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Holiday Rentals with Pools in Garrett County

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    Travellers to Garrett County are booking August dates now. Secure your holiday rental today, and have the perfect trip.
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    1 / 37
    5 of 5 stars (1) Excellent
    McHenry
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    McHenry
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    1 / 35
    McHenry
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    1 / 37
    4 of 5 stars (2) Very good
    Oakland
    10 Bedrooms / 10 Bathrooms / Sleeps 34
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    • Private Outdoor...
    • Hot Tub
    • Fireplace
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • ?
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    About this property
    Looking for a royal retreat? With 17,000 sq. ft., The Herrington will make you will feel as if you were living in a castle. From the circular driveway, beauti ful estate, and 11 acre lake, to the grand entryway, ballroom, and elaborate pool room, attention to detail and luxury are spread throughout... View all property information
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    Location Information
    Oakland, Garrett County 21550
    3 of 5 stars Reviewed 20 March 2015
    This was my second time staying at this house and I must say that I was disappointed both times. Although it is a very beautiful house, it has many maintenance problems that need...
    5 of 5 stars Reviewed 30 June 2014
    I can't believe there are no reviews on this property. So feel inclined to make one. I've visited Deep Creek several times now, and absolutely love renting through Railey...
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    $423
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    1 / 10
    5 of 5 stars (1) Excellent
    McHenry
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    Amenities & Details
    • Parking
    • Water Views
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Grill
    • Shared Outdoor Pool...
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Community: DC Highlands Prepare to indulge in the luxury that is Vista Emmanuel! The warm and welcoming Great Room boasts gleaming hardwood floors, cathedral ceilings, and a massive stone fireplace. The perfect setting for an evening spent gathering with friends and family! Imagine watching... View all property information
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    Location Information
    McHenry, Garrett County 21541
    5 of 5 stars Reviewed 21 August 2014
    We recently sold our 'mirror image' Overlook place, and we miss it so much we decided to rent Vista Emmanuel this year. We absolutely loved the unit, it's views, and the...
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    $243
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    1 / 8
    5 of 5 stars (4) Excellent
    Oakland
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • TV
    • Grill
    • DVD Player
    • Fireplace
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Community: Red Run Bedding: King, Queen, Bunk & Bunk Tucked in the western end of the lake, off a quiet cove, sits the Red Run Condominiums. This condo is equipped with a flat screen TV, a fully stocked kitchen, wood fireplace, and lake access with a dock slip. Not to mention the community access... View all property information
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    Oakland, Garrett County 21550
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    $581
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    1 / 9
    4.5 of 5 stars (3) Very good
    McHenry
    5 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Grill
    • Air Conditioning
    • TV
    • Shared Outdoor Pool...
    • Hot Tub
    • DVD Player
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Community: DC Highlands Bedding: King, King, Queen, Queen, Duobunk, Twin Rollaway, Queen Sleeper Sofa Welcome back friends & family and prepare once again to experience an unforgettable Deep Creek vacation. Glass Mountain Lodge is a s supreme mountain home that rests on top of Wisp Mountain in the... View all property information
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    McHenry, Garrett County 21541
    5 of 5 stars Reviewed 5 March 2015
    Glass Mountain Lodge made for a cozy little stay while providing us with more than enough entertainment to keep busy and a perfect location to boot. Taylor-Made was very...
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    $646
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    1 / 10
    5 of 5 stars (2) Excellent
    McHenry
    5 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Water Views
    • TV
    • Fireplace
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Community: DC Highlands Bedding: King, King, King, King, Queen, Queen Sleeper Sofa, 2 Twin Air Mattresses Welcome to Highlands, an astounding 5 bedroom log home that will easily surpass your every expectation! Prepare to be dazzled when you step into the foyer and take in the majestic Great Room.... View all property information
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    Location Information
    McHenry, Garrett County 21541
    5 of 5 stars Reviewed 10 March 2015
    Wonderful, large, well maintained log home. Gated community in a private setting. Ample room for our extended family and friends gathered to celebrate college graduation. Well...
    5 of 5 stars Reviewed 1 June 2014
    A lovely house with a perfect view of the lake. Plenty of space to spread out, wifi and directTV. 10 minutes to local grocery store, dining options, and Wisp.
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    $646
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    1 / 24
    4.5 of 5 stars (13) Very good
    McHenry
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • DVD Player
    • Water Views
    • Air Conditioning
    • Grill
    • Garage
    • Shared Outdoor Pool...
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Community: DC Highlands Bedding: King, King, King, King, King, Queen Sleeper Sofa This is your chance to enjoy one of Deep Creek’s greatest treasures! Highland’s Heaven is a stunning five bedroom custom log home that warmly welcomes your family and friends. Located in the prestigious community of... View all property information
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    Location Information
    McHenry, Garrett County 21541
    From
    $581
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    1 / 15
    4.5 of 5 stars (2) Very good
    McHenry
    5 Bedrooms / 4 Bathrooms / Sleeps 13
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Deck
    • Hot Tub
    • DVD Player
    • Water Views
    • Stereo System
    • Shared Outdoor Pool...
