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Grimstead Vacation Rentals

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    Don't let other travelers get your favorite Grimstead area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 21 Rentals in Grimstead
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    Grimstead
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Grimstead
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    The following rentals are within 15 miles of Grimstead.
    Irvington
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Charm and Privacy! No Cleaning Fee! Walk to Tides Inn and Downtown Irvington!1 / 16
    (2)Excellent
    Irvington
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Satellite TV
    • Parking
    • DVD Player
    • Washer
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 17, 2016
    This house is very clean, and the yard well groomed. The neighborhood is very quiet, with people walking, who pleasantly greet you in passing. Parking is about 8 or 9 steps from...
    Reviewed May 13, 2016
    The home was very lovely and accommodating for my 2 parents, friend and myself. The large master bedroom is very roomy and on the 1st floor. The bath is updated with a large tub...
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    About this property
    Come unwind and relax at this jewel box of a house in the heart of Irvington, VA! This lovely and stylish home is the perfect place for a romantic getaway, a quiet retreat, a great place to chill after a bike ride or a day of kayaking or golfing. Conveniently located walking distance to almost...
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    Irvington, Virginia 22480
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Historic River Cottage at Glebefield1 / 15
    (2)Excellent
    Ware Neck
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Satellite TV
    • Porch
    • Grill
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 12, 2016
    We very much enjoyed our stay at the cottage. The owner has thought of everything that one might need. The river is just a short walk down the road where one can crab or...
    Reviewed July 4, 2015
    If you are looking for a quiet, calm, scenic place away from the traffic and noise of the city, the cottage at Glebefield is ideal. It is a small two story historic cottage...
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    About this property
    Come and spend your vacation in this quiet, peaceful setting on the Ware River. The estate boasts 290 ft of shoreline. This charming and historic 2 story cottage sits on 7 acres located on the Ware Neck Peninsula. The cottage has hand hewn post and beam constuction dating to approximately 1790....
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    Ware Neck, Virginia 23061
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Irvington
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Porch
    • Washer
    • Internet Access
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designer cottage nestled in the woods offers 3 bedrooms, each with private bath, great room with fireplace, and wonderful screened porch overlooking a small creek in back. It's an easy stroll to the quaint Village of Irvington with shops, restaurants, and Tides Inn Resort nearby. This small...
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    Irvington, Virginia 22480
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    sunset cottage1 / 16
    (2)Excellent
    Gwynn
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Yard
    • Satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Had a great time on the island. The house is beautifully decorated with everything you need. Plenty of room to relax and even had toys for the kids. Would definitely stay there...
    Reviewed May 5, 2017
    Wonderful clean, airy and peaceful setting. Delightful hosts. Tastefully furnished with all the amenities and necessities for a comfortable stay. Bay view and just steps from...
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    About this property
    Guests are sure to enjoy a memorable vacation in this fully furnished, water view property. There are multiple living rooms where you can enjoy your favorite sporting event on tv, or just quiet time. The kitchen is ideal for dining as it is fully equiped with microwave, coffee maker, dish washer,...
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    Gwynn, Virginia 23066
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    My Pan-O-Sea-A  on the Chesapeake Bay.1 / 37
    (9)Very good
    White Stone
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Parking
    • Grill
    • Air Conditioning
    • Waterfront
    • Patio
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    My husband and I spend a quick weekend at My Pan-O-Sea-A and it was just what the doctor ordered! The cottage had everything we needed and then some. Complimentary wine, water...
    Reviewed 2 weeks ago
    My Pan-O-Sea-A has quickly become our family's favorite escape from our busy schedules. This past trip was our second stay this summer and I found leaving even harder than it...
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    About this property
    Our charming French/Italian/Caribbean-style Cottage is right on the Chesapeake Bay. The sound of the waves crashing serenade you to sleep at night and greet you in the morning. Our family nicknamed it "My Pan-O-Sea-A" because it's a panacea for the cares and stresses of a busy world. Here you...
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    Location Information
    White Stone, Virginia 22578
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Seahaven1 / 14
    (1)Excellent
    White Stone
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Waterfront
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2016
    Seahaven was a wonderful getaway for my family. We enjoy every moment: crabbing, relaxing on the beach and outdoor games. The house had everything we needed to cook meals and...
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    About this property
    Secluded location on a seven acre point of land with 1000' of sandy beach plus boat dock. Enjoy bay breezes as you relax in a hammock or Adirondack chairs under the shade trees. Dine alfresco on the large screened porch with dining table or picnic table as you enjoy the commanding view of the...
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    White Stone, Virginia 22578
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Secluded Waterfront Home1 / 6
    (1)Excellent
    White Stone
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Porch
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on a point of land with water on three sides, this nearly new home has 3 bedrooms, 2 full baths and can sleep 9 people. There's even a crib for a little one. The soaring ceiling in the great room provides a loft area with a window overlooking Antipoison Creek. There's a fully equipped...
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    Location Information
    White Stone, Virginia 22578
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Waterfront on Rappahannock River1 / 6
    (1)Very good
    White Stone
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
    • Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The folks at Chesapeake Properties are very nice to work with. Having access to this property allowed me and my kids and grandkids to have time with our extended family who...
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    About this property
    Family vacations are great in this 4 bedroom home on the Rappahannock River at Mosquito Point. Each bedroom has a vanity sink in the room, plus there are 2 full baths. The living room has expansive views of the river, and cable TV. The fully equipped kitchen has a large table for family dining....
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    Location Information
    White Stone, Virginia 22578
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Little Bay Waterfront Home with Private Beach1 / 4
    (1)Very good
    White Stone
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 10, 2014
    The rental was very comfortable and relaxing. The space was very adequate for our group. The enclosed porch is a great place to enjoy the area. However, the best part is the...
