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Vacation Rentals in Middletown, VA and nearby

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    All 22 Rentals in the Middletown Area
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    The following rentals are within 30 kilometres of Middletown, Virginia.

    From
    $340
    / Night
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    1 / 17
    5 of 5 stars (6) Excellent
    Fort Valley
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
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    From
    $336
    / Night
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    1 / 24
    4.5 of 5 stars (3) Very good
    Front Royal
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    From
    $360
    / Night
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    1 / 34
    5 of 5 stars (6) Excellent
    Front Royal
    3 Bedrooms / 5 Bathrooms / Sleeps 20
    travellers have booked this property
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    From
    $238
    / Night
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    1 / 11
    5 of 5 stars (4) Excellent
    Winchester
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Step back in time with a stay in the historic, completely renovated Peter Miller house, esta. 1802. It is like having the run of your very own Bed and Breakfast in the heart of historic Old Town Winchester. The three bedroom (1 K, 1 Q & 2 F) home has been restored and furnished with antiques and... View all property information
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    Location Information
    Winchester, Virginia 22601
    5 of 5 stars Reviewed 18 May 2015
    This was our second stay at the Peter Miller house and it was even better this time than the last time. The new king sized bed in the front bedroom is a beautiful addition to the...
    5 of 5 stars Reviewed 14 April 2015
    We walked into this house and promptly fell in love. This historic home is filled with charm, hospitality and beautiful antiques. The bedrooms are spacious and comfortable, the...
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    $171
    / Night
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    1 / 44
    5 of 5 stars (16) Excellent
    Front Royal
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    (To check availability & rates just click the 'Request Booking' button.)                                    Rainbow View Cabin             Warren County Conditional Use Permit 1012●10●01              Member: Shenandoah Lodging & Tourism Alliance... View all property information
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    Location Information
    Front Royal, Virginia 22642
    5 of 5 stars Reviewed 14 November 2014
    We stayed in November 2014 and had a great stay. The property was as advertised and the hot tub was awesome after hiking! Saw a shooting star from the hot tub - would be really...
    4 of 5 stars Reviewed 29 September 2014
    Very well-stocked and appointed cabin with great views and dog-friendly.You need bring only food and drink.Only 15 minutes into Front Royal for restaurants and near a dozen...
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    $421
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    1 / 13
    3 of 5 stars (1) Average
    Berryville
    4 Bedrooms / 2 Bathrooms / Sleeps 16
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Mountain Views
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Union General Philip Sheridan squared off with Confederate General Jubal Early in the Battle of Berryville, the battle line falling along a ridge just behind the spot where this beautifully restored guest house now sits. The Philip Sheridan Cottage is a four-bedroom, two-bath guest house on a... View all property information
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    Location Information
    Berryville, Virginia 22611
    3 of 5 stars Reviewed 6 December 2014
    Very clean and comfortable with well furnished bedrooms. No TV or WiFi. We stayed during a cold weather snap of Thanksgiving 2014 that included snowfall so that we could not...
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    From
    $212
    / Night
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    1 / 10
    Fort Valley
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Way back when all of the cooking was done on a wood burning cookstove, the kitchens would become really hot during the summer. The solution was to cook in a separate building, often times the original dwelling on the property and it was called the summer kitchen. One of the original dwellings on... View all property information
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    Location Information
    Fort Valley, Virginia 22652
    From
    $415
    / Night
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    1 / 2
    Bentonville
    Studio / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy Sapphire Beach Resort where the Sand is as soft as powdered sugar and the views from our balcony are just as sweet. Escape to Paradise and vacation in style and comfort in our completely renovated condominium updated in December 2013. We are located in Building A / Unit A-207 on the... View all property information
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    Location Information
    Bentonville, Virginia 00802
    From
    $360
    / Night
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    1 / 10
    Berryville
    3 Bedrooms / 2 Bathrooms / Sleeps 13
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    John Wayne, the namesake of this quaint guest house, was among many esteemed guests to the Rosemont Estate during its rich 200 year history. The John Wayne Lodge, built in the early 20th century, is surrounded by rare, historic trees and is just a stone's throw from the battle lines of the Battle... View all property information
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    Location Information
    Berryville, Virginia 22611
    From
    $244
    / Night
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    1 / 20
    Winchester
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    We use ALL organic non-scented cleaning products. Our home is within Winchester city limits but has the peacefulness of the country. If it's a quiet safe neighborhood you're looking for you've found it! The perfect spot to rest and regroup amongst nature. Come enjoy the beauty of the Shenandoah... View all property information
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    Location Information
    Winchester, Virginia 22601
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    From
    $482
    / Night
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    1 / 9
    Berryville
    6 Bedrooms / 3 Bathrooms / Sleeps 19
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Confederate General Jubal Early squared off against Union General Philip Sheridan in the Battle of Berryville, fought just a stone's throw away from where this beautifully restored guest house now sits. The Jubal Early Cottage is a six-bedroom, 2.5-bath guest house nestled in a secluded, mostly... View all property information
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    Location Information
    Berryville, Virginia 22611
    From
    $201
    / Night
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    1 / 4
    Berryville
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This is a guest bedroom within the Civil War Union Guest House (also known as the Philip Sheridan Guest Cottage). The bedroom sleeps 2-4 people with a private bath. One queen bed, and one set of single bunk beds. Located in historic Berryville, VA on the site of a Civil War battlefield, and... View all property information
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    Location Information
    Berryville, Virginia 22611
    From
    $226
    / Night
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    1 / 18
    4 of 5 stars (1) Very good
    Rileyville
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    ”It is the marriage of the soul with Nature that makes the intellect fruitful, and gives birth to imagination.” Henry David Thoreau Welcome to Walden! A place that combines the beauty of the natural world with the warmth of a modern cabin. Located on 54 acres along the historic Shenandoah River,... View all property information
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    Location Information
    Rileyville, Virginia 22650
    4 of 5 stars Reviewed 5 August 2014
    My husband and I took out two boys to stay here because they allow dogs-we don't like to leave our furry friend behind. The cabin itself was more like a small house-spacious and...