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Community: DC Highlands Bedding: King, Queen, Queen, Queen, Double & Twin, Queen Air Mattress Step inside this spectacular log home and be swept away by its beauty. Astounding furnishings, lavish kitchen, fabulous Mexican décor, and the best views of the lake await you at Vista Bonita. Enjoy the... View all property information
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    Location Information
    McHenry, Garrett County 21541
    5 of 5 stars Reviewed 23 July 2014
    What a view!!! Convenient location, comfortable place. Nearby activities for the whole family included coaster ride, zip line, chair lift up the hill - we even rented a pontoon...
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    1 / 32
    5 of 5 stars (1) Excellent
    McHenry
    5 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Water Views
    • Shared Outdoor Pool...
    • Air Conditioning
    • Fireplace
    • Grill
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Community: DC Highlands Bedding: King, Queen, Queen, Queen, Queen, 2 Twins and 2 Duobunks Inspiration is without question when you choose to stay in the exquisite home known as Big Chill. Spend quality family time in the Great Room which showcases lustrous hardwood floors, a massive stone... View all property information
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    Location Information
    McHenry, Garrett County 21541
    From
    $649
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    1 / 23
    4.5 of 5 stars (13) Very good
    McHenry
    5 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • TV
    • Porch
    • Hot Tub
    • Grill
    • DVD Player
    • Fireplace
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Community: DC Highlands Bedding: King, King, King, King & 2 Twins, 2 Duobunks Be swept away by this stone vista perched in the mountains in the DC Highland Community. Hardwood floors, granite counter tops, and two ovens in the kitchen, will be sure to please the culinarian in the family and ensure... View all property information
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    Location Information
    McHenry, Garrett County 21541
    From
    $975
    / Week
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    1 / 12
    McHenry
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool...
    • DVD Player
    • TV
    • Water Views
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lakewood Resorts is situated on premier lakefront minutes from the area’s finest shopping and dining. Each unit features lakefront master bedroom, a stone fireplace in the living room, central air conditioning and more. You'll have just what you need for a great getaway! Take in the full view from... View all property information
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    Location Information
    McHenry, Garrett County 21541
    From
    $975
    / Week
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    1 / 12
    McHenry
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • TV
    • Internet Access
    • Air Conditioning
    • Water Views
    • Shared Outdoor Pool...
    • DVD Player
    • Waterfront
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lakewood Resorts is situated on premier lakefront minutes from the area’s finest shopping and dining. Each unit features lakefront master bedroom, a stone fireplace in the living room, central air conditioning and more. You'll have just what you need for a great getaway! Take in the full view from... View all property information
    Make Enquiry
    Location Information
    McHenry, Garrett County 21541
    From
    $975
    / Week
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    1 / 12
    McHenry
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • DVD Player
    • Waterfront
    • Water Views
    • TV
    • Internet Access
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Lakewood Resorts is situated on premier lakefront minutes from the area’s finest shopping and dining. Each unit features lakefront master bedroom, a stone fireplace in the living room, central air conditioning and more. You'll have just what you need for a great getaway! Take in the full view from... View all property information
    Make Enquiry
    Location Information
    McHenry, Garrett County 21541
    From
    $975
    / Week
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    1 / 10
    McHenry
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Waterfront
    • Water Views
    • Shared Outdoor Pool...
    • TV
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lakewood Resorts is situated on premier lakefront minutes from the area’s finest shopping and dining. Each unit features lakefront master bedroom, a stone fireplace in the living room, central air conditioning and more. You'll have just what you need for a great getaway! Take in the full view from... View all property information
    Make Enquiry
    Location Information
    McHenry, Garrett County 21541
    From
    $975
    / Week
    View Details
    1 / 10
    McHenry
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Air Conditioning
    • Water Views
    • Internet Access
    • TV
    • DVD Player
    • Waterfront
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lakewood Resorts is situated on premier lakefront minutes from the area’s finest shopping and dining. Each unit features lakefront master bedroom, a stone fireplace in the living room, central air conditioning and more. You'll have just what you need for a great getaway! Take in the full view from... View all property information
    Make Enquiry
    Location Information
    McHenry, Garrett County 21541
    From
    $975
    / Week
    View Details
    1 / 5
    McHenry
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Internet Access
    • TV
    • Water Views
    • DVD Player
    • Shared Outdoor Pool...
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lakewood Resorts is situated on premier lakefront minutes from the area’s finest shopping and dining. Each unit features lakefront master bedroom, a stone fireplace in the living room, central air conditioning and more. You'll have just what you need for a great getaway! Take in the full view from... View all property information
    Make Enquiry
    Location Information
    McHenry, Garrett County 21541
    From
    $975
    / Week
    View Details
    1 / 12
    McHenry
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Internet Access
    • TV
    • Shared Outdoor Pool...
