House vacation rentals in Chesapeake
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Top-rated house rentals in Chesapeake
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesapeake house rentals
House rentals with a pool
Home in Virginia Beach
4.96 out of 5 average rating, 165 reviewsSalida del Sol, North End Beach
Home in Gloucester Point
4.99 out of 5 average rating, 148 reviewsYork River Vacation Home
Home in Virginia Beach
4.83 out of 5 average rating, 106 reviewsStunning Views of Back Bay & Seconds to the Beach
Home in Norfolk
4.75 out of 5 average rating, 117 reviewsBEACH/ POOL HOUS, 1 min walk to the beach Norfolk
Home in Virginia Beach
4.94 out of 5 average rating, 93 reviewsCountry Comfort Close to the Beaches
Home in Portsmouth
4.93 out of 5 average rating, 60 reviewsWooded Wonderland Miniature Golf Hot tub Pool
Home in Suffolk
4.81 out of 5 average rating, 62 reviewsPerfect Getaway!
Home in Norfolk
4.96 out of 5 average rating, 28 reviewsThe Seaglass Cottage
Weekly house rentals
Home in Norfolk
5.0 out of 5 average rating, 26 reviewsStylish Beach House, Hot Tub, Pet Friendly
Home in Chesapeake
4.92 out of 5 average rating, 38 reviewsHidden Gem in Chesapeake, Virginia
Home in Chesapeake
4.94 out of 5 average rating, 18 reviewsModern Escape King Suite! 2 BDR
Home in Chesapeake
5.0 out of 5 average rating, 8 reviewsBeautiful home in Chesapeake
Home in Norfolk
4.92 out of 5 average rating, 59 reviewsTiny House Near Beach & Naval Base - Privacy Fence
Home in Portsmouth
4.92 out of 5 average rating, 39 reviewsHidden Gem
Home in Chesapeake
5.0 out of 5 average rating, 34 reviewsSleeps 6-8, King bed, 2.5 baths
Home in Portsmouth
4.97 out of 5 average rating, 38 reviewsPenny’s Palace 1 Bed/1 Bath Home
Private house rentals
Home in Chesapeake
4.96 out of 5 average rating, 27 reviewsThe Sparks Home- w/ Lux Kitchen
Home in Hampton
4.92 out of 5 average rating, 24 reviewsTiny Home In Buckroe Beach
Home in Norfolk
4.92 out of 5 average rating, 52 reviewsBayview Beach/Airport/3 Bedrm/6 Beds/2 Bath/ 4TV
Home in Chesapeake
5.0 out of 5 average rating, 34 reviewsTownhome in Great Bridge Newly Renovated
Home in Surry
5.0 out of 5 average rating, 79 reviewsSurry Homeplace
Home in Portsmouth
4.9 out of 5 average rating, 30 reviews3 bedroom. 3 bath house duplex suite Enclosed yard
Home in Chesapeake
5.0 out of 5 average rating, 8 reviewsRelaxing LRG 4BR near VA Beach/Ches, King! Arcade!
Home in Hampton
4.93 out of 5 average rating, 14 reviewsTiny Blue Beach House
Quick stats about house rentals in Chesapeake
Total rentals
560 properties
Rentals with dedicated workspaces
320 properties have a dedicated workspace
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
160 properties allow pets
Family-friendly rentals
290 properties are a good fit for families
Total number of reviews
12K reviews
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