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    About this property
    Sandy beach where you can watch the ships on the Chesapeake Bay is at your own back yard. This one-level home offers 3 bedrooms, and two full baths. The living room and dining area face the Bay, and there is a fully equipped kitchen and laundry for your use. Relax in the sun room facing the...
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    Location Information
    White Stone, Virginia 22578
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chesapeake Bay Waterfront Cottage: Pool Pier Wifi1 / 23
    (8)Excellent
    Mathews
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Satellite TV
    • Waterfront
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 1, 2016
    My husband and I stayed at a the charming cottage on the bay called "The Fish House". The area of Mathews County is very peaceful and provides many opportunities for...
    Reviewed August 15, 2016
    The owner went over the top to establish a comfortable, well-stocked facility. If you are a couple with a few days to spare, don't miss this one!
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    About this property
    At Grandview on the Bay, we have two cottages that provide the ultimate for relaxation on Mathews County's Chesapeake Bay VA: the Crab Shack and the Fish House which is our pet-friendly and kid-friendly cottage. We've spent over a decade designing and renovating our property Grandview to give...
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    Location Information
    Mathews, Virginia 23021
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Rigby Retreat on the Chesapeake Bay1 / 18
    (1)Excellent
    Diggs
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Outdoor Dining Area
    • Washer
    • Porch
    • Parking
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 13, 2016
    This place was not fancy but excactly what we needed for our week get away. The local town was close but we seemed to be out in the middle of nowhere when we were there. It was...
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    About this property
    Spend your vacation at Rigby Retreat and enjoy the best overall options! This.3 bedroom, 1 bath cottage on the Chesapeake Bay is accessed via historic Old House Woods Rd, featured in "Ghosts of Virginia". Fully equipped eat-in kitchen, dining room, den, screened front porch, rear deck overlooking...
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    Diggs, Virginia 23045
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Gwynn
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our one bedroom rental is located on a beautiful resort on the Chesapeake Bay. The private bedroom has a queen bed and flat screen TV.The living room features a full size sofa sleeper, an electric fireplace, flat screen TV with DVD & Direct TV, A/C, the kitchen is fully equipped and includes...
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    Location Information
    Gwynn, Virginia 23066
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Mobjack Bay Cottage Overlooking East River & Mobjack Bay1 / 13
    (1)Excellent
    Foster
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 24, 2014
    This cottage was comfortable, modern and clean. We spent our 13th anniversary here and couldn't be a better choice.  Peacefully,  quite, secluded, and best all we felt welcome...
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    About this property
    Cottage, 3 Bedrooms + Convertible bed(s), 2.5 Baths, (Sleeps 6) Location: Mathews, Virginia, USA (centrally located on Virginia’s Middle Peninsula between Virginia Beach and Washington DC). Mathews is a great base for exploring tidewater Virginia --- history, attractions, nature. Mathews...
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    Foster, Virginia 23056
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The LoveShack1 / 13
    (8)Excellent
    White Stone
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Ocean Views
    • Air Conditioning
    • Porch
    • Wi-Fi
    • Waterfront
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Yet another amazing family trip !!!! Thank you Susan & family for such a fantastic place !!!! Can't wait till next year ....God blessed us with this amazing place to bring...
    Reviewed September 17, 2016
    The Love Shack had everything we could ask for. The beach was so beautiful and private. Our dog loved the beach and the water. We spent hours floating on the floats that we...
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    About this property
    LoveShack is a romantic getaway or a perfect small family vacation ! This private beachfront home overlooks the Chesapeake Bay in White Stone, Virginia. Fully updated - 2 Bedrooms,1 bath, greatroom, and wrap around screened porch. From the bed pillows, there are awesome views of beach, water, and...
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    White Stone, Virginia 22578
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Pop Castle- Historic Gem on the Rappahannock River1 / 35
    (2)Excellent
    White Stone
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Waterfront
    • Washer
    • DVD Player
    • Patio
    • Grill
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 19, 2014
    My family of four has just returned from a spring break trip to Pop Castle. We had our two children plus 5 of their friends...7 teenagers in all, and we could have fit more, as...
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    About this property
    "Pop Castle" is a magnificent estate on the Rappahannock River, one mile from the Chesapeake Bay. It is a property entrenched in civil war history, listed on the National Registry of Historic Homes and a registered Virginia Historic Landmark. This 1855 house, flanked by two majestic Oak trees...
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    Location Information
    White Stone, Virginia 22578
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    New Point
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our one bedroom rental features a queen bed in the main bedroom, with a flat screen TV. The living room has a sectional sofa with a sofa sleeper, a flat screen TV with cable and an electric fireplace. There is a carpeted loft area (great for kids!), remember to bring an air mattress or sleeping...
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    Location Information
    New Point, Virginia 23138
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Bohannon
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ​Thank you for visiting Windward Farm. We hope that you will find your stay with us memorable and that you will enjoy the charming surroundings and warm hospitality. Our goal is to provide “home away from home” amenities and a perfect place to get away from the daily rush. Stay with us in the Main...
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    Location Information
    Bohannon, Virginia 23021
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Topping
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Waterfront
    • Washer
    • Parking
    • Private Yard
    • Air Conditioning
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful beach house is located directly on the Rappahannock River with a private beach as well as a private dock - all part of the property. If you like the sun, beach, water, boating, fishing, or just sitting on the porch in the swing reading or sleeping - this house is for you. The house...
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    Location Information
    Topping, Virginia 23169
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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