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Holiday Rentals with Pools in Montebello and nearby

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    The following rentals are within 25 kilometres of Montebello, Virginia.

    From
    $168
    / Night
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    1 / 10
    5 of 5 stars (5) Excellent
    Overview Reviews (5)
    From
    $253
    / Night
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    1 / 23
    4.5 of 5 stars (4) Very good
    Tyro
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (4)
    From
    $328
    / Night
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    1 / 36
    5 of 5 stars (5) Excellent
    Wintergreen
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
    Overview Reviews (5)
    From
    $211
    / Night
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    1 / 10
    4.5 of 5 stars (3) Very good
    Wintergreen
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Overview Reviews (3)
    From
    $184
    / Night
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    1 / 23
    5 of 5 stars (1) Excellent
    Overview Reviews (1)
    From
    $161
    / Night
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    1 / 6
    4.5 of 5 stars (2) Very good
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Chalet style. High ceilings and airy feel. Walking distance to all major attractions on mountain. Minutes away by car from breweries and restaurants. Clean and comfortable. A great value for a great get away. View all property information
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    4 of 5 stars Reviewed 2 December 2014
    You can't get a better location at Wintergreen to enjoy winter sports. The house is comfortable and well equipped. Thsi was a last minute thing and Alex (the owner) was super...
    5 of 5 stars Reviewed 25 November 2014
    Awesome rental and the owners are super nice, really enjoyed our stay. Great location, close to everything, including breweries and restaurants. Slopes were very close and had...
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    From
    $174
    / Night
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    1 / 4
    5 of 5 stars (2) Excellent
    Wintergreen
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Revel in this condominium atop the Blue Ridge at award-winning Wintergreen Resort, 45 minutes southwest of Charlottesville, two hours and 45 minutes from Washington. The unit is available for weekly/weekend rentals at super discount rates from the owner. You'll have most amenities of the resort at... View all property information
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    5 of 5 stars Reviewed 9 December 2014
    very nice accomidations. We had plenty to do around us and enjoyed our time there. Condo was nicely furnished.
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    From
    $174
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    1 / 26
    5 of 5 stars (1) Excellent
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Pool Table
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    We are full members of Wintergreen. This means as a guest of our condo you will receive a guest pass (up to 4 guests) to resort amenities that are closed to the public including the Aquatics/Fitness Center; Tennis Courts; Mountain Golf Course etc. (fees apply for these amenities). Mountaintop... View all property information
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    5 of 5 stars Reviewed 2 June 2014
    My husband and I travel all over this beautiful country of ours and around the world. We try to stay in condos whenever possible. Thank you Copelands and Flipkey for making this...
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    From
    $129
    / Night
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    1 / 13
    5 of 5 stars (4) Excellent
    Overview Reviews (4)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Gym
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Top Floor with views, Fireplace, 2 bedroom (queen, double and single), 2 sofa beds, 2 baths, 3 Flat Screen TVs, cable, DVD player, XBOX, Movies, Keurig, WiFi, VOIP, near top of advanced slope, top floor end unit, view, non-smoking Near pool and spa, short walk behind building to access slopes... View all property information
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    5 of 5 stars Reviewed 21 April 2015
    We stayed for a conference at Wintergreen and wanted a "room with a view". The condo has very cute mountain resort decor that my wife fell in love with immediately. The furniture...
    5 of 5 stars Reviewed 11 March 2015
    We had a great time on our recent stay. The kitchen was well stocked as I was able to easily cook three nice dinners. The place is spacious but has a cozy feel. Having the resort...
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    From
    $161
    / Night
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    1 / 33
    5 of 5 stars (10) Excellent
    Overview Reviews (10)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    North Ridge Condos at Wintergreen Resort, VA - top of the mountain near Wintergarden and Black Bear Café. WiFi available along with TV in each bedroom and den. Discount passes available for limited sporting activities. Walking distance to Wintergarden/ Devil's Knob Golf Course/Tennis Courts and... View all property information
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    5 of 5 stars Reviewed 4 March 2015
    This was our first time to Wintergreen and we had the absolute best weekend. The condo was fully stocked with all the comforts of home! Thank you for allowing us this experience.
    5 of 5 stars Reviewed 10 February 2015
    The condo was great, just perfect for our family! The owners were very prompt answering questions. We had a wonderful trip. Would definitely stay here again. Thank you!
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    From
    $707
    / Night
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    1 / 48
    5 of 5 stars (2) Excellent
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This is a really amazing home! It is so perfect for all kinds of groups because it has 3 SERIOUS master suites. You could say it is perfect for 'separate togetherness'. The main floor has the kitchen that overlooks a huge deck right on the 16th tee box of Devils Knob Golf course, a big dinning... View all property information
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    5 of 5 stars Reviewed 2 March 2015
    A beautiful home --lovely furnishings and well stocked with all the necessities. Wonderful manager to work with--responsive and very helpful. Floor plan offers plenty of...
    5 of 5 stars Reviewed 24 February 2015
    Cleanliness: everything was extremely well kept and clean. There were helpful notecards lying around that let us know how to use the large variety or appliances in the house. The...
