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
$917 SGD
Show price breakdown
for 5 nights
$917 SGD for 5 nights
,
·
4.97 out of 5 average rating, 109 reviews
4.97 (109)
Top guest favourite
Guest favourite
Home in Chesapeake
Quiet 3/2 beautiful Chesapeake
4.93 out of 5 average rating, 55 reviews
4.93 (55)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$1,529 SGD
Show price breakdown
for 5 nights
$1,529 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Chesapeake
Comfy House! The Perfect Getaway
4.91 out of 5 average rating, 81 reviews
4.91 (81)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,060 SGD
Show price breakdown
for 5 nights
$2,060 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Chesapeake
Cook's Country Escape - Cozy Retreat
4.96 out of 5 average rating, 136 reviews
4.96 (136)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
11–16 Jul
11–16 Jul
$1,205 SGD
Show price breakdown
for 5 nights
$1,205 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Chesapeake
Blissful Nook @ Washington
4.97 out of 5 average rating, 119 reviews
4.97 (119)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$1,093 SGD
Show price breakdown
for 5 nights
$1,093 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Guest house in Chesapeake
Country Escape - Next DOOR - Hidden Gem
4.99 out of 5 average rating, 80 reviews
4.99 (80)
,
·
1 bedroom
1 bedroom
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
18–23 Jul
18–23 Jul
$1,033 SGD
Show price breakdown
for 5 nights
$1,033 SGD for 5 nights
Place to stay in Chesapeake
Cozy Room in Chesapeake 1
4.68 out of 5 average rating, 28 reviews
4.68 (28)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
5–10 Jul
5–10 Jul
$519 SGD
Show price breakdown
for 5 nights
$519 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Chesapeake
Cowbell Cottage
4.88 out of 5 average rating, 32 reviews
4.88 (32)
,
·
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
,
·
1 bathroom
1 bathroom
14–19 Aug
14–19 Aug
$1,793 SGD
Show price breakdown
for 5 nights
$1,793 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Apartment in Chesapeake
Entire apartment in Chesapeake, Virginia
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$1,518 SGD
Show price breakdown
for 5 nights
$1,518 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Chesapeake
Beautiful Two Bedroom King Bed Guest House
4.99 out of 5 average rating, 181 reviews
4.99 (181)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$2,014 SGD
Show price breakdown
for 5 nights
$2,014 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Portsmouth
Stunning Parkview Hideaway | Steps to Downtown
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
26–31 Jul
26–31 Jul
$1,877 SGD
Show price breakdown
for 5 nights
$1,877 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Townhouse in Chesapeake
Best Temporary Rental in Chesapeake
4.85 out of 5 average rating, 59 reviews
4.85 (59)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–15 Aug
10–15 Aug
$1,409 SGD
Show price breakdown
for 5 nights
$1,409 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Apartment in Norfolk
Best Price Condo in Downtown Norfolk
4.81 out of 5 average rating, 248 reviews
4.81 (248)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,143 SGD
Show price breakdown
for 5 nights
$1,143 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Townhouse in Chesapeake
Family friendly townhouse
4.9 out of 5 average rating, 183 reviews
4.9 (183)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
25–30 Jul
25–30 Jul
$1,619 SGD
Show price breakdown
for 5 nights
$1,619 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Chesapeake
2 Master Suites, Sleeps 6-8, King bed, 2.5 baths
4.96 out of 5 average rating, 98 reviews
4.96 (98)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
12–17 Jul
12–17 Jul
$1,976 SGD
Show price breakdown
for 5 nights
$1,976 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Townhouse in Chesapeake
Waterfront Oasis: Fishing Pier, Pool, Beach Access
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–15 Jul
10–15 Jul
$3,451 SGD
$2,972 SGD
Show price breakdown
for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
Superhost
Superhost
Flat in Chesapeake
Nyakio Suite
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
7–12 Aug
7–12 Aug
$1,728 SGD
$1,432 SGD
Show price breakdown
for 5 nights
New home discount
Top guest favourite
Guest favourite
Room in Virginia Beach
Private room, 12 min from beach
4.94 out of 5 average rating, 63 reviews
4.94 (63)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$638 SGD
Show price breakdown
for 5 nights
$638 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Portsmouth
Private Boutique Apt •W/D• Near Casino & Downtown
4.94 out of 5 average rating, 17 reviews
4.94 (17)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$885 SGD
Show price breakdown
for 5 nights
$885 SGD for 5 nights
Pay $0 today
Free cancellation
1
2
3
4
…
15