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House vacation rentals in Chesapeake
Find and book unique houses on Airbnb
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
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Home in Sandbridge
4.84 out of 5 average rating, 110 reviewsStunning Views of Back Bay & Seconds to the Beach
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Home in Virginia Beach
4.89 out of 5 average rating, 122 reviewsHalf house w/pool & new patio all to yourself
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Home in Phoebus
4.86 out of 5 average rating, 164 reviewsWaterfront home with heated pool!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MjgwNzk3NDU%3D/original/6eac7425-7d29-4b56-8b15-86e797aea1b4.jpeg?im_w=720)
Home in Norfolk
4.76 out of 5 average rating, 121 reviewsBEACH/ POOL HOUS, 1 min walk to the beach Norfolk
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Home in Portsmouth
4.93 out of 5 average rating, 15 reviewsElegance Escape on Saunders Dr
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Home in Norfolk
5 out of 5 average rating, 3 reviewsComfortable home 5 minutes to beach
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Home in Virginia Beach
4.94 out of 5 average rating, 99 reviewsCountry Comfort Close to the Beaches
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Home in Portsmouth
4.93 out of 5 average rating, 73 reviewsWooded Wonderland Miniature Golf Hot tub Pool
Weekly house rentals
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Home in Gloucester Point
4.97 out of 5 average rating, 94 reviewsCharming coastal home w/ outdoor area and river views
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Home in Corolla
4.91 out of 5 average rating, 11 reviewsBrand New Home close to beach!
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Home in Chesapeake
5 out of 5 average rating, 41 reviewsTownhome in Great Bridge Newly Renovated
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Home in Chesapeake
5 out of 5 average rating, 20 reviewsBeautiful home in Chesapeake
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Home in Coinjock
5 out of 5 average rating, 17 reviewsAn Emperor’s Nest
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Home in Chesapeake
5 out of 5 average rating, 40 reviewsSleeps 6-8, King bed, 2.5 baths
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Home in Portsmouth
4.92 out of 5 average rating, 49 reviewsCentrally Located / Family Friendly
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Home in Virginia Beach
4.93 out of 5 average rating, 27 reviewsParadise On Pacific
Private house rentals
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Home in Buckroe Beach
4.9 out of 5 average rating, 40 reviewsTiny Home In Buckroe Beach
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Home in Buckroe Beach
5 out of 5 average rating, 4 reviewsWalk to the Beach Coastal Living
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Home in Norfolk
4.96 out of 5 average rating, 75 reviews1919 Renovated 3BR/2BA! Big yard!
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Home in Chesapeake
4.89 out of 5 average rating, 36 reviewsThe Bird’s Nest
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Home in Norfolk
5 out of 5 average rating, 6 reviewsEmerald City
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Home in Chesapeake
4.97 out of 5 average rating, 32 reviewsThe Sparks Home- w/ Lux Kitchen
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Home in Newport News
4.88 out of 5 average rating, 52 reviews1-Bedroom Home Near Christopher Newport University
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Home in Norfolk
5 out of 5 average rating, 45 reviewsModern Beach Cottage ~ Private Backyard & Fire Pit
Quick stats about house rentals in Chesapeake
Total rentals
540 properties
Total number of reviews
13K reviews
Family-friendly rentals
280 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
300 properties have a dedicated workspace
Destinations to explore
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- Rentals with a home theater Chesapeake
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