Search resultsOver 1,000 places in Chesapeake

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Includes all fees, before taxes

Apartment in Chesapeake

Serene Tree House Retreat | Spacious 1br/1bth Home

1 bed

Jun 24 – 29

$122 per night

Guest suite in Chesapeake

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!

4 beds

Jun 3 – 9

$92 per night, originally $104

Superhost

Place to stay in Chesapeake

⚓Welcome Aboard! ⛱️Relaxation awaits!

1 queen bed

Jul 17 – 22

$87 per night

Superhost

Tiny home in Chesapeake

Rural Tiny House in the Edge Of the Woods

1 king bed

Jun 5 – 10

$59 per night, originally $90

Superhost

Room in Chesapeake

Stay with Terisa

Cozy Room in Chesapeake

Jun 3 – 8

$52 per night

11

Reviews

4.73

Rating

1

Month hosting

Guest suite in Chesapeake

Beautiful Two Bedroom King Bed Guest House

2 beds

Jun 2 – 8

$164 per night, originally $286

Superhost

Townhouse in Chesapeake

Tasha's Townhouse *King, Queen, Twin*

3 beds

Jun 17 – 22

$170 per night

Superhost

Room in Chesapeake

Stay with Paul, Military

Spacious Bedroom in a lovely full house

Jun 3 – 8

$44 per night

4

Reviews

4.5

Rating

8

Months hosting

Guesthouse in Chesapeake

The Peaceful Oasis

2 beds

Jun 9 – 14

$150 per night

Room in Chesapeake

Stay with Renee & Peter, Military serviceperson

Cozy, Private Waterfront Studio Peaceful Location!

Jun 2 – 7

$72 per night

Superhost

127

Reviews

4.89

Rating

5

Years hosting

Guest suite in Chesapeake

Sweet Suite!

2 beds

Jul 8 – 13

$135 per night

Superhost

Camper/RV in Chesapeake

Chesapeake Rv escape near Rivers Casino

3 beds

Jun 10 – 16

$72 per night

Townhouse in Chesapeake

"Horizon's Peake" Central Chesapeake's Best Value!

4 beds

Jun 2 – 8

$182 per night, originally $212

Bungalow in Chesapeake

Private and Cozy Bungalow Loaded with Amenities

2 beds

Jul 30 – Aug 4

$121 per night

Apartment in Chesapeake

2 BR With King. ⚡️Fast Wifi. 🔐 Easy Self Check-In.

2 beds

Jun 5 – 10

$169 per night

Superhost

Home in Chesapeake

The Chesapeake Guesthouse

3 beds

Jun 2 – 9

$184 per night

Home in Norfolk

Cozy Brick House Rental. Text me for deals!

5 beds

Jun 8 – 13

$182 per night

Home in Chesapeake

Beauty in your sleep !

3 beds

Jul 18 – 23

$127 per night, originally $144