Chesapeake City County mountain rentals

We found 2 mountain rentals — enter your dates for availability

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November 2025

December 2025

Find the best place to stay - Chesapeake City County

Showing deals for: 16 Feb - 19 Feb

Premier Host

Roomy and Cozy 3-bedroom home in Chesapeake near everything.

Sleeps 6 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$470 per night

includes taxes & fees

Premier Host

Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees

Sleeps 6 · 1 bedroom · 1 bathroom

for 3 nights, 1 room

NZ$290 per night

includes taxes & fees

Single family brick home in a quiet neighborhood. Great for walking the dogs.

Premier Host

3-bedroom home away from home in fabulous Chesapeake, Virginia.

Sleeps 6 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$448 per night

includes taxes & fees

Premier Host

Country Escape Home in the Woods- Chesapeake, VA

Sleeps 6 · 3 bedrooms · 1 bathroom

for 3 nights, 1 home

NZ$309 per night

includes taxes & fees

Premier Host

Comfortable & Private 2 Bedrm Cottage w/ King bed.

Sleeps 5 · 2 bedrooms · 1 bathroom

for 3 nights, 1 cottage

NZ$385 per night

includes taxes & fees

Find spaces that suit your style

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Condo/Apartment

Mountain Rentals in Chesapeake City County

Mountain Rentals in Chesapeake

Find the best place to stay - Chesapeake City County

Roomy and Cozy 3-bedroom home in Chesapeake near everything.

Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees

3-bedroom home away from home in fabulous Chesapeake, Virginia.

Country Escape Home in the Woods- Chesapeake, VA

NICE GETAWAY IN CHESAPEAKE

Comfortable & Private 2 Bedrm Cottage w/ King bed.

Find spaces that suit your style

Mountain Rentals in Chesapeake City County

Holiday Rental options in Chesapeake City County