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    From
    $251
    / Night
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    1 / 11
    4.5 of 5 stars (7) Very good
    Overview Reviews (7)
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Nestled in the heart of Wintergreen, a year round resort, this cozy chalet home is a brief walk to the Mountain Inn, ski slopes, restaurants, shops, and market. The house is conveniently located on a private, wooded lot and offers a view of the mountain ranges during the winter months. On warm... View all property information
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    4 of 5 stars Reviewed 16 October 2014
    We stayed there with our friends. The location is perfect, just a walking distance to all attractions. The house was comfy with good size rooms.
    5 of 5 stars Reviewed 25 August 2014
    We stayed two nights and enjoyed ourselves immensely! The home has plenty of sleeping space with two bathrooms, kitchen, den and mud/laundry room. Comfortable with all the...
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    From
    $161
    / Night
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    1 / 14
    5 of 5 stars (13) Excellent
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Overview Reviews (13)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    **BRAND-NEW KITCHEN & UPDATED BATHROOMS** Welcome to 'Point of View'! Enjoy the beautiful year-round views from our cozy mountain home located directly on the Tyro ski slope. This is a true four-season get-away. In the winter, step out the door, put on your skis and head down the mountain. If... View all property information
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    5 of 5 stars Reviewed 14 April 2015
    Just stayed at the cabin this past weekend and I can't say enough about your place. The view was amazing and the hiking trails were beautiful especially when we got to the...
    4 of 5 stars Reviewed 3 April 2015
    My wife and I were celebrating our Anniversary and this was an awesome cabin to stay in. It was very cozy, the views were amazing, and it was furnished well. We will be back for...
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    $321
    / Night
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    1 / 13
    5 of 5 stars (5) Excellent
    Wintergreen
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (5)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Book now for Spring/Summer vacations! Mother's Day Weekend still available. Inquire about spring discount rates. We have exclusive rights to Wintergreen Resort membership! 3500+sq ft Gorgeous/Custom Built House *** Two Master Bedroom/Bath Suites with flat screen TV's *** FREE Wi-Fi *** FREE... View all property information
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    5 of 5 stars Reviewed 25 June 2014
    I recently rented this home for a bachelorette weekend for a friend who is more the outdoors type then the Vegas type. It was close to our home in Northern Virginia ~3 hours away...
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    From
    $354
    / Night
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    1 / 9
    Middlebrook
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Fiesole Farm is a very special getaway in the Shenandoah Valley in Virginia. The Farmhouse boasts a country chic design on hundreds of bucolic green acres. Better than any B&B or Inn, this Farmhouse is for your private and exclusive use. It is ideal for romantic getaways as well as family... View all property information
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    From
    $122
    / Night
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    1 / 11
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful 2BR/2BA condo on golf course and near ski lodge. The condo has a pull-out sofa (which could sleep an additional person or two) in the living room, a patio overlooking the golf course, and a fireplace (with fire wood provided). Direct TV, wireless DSL, WIFI, and a phone with unlimited... View all property information
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    From
    $418
    / Night
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    1 / 21
    Wintergreen
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Overview
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Housekeeping...
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This is a BRAND NEW HOME to any rental site... that is why there are no reviews. The Hemlock house is secluded and has AMAZING views of the Shenandoah Valley and the George Washington National Park. There are 4 bedrooms 3 & 1/2 bath and 2 living rooms. The top floor has the kitchen and dining... View all property information
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    From
    $244
    / Night
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    1 / 7
    Greenville
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Grill
    • Hot Tub
    • Mountain Views
    • Safe
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Lovely & Cozy log cabin at charming country retreat at a working farm and equestrian center. Cabins are fully furnished and fully stocked with linens,towels, pots, pans, dishes and more. The facility has a full equestrian center, a lake for fishing and canoeing, lots of trails for walking or... View all property information
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    Location Information
    Greenville, Virginia 24440
    From
    $321
    / Night
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    1 / 9
    Wintergreen
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful 5 bedroom, 2 1/2 bath home located in the Blue Ridge Mountains at Wintergreen Resort, Va. We are a four season community, with golf, tennis, swimming, boating, hiking (Appalachian Trail), skiing, ice skating, tubing, horseback riding, wine tasting, and more, located on our near our... View all property information
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    From
    $514
    / Night
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    1 / 5
    Wintergreen
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Wintergreen Retreat is a vacation rental home within the Wintergreen Resort in Virginia, set among the beautiful Blue Ridge Mountains. This brand new charming mountain getaway is nestled on Wintergreen Mountain, just a few hundred yards from gorgeous scenic overlooks – and the perfect retreat... View all property information
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    From
    $107
    / Night
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    1 / 6
    Greenville
    10 Bedrooms, 10 Bathrooms, Sleeps 30 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Mountain Views
    • Ping Pong Table
    • Pool Table
    • Private Fishing...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Charming country retreat in the heart of Virginia Horse country. Lodge style Bed and Breakfast that also has 2 cabins all surrounding a large outdoor pool on a working equestrian center. Beautiful lake, trails, hot tub, game room, delicious breakfast and much more! Family and pet friendly. Perfect... View all property information
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    Location Information
    Greenville, Virginia 24440