)
"Great location and accomadations"
Horse Inn Around: Pet Friendly-so bring the whole family! Just 3 mins to beach

The Art Door only minutes from beach

9.6 out of 10, Exceptional, (85)
"The property was clean and centrally located. "
$199 nightly
The price is $231
Aug 25 - Aug 26
Total includes taxes and fees
The Art Door only minutes from beach
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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Top Chesapeake Hotel Reviews