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Search results; Over 1,000 homes in Chesapeake

Top guest favourite
Guest house in Chesapeake
Beautiful and Chic Studio Apartment
1 bedroom, 1 bed, 1 private bathroom
11–16 Sept
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4.98 out of 5 average rating, 261 reviews
Top guest favourite
Flat in Chesapeake
Blissful Nook @ Washington
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 122 reviews
Top guest favourite
Guest house in Chesapeake
Country Escape - Next DOOR - Hidden Gem
1 bedroom, 4 beds, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 84 reviews
Top guest favourite
Home in Chesapeake
Cook's Country Escape - Cozy Retreat
3 bedrooms, 4 beds, 1 bathroom
11–16 Aug
4.96 out of 5 average rating, 140 reviews
Guest favourite
Townhouse in Chesapeake
Family friendly townhouse
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
4.9 out of 5 average rating, 190 reviews
Guest favourite
Townhouse in Chesapeake
Tasha's Townhouse *King, Queen, Twin*
3 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
4.85 out of 5 average rating, 244 reviews
Top guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.94 out of 5 average rating, 64 reviews
Superhost
Home in Chesapeake
Comfy House! The Perfect Getaway
4 bedrooms, 4 queen beds, 2 bathrooms
9–14 Aug
4.91 out of 5 average rating, 86 reviews
Guest favourite
Guest suite in Chesapeake
Sweet Suite!
1 bedroom, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 670 reviews
Guest favourite
Room in Chesapeake
Green room
1 queen bed, 2 bathrooms
9–14 Aug
4.79 out of 5 average rating, 67 reviews
Top guest favourite
Guest suite in Chesapeake
Beautiful Two Bedroom King Bed Guest House
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Guest suite in Chesapeake
Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!
4 beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 391 reviews
Superhost
Townhouse in Chesapeake
Waterfront Oasis with Fenced Yard
3 bedrooms, 4 beds, 2.5 bathrooms
24–29 Aug
4.83 out of 5 average rating, 307 reviews
Guest favourite
Home in Chesapeake
Simply Amazing in Chesapeake
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Home in Chesapeake
The Bird’s Nest
4 bedrooms, 4 queen beds, 2 bathrooms
18–23 Aug
4.9 out of 5 average rating, 63 reviews
Guest favourite
Home in Chesapeake
2 Master Suites, Sleeps 6-8, King bed, 2.5 baths
2 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
4.96 out of 5 average rating, 104 reviews
Flat in Portsmouth
Shipside Suite~Fast WI-FI, Backyard Oasis, Family
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Portsmouth
Hidden Gem.4/bedroom cozy home fenced in yard
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 107 reviews
Guest favourite
Home in Chesapeake
Cowbell Cottage
3 bedrooms, 7 beds, 1 bathroom
24–29 Sept
4.89 out of 5 average rating, 36 reviews