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Holiday rentals in Chesapeake

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Top-rated holiday rentals in Chesapeake

Guests agree: these stays are highly rated for location, cleanliness, and more.

Spacious  In Law Master Suite
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bathroom

Spacious In Law Master SuiteBeautiful private in law suite with private bathroom in the suburbs of Chesapeake close to the interstate, military bases, restaurants & malls. Short drive to Virginia Beach.

One bedroom in a single family house with home gym
Private room · 2 guests · 0 beds · 1 shared bathroom

One bedroom in a single family house with home gymEnjoy easy access to everything from this perfectly located home base. Less than 15 miles to Virginia Beach Towne Center, the oceanfront and downtown Norfolk. Close access to I-64, about 20 min from Norfolk International Airport, Norfolk Premium Outlets and IKEA. Driveway parking on a dead end street with a community park about 200 feet away from the front door. Neighborhood is family friendly for biking/running/walking. Close to grocery stores and restaurants. Please note: I do have a 60lb dog

Sweet Suite!
SUPERHOST
Entire guest suite · 4 guests · 4 beds · 1.5 bathrooms

Sweet Suite!Private attached MOTHER IN LAW suite (not the whole house) in an quiet neighborhood in the heart of Hampton Roads. We offer keyless entry and a private parking space, private pool and backyard grill area. All are welcome here, including pets. We ask that you tell us if you are bringing a pet(s) and I'll message you about the added pet fee. We are minutes away from all major attractions and less than 5 minutes from major highways. Our location gives you easy access to the Outer Banks.

Holiday rentals for every style

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Popular amenities for Chesapeake holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chesapeake

  1. Private room
  2. Norfolk
Beautiful private room centrally located-Norfolk
  1. Entire residential home
  2. Portsmouth
Homey 1st Floor Apartment in Parkview
SUPERHOST
  1. Private room
  2. Norfolk
Charming Bedroom in Historic House!
  1. Entire rental unit
  2. Suffolk
Brand New 1 Bedroom minutes from VA Beach!
SUPERHOST
  1. Private room
  2. Chesapeake
Captain's Quarters-Pool Side Private Studio Apt
SUPERHOST
  1. Entire guest suite
  2. Chesapeake
King Guest Suite - A TOGAR Family Vacation Rental
  1. Entire residential home
  2. Norfolk
Cozy Colonial Home Close to Downtown and the Beach
SUPERHOST
  1. Entire guest suite
  2. Virginia Beach
Private entrance Suite
SUPERHOST
  1. Private room
  2. Portsmouth
Cozy private room in beautiful waterfront house
SUPERHOST
  1. Entire guest suite
  2. Virginia Beach
Casa Blanca / A Bohemian Escape / Luxury Suite
SUPERHOST
  1. Entire guest house
  2. Chesapeake
Beautiful and Chic, One Room Studio Apartment
SUPERHOST
  1. Entire guest house
  2. Norfolk
Private Guesthouse, Ghent/Downtown near ODU, EVMS

Top-rated things to do in Chesapeake

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