    • Water Views
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lakewood Resorts is situated on premier lakefront minutes from the area’s finest shopping and dining. Each unit features lakefront master bedroom, a stone fireplace in the living room, central air conditioning and more. You'll have just what you need for a great getaway! Take in the full view from... View all property information
    Make Enquiry
    Location Information
    McHenry, Garrett County 21541
    From
    $975
    / Week
    View Details
    1 / 12
    McHenry
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool...
    • Internet Access
    • Water Views
    • Waterfront
    • TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lakewood Resorts is situated on premier lakefront on Deep Creek Lake. Enjoy a relaxing stay in one of these thoughtfully decorated town homes. Each one features a Jacuzzi tub in the master suite, a stone fireplace in the living room, and more. Take in the full view from the deck that overlooks Deep... View all property information
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    Location Information
    McHenry, Garrett County 21541
    From
    $975
    / Week
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    1 / 12
    McHenry
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • TV
    • Shared Outdoor Pool...
    • Water Views
    • Internet Access
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lakewood Resorts is situated on premier lakefront minutes from the area’s finest shopping and dining. Each unit features lakefront master bedroom, a stone fireplace in the living room, central air conditioning and more. You'll have just what you need for a great getaway! Take in the full view from... View all property information
    Make Enquiry
    Location Information
    McHenry, Garrett County 21541
    From
    $975
    / Week
    View Details
    1 / 12
    McHenry
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Shared Outdoor Pool...
    • Air Conditioning
    • Waterfront
    • Internet Access
    • Water Views
    • TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lakewood Resorts is situated on premier lakefront minutes from the area’s finest shopping and dining. Each unit features lakefront master bedroom, a stone fireplace in the living room, central air conditioning and more. You'll have just what you need for a great getaway! Take in the full view from... View all property information
    Make Enquiry
    Location Information
    McHenry, Garrett County 21541
    From
    $1,105
    / Week
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    1 / 12
    McHenry
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool...
    • Internet Access
    • Water Views
    • TV
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Lakewood Resorts is situated on premier lakefront minutes from the area’s finest shopping and dining. Each unit features lakefront master bedroom, a stone fireplace in the living room, central air conditioning and more. You'll have just what you need for a great getaway! Take in the full view from... View all property information
    Make Enquiry
    Location Information
    McHenry, Garrett County 21541
    From
    $386
    / Night
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    1 / 17
    5 of 5 stars (2) Excellent
    McHenry
    3 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Hot Tub
    • Fireplace
    • Grill
    • TV
    • Water Views
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Community: DC Highlands Bedding: King, Queen, Double and Bunk, Queen Sleeper Sofa As you look out over the tree tops and survey the panoramic lake and mountain views, you’ll know that Amazing Overlook was the right choice for your Deep Creek Lake vacation. Brilliant scenery will greet you... View all property information
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    Location Information
    McHenry, Garrett County 21541
    5 of 5 stars Reviewed 28 January 2015
    Everything about the rental was seamless. Keyless entry made it so easy for everyone to come and go. House was spotless, comfortable and well stocked with everything we needed...
    5 of 5 stars Reviewed 27 August 2014
    We booked the Amazing Overlook through Taylor-Made Deep Creek Vacations and Sales. They were great to work with and their web site offered a fantastic variety of options. We ended...
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    From
    $432
    / Night
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    1 / 16
    McHenry
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • DVD Player
    • Parking
    • Grill
    • Air Conditioning
    • TV
    • Hot Tub
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Community: DC Highlands Bedding: King, King, King, Queen, Double Roll Away Wind and Water is a truly elegant 4 bedroom home located in the prestigious gated community known as DC Highlands. Gather with friends and family in the Great Room which showcases impressive vaulted ceilings, a massive stone... View all property information
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    Location Information
    McHenry, Garrett County 21541
    From
    $243
    / Night
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    1 / 11
    Oakland
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Fireplace
    • Water Views
    • TV
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Community: Red Run Bedding: King, Queen, 2 Twins Create new vacation memories at Red Run 2A2! This lovely 3 bedroom townhome is ideally set up to entertain family and friends in style and comfort. Fall in love with the Great Room which highlights an impressive stone fireplace and stylish... View all property information
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    Location Information
    Oakland, Garrett County
    From
    $228
    / Night
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    1 / 8
    Oakland
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • TV
    • Fireplace
    • Shared Outdoor Pool...
    • Air Conditioning
    • Water Views
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Community: Red Run Bedding: King, 2 Twins, 2 Twins, Queen Sleeper Sofa Red Run 1A3 is an alluring 3 bedroom condominium located in the desirable Red Run Community. Summer days don't get better than this as you and your guests relish time spent swimming & playing from the nearby beach area or... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $503
    / Night
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    1 / 10
    McHenry
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool...
    • TV
    • DVD Player
    • Water Views
    • Fireplace
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Community: DC Highlands Bedding: Queen and Queen, Queen and Queen, Queen, Queen, Queen, Queen Sleeper Sofa Mountain Lake Villa is a lavish 5 bedroom townhome that will captivate you with its spectacular lake and mountain views. The luxurious and inviting décor flows throughout the 3 levels of... View all property information
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    Location Information
    McHenry, Garrett County 21541