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Westover Family & Kid Friendly Rentals

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    Don't let other travelers get your favorite Westover area vacation rental. You're so close to securing your perfect getaway. Book today.
    20 Matching Rentals in the Westover AreaView all 33 rentals
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    The following rentals are within 20 miles of Westover.
    Barbara's Villa on the Pocomoke River - A Splendid Riverfront Single Family Home1 / 28
    (9)Excellent
    Rehobeth
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Water water everywhere in this gorgeous home1 / 21
    (3)Very good
    Chance
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    15 min. from Chincoteague Island/ 35 min. from Ocean City, MD1 / 7
    (6)Excellent
    Greenbackville, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Secluded Private Mansion Estate's 'Bayhouse'1 / 24
    (1)Excellent
    Marion Station
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 2018
    Excellent service. Great property to vacation with family. Gorgeous view of the bay and off the entire property and surroundings. Great service from the hostess were very...
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    About this property
    Bayhouse is an exclusive private dwelling located near Crisfield, Maryland. It is part of the Kingsbay Mansion Estate and sits on the shores of Coulbourne Creek at the mouth of Tangier Sound on the Chesapeake Bay. This five-bedroom residence contains a cherry paneled great room with large...
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    Marion Station, Maryland 21838
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Horntown, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Children's Pool
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the best of both worlds...Bay, Beach and Ocean by day and camp fire by night with air-conditioned / heated space to escape the elements when needed. Our home is comfy & cozy-newly built 1300 Square foot 2 story air-conditioned/heated home with 3 bedrooms to include 1 king sized bed, 1 queen...
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    Horntown, Virginia 23395
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Greenbackville, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Waterfront
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lakeside is a clean, comfortable single-family home situated on a partially wooded lot that backs up to a wonderful lake. Although the 2 front doors give the appearance of a duplex, it is not! Enjoy your own private vacation home nestled between the tall pines and fresh water lake - perfect for...
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    Greenbackville, Virginia 23356
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Greenbackville, VA
    4 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Parking
    • Waterfront
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're looking for the complete vacation package, look no further! This newly renovated 4 bedroom home features a spacious open floor plan with wall-to-wall sliding doors and windows, allowing natural light to permeate throughout the home. Downstairs you'll find the living room and great room...
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    Greenbackville, Virginia 23356
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 15
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    Horntown, VA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Air Conditioning
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***5375 Hibiscus Drive-Oyster Bay I*** Beautiful canal front home located in private community. Spacious floor plan offers all amenities and boat dock/ramp. Perfect family getaway, Baby Crib available. Offers wireless internet and 5 Beach Bikes. 2 bedroom and 1.5 baths downstairs/2 bedrooms and...
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    Location Information
    Horntown, Virginia 23336
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Marion Station
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Yard
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kingsbay Mansion is the experience of a lifetime for those who seek quiet luxury and executive level service. Each of the five premium suites have appointments that include king beds, stunning furnishings and décor. The West Wing Room actually is a 5 bedroom 3 full bath Quest House with full use of...
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    Marion Station, Maryland 21838
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Snow Hill
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Thank you for your interest in renting the Public Landing Cottage. You've just taken the first step towards finding your perfect hideaway! This could be your home away from home in historic Public Landing Snow Hill, Maryland. Steps away from the picturesque Chincoteague Bay, with a private dock in...
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    Location Information
    Snow Hill, Maryland 21863
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Marion Station
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This private waterfront cottage/chalet can sleep 4 adults. This loft space has a great room with a full gourmet kitchen & new stainless steel appliances and granite counter tops. The vaulted ceiling glows with blue LED lighting that shines from ice blue ceiling beams that extend into the bedroom....
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    Location Information
    Marion Station, Maryland 21838
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Horntown, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***3268 Main Street*** Sit back and relax on the screened porch and watch the sunset over the water. Renovated island home offers waterviews from most rooms. Launch your kayak across the street. Walk to town and firemans carnival. Pet Friendly - Dogs Only Bed Sizes: 1 Queen, 2 Double, 1 Sleep...
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    Location Information
    Horntown, Virginia 23336
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Greenbackville, VA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Terrace
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***6138 Fir Landing*** Located just steps away from Fir Landings Public Boat Launch, this spectacular property is sure to please the boater in your family with its quick and easy access to Little Oyster Bay. 2 first level bedrooms and 2 second level bedrooms, with a large open floor plan makes...
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    Location Information
    Greenbackville, Virginia 23336
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Horntown, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***6321 Captains Lane Unit #303 Sunset Bay Villas*** Beautiful third floor sunset bay condo is new to the rental market this season. Overlooks the Chincoteague Bay and Marina, professionally decorated, fully equipped kitchen with granite counters, master suite with King, second bedroom with queen...
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    Location Information
    Horntown, Virginia 23336
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Greenbackville, VA
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***5121 Deep Hole Rd.*** Newly renovated, charming A-Frame located close to Maddox Blvd. This little gem is perfect for a small family wanting to walk or bike to shopping and fun. With one bedroom and a sleeping loft, this cozy place can accommodate up to 5 people.*** Gas Grill Available*** Bed...
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    Location Information
    Greenbackville, Virginia 23336
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Greenbackville, VA
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • DVD Player
    • Private Indoor Pool
    • Washer
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Brand New Listing!* As one of our finest selections, we're pleased to be able to offer you this fabulous waterfront retreat - 'Cove's Point'! Aptly named, this home is situated at Cockle Point and offers over 200 degree views of the Chincoteague and Horntown Bays. Enjoy the sunrise and sunset -...
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    Location Information
    Greenbackville, Virginia 23356
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Greenbackville, VA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***6346 Chester Park DriveI*** Lovely 4 bedroom, 2.5 bath home located in quiet neighborhood is within walking distance to Maddox Blvd and shopping and restaurants. Home sleeps 8 and has nice back patio, screened in gazebo room, outside shower and large gas grill. This home is providing linens...
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    Location Information
    Greenbackville, Virginia 23336
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Marion Station
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Yard
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kingsbay Waterside Retreat is an elegant, modern, waterfront compound and definitely one of a kind. Located on Maryland’s Eastern Shore, Waterside is situated on the peninsula of Coulbourn Creek at the mouth of the Chesapeake Bay just north of Crisfield Maryland. Recently purchased by the owners of...
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    Location Information
    Marion Station, Maryland 21838
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Deal Island
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Hot Tub
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend time relaxing in the QUIET and Rural fishing community of Deal Island. This quaint cape cod offers large dining room open to the efficient kitchen with all the modern amenities. The living room features a large picture window to view the sunset over the bay, flat screen TV, DVD player and...
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    Deal Island, Maryland 21821
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Horntown, VA
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let your worries float away in the bay as you relax at this 2-bed, 1.5-bath vacation rental home that sleeps 8! This space is an equine dream with direct views of the wild horses on Assateague Island - a view that takes your breath away. If you're not here for the annual Pony Swim, you'll find...
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    Location Information
    Horntown, Virginia 23336
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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