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Search results; Over 1,000 homes in Chesapeake

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, 86 reviews
Top guest favourite
Home in Chesapeake
Cook's Country Escape - Cozy Retreat
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 141 reviews
Top guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.94 out of 5 average rating, 64 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, 673 reviews
Guest favourite
Townhouse in Chesapeake
Tasha's Townhouse *King, Queen, Twin*
3 bedrooms, 3 beds, 2 bathrooms
30 Sept – 5 Oct
4.85 out of 5 average rating, 246 reviews
Top guest favourite
Flat in Chesapeake
Blissful Nook @ Washington
1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
4.98 out of 5 average rating, 122 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, 192 reviews
Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4 bedrooms, 4 queen beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 88 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
Guest favourite
Room in Chesapeake
White room
1 king bed, 1 bathroom
23–28 Aug
4.9 out of 5 average rating, 39 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, 310 reviews
Guest favourite
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, 5 reviews
Top guest favourite
Room in Norfolk
The Velvet Anchor | Meridian Room: Moody & Soulful
1 double bed, No bathroom
7–12 Sept
5.0 out of 5 average rating, 11 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 Sept
4.97 out of 5 average rating, 392 reviews
Guest favourite
Home in Chesapeake
Cowbell Cottage
3 bedrooms, 7 beds, 1 bathroom
6–11 Oct
4.86 out of 5 average rating, 37 reviews
Guest favourite
Home in Chesapeake
Simply Amazing in Chesapeake
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 40 reviews
Guest favourite
Home in Chesapeake
2 Master Suites, Sleeps 6-8, King bed, 2.5 baths
2 bedrooms, 3 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 104 reviews
Guest favourite
Flat in Portsmouth
Private Boutique Apt •W/D• Near Casino & Downtown
2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
4.89 out of 5 average rating, 27 reviews