Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Chesapeake
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Chesapeake
Over 1,000 homes in Chesapeake
Top guest favourite
Guest favourite
Flat in Chesapeake
Entire Apartment - No Cleaning Fees!
1 bedroom
,
·
1 bed
,
·
1 private bathroom
22–27 Aug
22–27 Aug
$982 SGD
Show price breakdown
for 5 nights
$982 SGD for 5 nights
,
·
4.97 out of 5 average rating, 108 reviews
4.97 (108)
Top guest favourite
Guest favourite
Guest suite in Chesapeake
Beautiful Two Bedroom King Bed Guest House
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
5–10 Jul
5–10 Jul
$2,018 SGD
Show price breakdown
for 5 nights
$2,018 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 180 reviews
4.99 (180)
Top guest favourite
Guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
22–27 Aug
22–27 Aug
$1,728 SGD
Show price breakdown
for 5 nights
$1,728 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 52 reviews
4.92 (52)
Guest favourite
Guest favourite
Townhouse in Chesapeake
Tasha's Townhouse *King, Queen, Twin*
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
24–29 Aug
24–29 Aug
$1,529 SGD
Show price breakdown
for 5 nights
$1,529 SGD for 5 nights
Pay $0 today
Free cancellation
4.85 out of 5 average rating, 235 reviews
4.85 (235)
Apartment in Chesapeake
Entire apartment in Chesapeake, Virginia
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
16–21 Aug
16–21 Aug
$1,415 SGD
Show price breakdown
for 5 nights
$1,415 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Home in Chesapeake
2 Master Suites, Sleeps 6-8, King bed, 2.5 baths
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
12–17 Jul
12–17 Jul
$1,980 SGD
Show price breakdown
for 5 nights
$1,980 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 97 reviews
4.96 (97)
Guest favourite
Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4 bedrooms
4 bedrooms
,
·
4 queen beds
4 queen beds
5–10 Jul
5–10 Jul
$2,064 SGD
Show price breakdown
for 5 nights
$2,064 SGD for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 79 reviews
4.91 (79)
Guest house in Chesapeake
A Peaceful Oasis
1 bedroom
1 bedroom
,
·
1 bed
1 bed
10–15 Aug
10–15 Aug
$994 SGD
Show price breakdown
for 5 nights
$994 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Flat in Chesapeake
Blissful Nook @ Washington
1 bedroom
1 bedroom
,
·
1 bed
1 bed
27 Jul – 1 Aug
27 Jul – 1 Aug
$1,086 SGD
Show price breakdown
for 5 nights
$1,086 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 118 reviews
4.97 (118)
Superhost
Superhost
Townhouse in Chesapeake
Waterfront Oasis: Fishing Pier, Pool, Beach Access
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
10–15 Jul
10–15 Jul
$3,375 SGD
$2,908 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favourite
Guest favourite
Home in Chesapeake
Cowbell Cottage
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
14–19 Aug
14–19 Aug
$1,801 SGD
Show price breakdown
for 5 nights
$1,801 SGD for 5 nights
Pay $0 today
Free cancellation
4.9 out of 5 average rating, 30 reviews
4.9 (30)
Guest favourite
Guest favourite
59
Reviews
4.8
Stars
Rating
5
Years hosting
Room in Chesapeake
Enjoy your Rest...
1 queen bed
1 queen bed
1–6 Jul
1–6 Jul
$574 SGD
Show price breakdown
for 5 nights
$574 SGD for 5 nights
Pay $0 today
Free cancellation
4.8 out of 5 average rating, 59 reviews
4.8 (59)
Guest favourite
Guest favourite
Townhouse in Chesapeake
Family friendly townhouse
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
25–30 Jul
25–30 Jul
$1,633 SGD
Show price breakdown
for 5 nights
$1,633 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 183 reviews
4.9 (183)
Guest house in Chesapeake
Château de Li
1 bedroom
1 bedroom
,
·
1 sofa bed
1 sofa bed
1–6 Jul
1–6 Jul
$973 SGD
Show price breakdown
for 5 nights
$973 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Flat in Chesapeake
2BR Self Check-in, Fast Wi-Fi
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
6–11 Jul
6–11 Jul
$1,815 SGD
Show price breakdown
for 5 nights
$1,815 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 63 reviews
4.94 (63)
Top guest favourite
Guest favourite
Guest house in Chesapeake
Country Escape - Next DOOR - Hidden Gem
1 bedroom
1 bedroom
,
·
4 beds
4 beds
18–23 Jul
18–23 Jul
$1,035 SGD
Show price breakdown
for 5 nights
$1,035 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 80 reviews
4.99 (80)
Guest favourite
Guest favourite
Flat in Portsmouth
Private Boutique Apt •W/D• Near Casino & Downtown
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
2–7 Aug
2–7 Aug
$887 SGD
Show price breakdown
for 5 nights
$887 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Top guest favourite
Guest favourite
Flat in Chesapeake
Modern Luxury Peace & Quiet.
1 bedroom
1 bedroom
,
·
2 beds
2 beds
12–17 Jul
12–17 Jul
$2,533 SGD
Show price breakdown
for 5 nights
$2,533 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 185 reviews
4.99 (185)
Superhost
Superhost
Home in Chesapeake
Chesapeake Comfort
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
21–26 Jul
21–26 Jul
$1,751 SGD
Show price breakdown
for 5 nights
$1,751 SGD for 5 nights
Pay $0 today
Free cancellation
4.71 out of 5 average rating, 7 reviews
4.71 (7)
1
2
3
4
…
15