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Search results; Over 1,000 homes in Chesapeake

Top guest favourite

Guest suite in Chesapeake

Beautiful Two Bedroom King Bed Guest House

2 bedrooms, 2 beds, 1 private bathroom

14–19 Aug

$2,200 SGD for 5 nights

,

4.99 out of 5 average rating, 183 reviews

Top guest favourite

Home in Chesapeake

Quiet 3/2 beautiful Chesapeake

3 bedrooms, 4 beds

13–18 Sept

$1,687 SGD for 5 nights

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Free cancellation

4.93 out of 5 average rating, 58 reviews

Guest favourite

Home in Chesapeake

Comfy House! The Perfect Getaway

4 bedrooms, 4 queen beds

12–17 Jul

$2,440 SGD for 5 nights

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Free cancellation

4.91 out of 5 average rating, 81 reviews

Guest favourite

Townhouse in Chesapeake

Waterfront Oasis: Fishing Pier, Pool, Beach Access

3 bedrooms, 3 beds

10–15 Aug

Extended stay discount

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Free cancellation

5.0 out of 5 average rating, 7 reviews

Guest favourite

Townhouse in Chesapeake

Tasha's Townhouse *King, Queen, Twin*

3 bedrooms, 3 beds

10–15 Aug

$1,402 SGD for 5 nights

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Free cancellation

4.85 out of 5 average rating, 238 reviews

Guest favourite

Townhouse in Chesapeake

Family friendly townhouse

3 bedrooms, 4 beds

25–30 Jul

$1,683 SGD for 5 nights

4.9 out of 5 average rating, 185 reviews

Guest favourite

Home in Chesapeake

Cowbell Cottage

3 bedrooms, 7 beds

14–19 Aug

$1,693 SGD for 5 nights

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Free cancellation

4.88 out of 5 average rating, 32 reviews

Guest favourite

Apartment in Chesapeake

Entire apartment in Chesapeake, Virginia

2 bedrooms, 2 queen beds

23–28 Aug

$1,287 SGD for 5 nights

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Free cancellation

5.0 out of 5 average rating, 7 reviews

Top guest favourite

Guest suite in Chesapeake

Sweet Suite!

1 bedroom, 2 beds

27 Sept – 2 Oct

$693 SGD for 5 nights

4.95 out of 5 average rating, 662 reviews

Top guest favourite

Home in Chesapeake

Cook's Country Escape - Cozy Retreat

3 bedrooms, 4 beds

8–13 Aug

4.96 out of 5 average rating, 137 reviews

Guest favourite

Home in Chesapeake

2 Master Suites, Sleeps 6-8, King bed, 2.5 baths

2 bedrooms, 3 beds

12–17 Jul

$1,973 SGD for 5 nights

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Free cancellation

4.96 out of 5 average rating, 100 reviews

Superhost

Home in Portsmouth

3 BR Oasis on the River! 8 Min to Casino!

3 bedrooms, 3 queen beds

19–24 Jul

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Free cancellation

4.83 out of 5 average rating, 65 reviews

Home in Chesapeake

Premium Comfort Home

3 bedrooms, 4 beds

19–24 Jul

$1,539 SGD for 5 nights

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Free cancellation

4.61 out of 5 average rating, 18 reviews

Top guest favourite

Guest house in Chesapeake

Country Escape - Next DOOR - Hidden Gem

1 bedroom, 4 beds

20–25 Jul

4.99 out of 5 average rating, 81 reviews

Superhost

Home in Portsmouth

Cozy Modern Retreat, Peaceful Stay Near Everything

4 bedrooms, 6 beds

25–30 Jul

$2,745 SGD for 5 nights

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Free cancellation

4.83 out of 5 average rating, 12 reviews

Superhost

Place to stay in Chesapeake

Private, Spacious Studio Apartment, Bathroom

2 beds

12–17 Jul

$570 SGD for 5 nights

4.9 out of 5 average rating, 228 reviews

Guest favourite

Home in Chesapeake

Simply Amazing in Chesapeake

3 bedrooms, 4 beds

31 Aug – 5 Sept

$2,437 SGD for 5 nights

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Free cancellation

4.97 out of 5 average rating, 39 reviews

Guest favourite

Rooms in Virginia Beach

Home Sharing: Luxurious 3600SF 6BR 4BA home

5 bedrooms, 8 beds

24–29 Aug

$4,912 SGD for 5 nights

4.86 out of 5 average rating, 229 reviews

Guest favourite

Room in Virginia Beach

HIPPY ROOM ESCAPE

2 double beds

12–17 Jul

$709 SGD for 5 nights

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Free cancellation

4.89 out of 5 average rating, 207 reviews