Search results; 241 places

Top guest favorite
Guest suite in Machipongo
Peaceful Suite in Machipongo
Free cancellation
Jul 5 – 10
R12,252 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 107 reviews
Guest favorite
Loft in Cape Charles
The Cheriton Loft
2 beds
Jul 6 – 11
R11,999 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 243 reviews
Top guest favorite
Place to stay in Machipongo
Smokehouse on the Chesapeake Bay
Free cancellation
Aug 16 – 21
R13,520 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 74 reviews
Guest favorite
Guest suite in Cape Charles
Chesapeake Retreat - Bay view
Free cancellation
Jul 31 – Aug 5
R11,513 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 50 reviews
Top guest favorite
Farm stay in Cape Charles
Private Guesthouse on Secluded Waterfront Farm
Free cancellation
Aug 15 – 20
R20,703 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 383 reviews
Guest favorite
Home in Cape Charles
Fisherman's Getaway
1 bed
Jun 29 – Jul 4
R12,464 ZAR for 5 nights, originally R13,531 ZAR
for 5 nights
5.0 out of 5 average rating, 11 reviews
Top guest favorite
Tiny home in Cape Charles
The Laughing King Retreat Honeymoon Island Cottage
Free cancellation
Aug 24 – 29
R28,202 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 317 reviews
0 of 0 items showing
Page 1 of 3
Show more homes

More stays available for your dates

Top guest favorite
Boutique hotel in Cape Charles
The Laughing King Retreat, Honeymoon Island Suite
Free cancellation
Jul 28 – Aug 2
R23,976 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 258 reviews
Top guest favorite
Treehouse in Machipongo
The Waverly Treehouse
2 beds
Jun 16 – 21
R30,314 ZAR for 5 nights, originally R34,935 ZAR
for 5 nights
4.97 out of 5 average rating, 77 reviews
Top guest favorite
Home in Cape Charles
Hidden Treasure
Free cancellation
Jul 14 – 19
R20,681 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 147 reviews
Guest favorite
Cabin in Cape Charles
Ultimate Cabin Farm Stay Cape Charles
2 beds
Aug 17 – 22
R23,872 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 175 reviews
Top guest favorite
Guest suite in Cape Charles
The Minnow (Lovely studio near beach)
Free cancellation
Aug 17 – 22
R25,350 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 244 reviews
Guest favorite
Home in Cape Charles
"Live Life Sunnyside Up" - Minutes From The Beach!
Free cancellation
Aug 24 – 29
R18,217 ZAR for 5 nights
for 5 nights
4.89 out of 5 average rating, 101 reviews
Guest favorite
Apartment in Cape Charles
Cozy Mermaid Hideaway
2 beds
Jul 7 – 12
R13,287 ZAR for 5 nights, originally R14,940 ZAR
for 5 nights
4.92 out of 5 average rating, 62 reviews
Guest favorite
Farm stay in Cape Charles
Airstream Farm Stay Cape Charles
2 beds
Aug 10 – 15
R19,688 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 213 reviews
Top guest favorite
Tiny home in Machipongo
Machipongo Glamper
Free cancellation
Jan 1 – 6
R9,401 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 313 reviews
Guest favorite
Cottage in Cape Charles
The Crew's Quarters: Steps from the Bay
4 beds
Aug 2 – 7
R23,777 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 27 reviews
Superhost
Home in Cape Charles
“The Reserve Lodge” Fish-Beach-Play-Stay
Free cancellation
Jun 29 – Jul 4
R23,140 ZAR for 5 nights
for 5 nights
4.82 out of 5 average rating, 124 reviews