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Chesapeake House Rentals

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    Don't let other travellers get your favourite Chesapeake area holiday rental. You're so close to securing your perfect getaway. Book today.
    16 Matching Rentals in the Chesapeake AreaView all 28 rentals
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    Chesapeake Bay 'BigBay' Beach House1 / 19
    (20)Excellent
    Chesapeake
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 15 kilometres of Chesapeake.
    Beachfront Bluez    the Oceans Melody1 / 32
    (5)Excellent
    Norfolk
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    'Beauty and the Beach'1 / 29
    (1)Excellent
    Norfolk
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Norfolk
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Patio
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy the Chesapeake Bay Beaches. Walk out your Back Door directly onto the sandy beaches. No streets to cross, just climb the Dune and you are there!. Enjoy our Historic Rustic Home built in the early 1900's. Throw away your shoes and enjoy the sandy beaches and the hardwood floors of our...
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    Location Information
    23503, Norfolk, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Norfolk
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Balcony
    • Patio
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The unit is currently being Furnished. As this is my 4th Unit, it will be furnished very comfortably and beautiful. The bedding will be a Brand New Pillow Top Mattress for ultimate comfort! This unit is Ocean Front or should I say Bay Front!! You will love this freshly updated, freshly...
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    Location Information
    23503, Norfolk, Virginia
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Norfolk
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Secure Parking
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This comfortable three bedroom house is located in a quiet neighborhood. The house has a real homely feel to it. Newly renovated to put you in a mellow mood while relaxing in a fresh new look. All in all a great living area, with a fully equipped kitchen, two Queen sized beds, two singles (+one...
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    Location Information
    23503, Norfolk, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Relaxing Chesapeake Bay Home for Rent1 / 18
    (1)Excellent
    Norfolk
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Secure Parking
    • Washer
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 January 2018
    What a fabulous vacation for our three generations! The main living area was large enough for us to gather and spend time together. We ate nearly every meal on the porch...
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    About this property
    Come enjoy our beautiful five bedroom home within steps to the Chesapeake Bay. Huge master bedroom and expansive views of the bay. Opening living space, with three large out door decks. Please visit Vacation Rental By Owner to book. Property number 717981. Fish, Hunt for Shells, or just walk...
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    Location Information
    23518, Norfolk, Virginia
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Norfolk
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Balcony
    • Central Heating
    • Terrace
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Coastal Virginia at it's best! This beautiful, big beach house sits right on the dune and Chesapeake Bay! With 5 bedrooms (1 King, 5 queen, 4 baths, two dining room tables seating 12 plus bar seating, and fully equipped kitchen this is a perfect family get together! The porches, decks and...
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    Location Information
    23503, Norfolk, Virginia
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    *New Listing for 20171 / 20
    (1)Excellent
    Norfolk
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Parking
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that the pictures show the house unfurnished. However updated pictures will be uploaded as soon as possible. Great home for the summer season. This home is fully furnished ready to receive you and your family! Great open floor plan for entertaining along with enough room for...
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    Location Information
    23518, Norfolk, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Caicos Cottage    a beach lovers dream1 / 40
    (2)Very good
    Norfolk
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Grill
    • Waterfront
    • Ocean Views
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Similar to the islands of Turks & Caicos it is named after, this home may not be the largest in its region, but more than makes up for it with the awesomeness and uniqueness of its experience. This updated Cottage style respite, is nestled directly on the beach (literally), on a million...
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    Location Information
    23518, Norfolk, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Norfolk
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Internet Access
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come visit this lovely bayside Norfolk vacation rental townhome, ideally settled within close walking distance of the Chesapeake Bay. With 3 bedrooms, 3.5 baths, and a prime location near ample major Virginia attractions, including Ocean View Pier, Ocean View Golf Course, Norfolk's downtown and...
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    Location Information
    23503, Norfolk, Virginia
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Norfolk
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Washer
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy 2-BR/1-BA 1924 Bungalow waterfront property with deep dock and pier access. Walking distance to neighborhood shops and restaurants. Within walking distance to ODU Campus. Full eastern waterfront exposure as you awaken to sunlit bedroom to plan your day on the water. Use of (2) kayaks to...
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    Location Information
    23508, Norfolk, Virginia
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Norfolk
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Apartment is 2 blocks from the beach. You’ll love it because of the new pillow-top comfy bed, the kitchen, and the condo is modern and cozy. It's a comfortable one bedroom end unit and the master sleeps two, but the futon pulls out to sleep another two. It's good for couples, solo adventurers,...
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    Location Information
    23518, Norfolk, Virginia
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    *Waterfront**10 Mile View**Hot Tub**Pet Friendly**1 / 31
    (1)Excellent
    Norfolk
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2016
    Very nice house. On the water looking at a marina & across the river is a Naval yard with aircraft carriers, destroyers, and daily helicopters practicing. Even a seal...
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    About this property
    This house has waterfront views from every Room! Crabbing/fishing off large deck, (1 of 4 decks) Owned/managed by military veteran, (thanks for your support)! **Sail boat races on Thursday can be seen from the decks & giant ships! **BEACHES ** 50 steps behind home is a small community beach, 3...
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    Location Information
    23503, Norfolk, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Norfolk
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Ocean Views
    • Air Conditioning
    • Parking
    • Private Garden
    • Waterfront
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    I am offering a completely separate and private suite for guests who are traveling light and do not need a large space. This room consists of one large room, one full bathroom and one kitchenette area. The kitchen consists of a small refrigerator, microwave, coffee maker and toaster - All the...
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    Location Information
    23503, Norfolk, Virginia
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Cozy Mother-in-Law Suite1 / 7
    (1)Excellent
    Norfolk
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 November 2016
    After my trip from Dallas it was nice to walk in to a place that felt just like home even for such a short stay. Very well kept, clean and fresh. I would definitely recommend...
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    About this property
    This carefree suite is fully furnished for a comfortable experience. We provide all bed and bath linens for your convenience. just bring your bags and the rest is waiting for you. Our suite offers a quiet beach environment... but for those wanting a night on the town....the Virgina Beach Boardwalk...
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    Location Information
    23518, Norfolk, Virginia
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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