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    From
    $214
    / Night
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    1 / 11
    Rileyville
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Escape to the beauty of the Blue Ridge Mountains and the sounds of the Shenandoah River. Located just 75 minutes from the Capital Beltway, The Chalet is the perfect getaway for couples, families or a small group of friends (2-6 people). John Muir wrote 'I am in the mountains and the mountains are... View all property information
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    Location Information
    Rileyville, Virginia 22650
    From
    $250
    / Night
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    1 / 14
    Rileyville
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The beautiful Falling Leaf Cabin is nestled between the Massanutten and Blue Ridge Mountains. The secluded cabin sits on 3 wooded acres. Private access to the Shenandoah River is within a 3/4 mile. Whether you are here for a romantic weekend, family gathering or simply to get away from it all,... View all property information
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    Location Information
    Rileyville, Virginia 22650
    From
    $243
    / Night
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    1 / 21
    Front Royal
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Rolling River Farm (com) Private 100 Acre Riverfront Paradise surrounded by water on three sides due to its location on a full bend in the legendary Shenandoah River. -Just one hour from Dulles Airport and the Washington Capitol Beltway -Just one and a quarter hours from Capitol Hill (believe it... View all property information
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    Location Information
    Front Royal, Virginia 22630
    From
    $44
    / Night
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    1 / 19
    Linden
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Blue Ridge Mountain Top Cabin with breathtaking views of the Shenandoah River, Shenandoah Valley, Mountain Ranges, amazing sunsets and bright starry nights. ONLY ACCEPTING MONTHLY RENTALS AT THIS TIME... Only minutes from Fox Meadow, Barrel Oak, Naked Mountain, Chateau O' Brian, Linden... View all property information
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    Location Information
    Linden, Virginia 22642
    From
    $336
    / Night
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    1 / 11
    Toms Brook
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This home is located directly on the Shenandoah River and backs up to the George Washington National Forest. It is located on ten acres and totally private, but just minutes away from many activities. The home was just completed and this is a new listing. When you are sitting on one of the three... View all property information
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    Location Information
    Toms Brook, Virginia 22660
    From
    $71
    / Night
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    1 / 22
    Front Royal
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    **THIS PROPERTY IS AVAILABLE FOR MONTHLY RENTAL OR LONGER** AspenHill Cottage is a charming 3 bedroom 2 full bath home with 2 levels of living space located on 2 acres in the beautiful Shenandoah Valley. It has lovely forest and mountain views overlooking the Shenandoah River Area. The... View all property information
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    Location Information
    Front Royal, Virginia 22630
    From
    $1,190
    / Week
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    1 / 12
    Rileyville
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    “How glorious a greeting the sun gives the mountains!”  ~John Muir Welcome to Sundance! A cabin where these words are never more true. Sundance is located on 54 acres of riverfront property along the banks of the historic Shenandoah River and offers a sweeping western view of the Massanutten... View all property information
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    Location Information
    Rileyville, Virginia 22650
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    From
    $214
    / Night
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    1 / 12
    Front Royal
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Our 9 cabins are located near Front Royal, Virginia, the Canoe Capital of Virginia and where Skyline Drive begins... Only 10 miles from downtown Front Royal and 10 miles off Interstate I-66 – and just 60 miles directly west of Washington, DC. Hot Tub Heaven Vacation Cabins, offer 9 cabins... View all property information
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    Location Information
    Front Royal, Virginia 22630
    From
    $207
    / Night
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    1 / 14
    Rileyville
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Escape to the beauty of the Blue Ridge Mountains and the sounds of the Shenandoah River. Located just 75 minutes from the Capital Beltway, and nestled on six wooded acres in the heart of the Shenandoah Valley, The Cabin is the perfect getaway for couples, families or a small group of friends (2-4... View all property information
    Make Enquiry
    Location Information
    Rileyville, Virginia 22650