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Search results; Over 1,000 homes in Chesapeake

Top guest favourite
Guest suite in Chesapeake
Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!
Studio, 4 beds, 1 private bathroom
27 Sept – 2 Oct
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4.97 out of 5 average rating, 387 reviews
Top guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.93 out of 5 average rating, 60 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, 120 reviews
Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4 bedrooms, 4 queen beds, 2 bathrooms
2–7 Aug
4.92 out of 5 average rating, 84 reviews
Top guest favourite
Guest house in Chesapeake
Country Escape - Next DOOR - Hidden Gem
1 bedroom, 4 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 82 reviews
Top guest favourite
Home in Chesapeake
Cook's Country Escape - Cozy Retreat
3 bedrooms, 4 beds, 1 bathroom
8–13 Aug
4.96 out of 5 average rating, 138 reviews
Townhouse in Chesapeake
The Cove House
4 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
Guest favourite
Townhouse in Chesapeake
Family friendly townhouse
3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
4.9 out of 5 average rating, 186 reviews
Guest favourite
Home in Chesapeake
Simply Amazing in Chesapeake
3 bedrooms, 4 beds, 2.5 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 40 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, 241 reviews
Home in Portsmouth
Stunning Parkview Hideaway | Steps to Downtown
3 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Place to stay in Chesapeake
Private, Spacious Studio Apartment, Bathroom
2 beds, 1 bathroom
11–16 Aug
4.9 out of 5 average rating, 232 reviews
Top guest favourite
Home in Portsmouth
Hidden Gem.4/bedroom cozy home fenced in yard
4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 104 reviews
Guest favourite
Home in Chesapeake
Cowbell Cottage
3 bedrooms, 7 beds, 1 bathroom
19–24 Aug
4.89 out of 5 average rating, 35 reviews
Guest favourite
Room in Chesapeake
White room
1 bed, 1 bathroom
8–13 Aug
4.89 out of 5 average rating, 37 reviews
Top guest favourite
Guest suite in Chesapeake
Sweet Suite!
1 bedroom, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 665 reviews
Superhost
Home in Norfolk
NEW Cottage Style Family Getaway - Near DT Norfolk
4 bedrooms, 4 beds, 2 bathrooms
30 Jul – 4 Aug
New place to stay
Room in Norfolk
The Velvet Anchor | Camellia Room: Warm & Bright
1 double bed, No bathroom
26–31 Jul
New place to stay
Guest favourite
Flat in Portsmouth
Private Boutique Apt •W/D• Near Casino & Downtown
2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.92 out of 5 average rating, 24 reviews