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Search results; Over 1,000 homes in Chesapeake

Top guest favourite

Home in Chesapeake

The Bird’s Nest

4 bedrooms, 4 beds, 2 private bathrooms

1–6 Aug

$2,442 SGD for 5 nights

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4.9 out of 5 average rating, 63 reviews

Top guest favourite

Guest house in Chesapeake

Country Escape - Next DOOR - Hidden Gem

1 bedroom, 4 beds, 1 bathroom

23–28 Aug

$857 SGD for 5 nights

4.99 out of 5 average rating, 83 reviews

Guest favourite

Townhouse in Chesapeake

Tasha's Townhouse *King, Queen, Twin*

3 bedrooms, 3 beds, 2 bathrooms

24–29 Aug

$1,347 SGD for 5 nights

4.85 out of 5 average rating, 242 reviews

Top guest favourite

Home in Chesapeake

Quiet 3/2 beautiful Chesapeake

3 bedrooms, 4 beds, 2 bathrooms

13–18 Sept

$1,482 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 61 reviews

Guest favourite

Home in Chesapeake

Cowbell Cottage

3 bedrooms, 7 beds, 1 bathroom

19–24 Aug

$1,838 SGD for 5 nights

Free cancellation

4.89 out of 5 average rating, 35 reviews

Guest favourite

Townhouse in Chesapeake

Family friendly townhouse

3 bedrooms, 4 beds, 2.5 bathrooms

9–14 Aug

$1,342 SGD for 5 nights

4.9 out of 5 average rating, 189 reviews

Top guest favourite

Flat in Chesapeake

Blissful Nook @ Washington

1 bedroom, 1 bed, 1 bathroom

9–14 Aug

$963 SGD for 5 nights

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

9–14 Aug

$2,119 SGD for 5 nights

Free cancellation

4.91 out of 5 average rating, 85 reviews

Top guest favourite

Guest suite in Chesapeake

Beautiful Two Bedroom King Bed Guest House

2 bedrooms, 2 beds, 1 bathroom

2–7 Aug

$2,012 SGD for 5 nights

4.99 out of 5 average rating, 184 reviews

Guest favourite

Room in Chesapeake

Green room

1 queen bed, 2 bathrooms

9–14 Aug

$406 SGD for 5 nights

Free cancellation

4.78 out of 5 average rating, 63 reviews

Superhost

Townhouse in Chesapeake

Waterfront Oasis with Fenced Yard

3 bedrooms, 4 beds, 2.5 bathrooms

9–14 Aug

$1,962 SGD for 5 nights

4.83 out of 5 average rating, 304 reviews

Top guest favourite

Home in Chesapeake

Cook's Country Escape - Cozy Retreat

3 bedrooms, 4 beds, 1 bathroom

6–11 Sept

$1,142 SGD for 5 nights

4.96 out of 5 average rating, 139 reviews

Top guest favourite

Home in Portsmouth

Hidden Gem.4/bedroom cozy home fenced in yard

4 bedrooms, 5 beds, 2 bathrooms

20–25 Sept

$2,133 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 105 reviews

Townhouse in Chesapeake

The Cove House

4 bedrooms, 4 beds, 2.5 bathrooms

8–13 Aug

$2,352 SGD for 5 nights

4.33 out of 5 average rating, 3 reviews

Top guest favourite

Home in Chesapeake

Spacious Home in Chesapeake | 25 Mins to VA Beach!

4 bedrooms, 4 beds, 2.5 bathrooms

2–7 Aug

$3,013 SGD for 5 nights

4.91 out of 5 average rating, 34 reviews

Townhouse in Moyock

The Moyock Retreat

4 bedrooms, 4 beds, 2.5 bathrooms

18–23 Aug

$1,215 SGD for 5 nights

New place to stay

Guest favourite

Home in Chesapeake

Simply Amazing in Chesapeake

3 bedrooms, 4 beds, 2.5 bathrooms

7–12 Sept

$2,438 SGD for 5 nights

4.98 out of 5 average rating, 40 reviews

Room in Norfolk

The Velvet Anchor | Chelsea Suite: Bohemian Charm

1 queen bed, 1 bathroom

9–14 Aug

$866 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 3 reviews

Superhost

Townhouse in Chesapeake

Waterfront Oasis: Fishing Pier, Pool, Beach Access

3 bedrooms, 3 beds, 2.5 bathrooms

16–21 Aug

Extended stay discount

5.0 out of 5 average rating, 8 reviews