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Showing 78 Vacation Rentals from Oakland, MD

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Oakland, MD Vacation Rentals:

3 Bedroom Vacation Home in Oakland, MD found at forgetaway.weather.com

3 Bedroom Vacation Home in Oakland, MD

Nightly rate
Property type
Vacation Home
Bedrooms
3
Sleeps
8
Bathrooms
2
Amenities:
Air Conditioning, BBQ, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Hot Tub, Lakefront, Laundry, Microwave, Non-Smoking, Pets OK, Stereo, TV, Utensils, VCR
Activities:
Biking, Boating, Fishing, Golf, Hiking, Horseback Riding, Hunting, Jetskiing, Kayaking, Miniature Golf, Restaurants, Rock Climbing, Rollerblading, Sailing, Shopping, Sightseeing, Snow Skiing, Snowboarding, Snowmobiling, Swimming, Tennis, Water Skiing
Vacation Home Description:
description:Escape today on the perfect getaway at this relaxing three bedroom home. The perfect location for a small family or romantic couples retreat. This rental offers quiet relaxation while being a short drive from all area activities. Alight with color in the fall, just a short walk to the dock slip in the summer, a very short drive to skiingand snow tubing in the winter,and to the new whitewater course, Adventure Sports Center International from May thru October. This comfortable single level home offers something for every season. Whether relaxing in the hot tub or snuggling in by the wood fire, don?t miss this outstanding opportunity to reconnect with family and friends. Nights Not Available ;
4 Bedroom Vacation Home in Oakland, MD found at forgetaway.weather.com

4 Bedroom Vacation Home in Oakland, MD

Nightly rate
Property type
Vacation Home
Bedrooms
4
Sleeps
10
Bathrooms
-
Amenities:
Air Conditioning, BBQ, CD Player, Ceiling fans, DVD Player, Foosball Table, Full kitchen, Hot Tub, Iron, Ironing Board, Laundry, Pool Table, TV, VCR
Activities:
Board Games, Snow Skiing
Vacation Home Description:
description:Beautiful Chalet Style Home on Wisp Mountain. Great views.Beautifully decorated and All the amenities you want. Hot tub, pool table, foosball, huge deck to relax and entertain onClose to all activities! Open floor plan, cathedral ceiling in great room, ceiling fans, central AC/Heat;
1 Bedroom Bed & Breakfast in Oakland, MD found at www.oakandappleinn.com

1 Bedroom Bed & Breakfast in Oakland, MD

Nightly rate
Property type
Bed & Breakfast
Bedrooms
1
Sleeps
-
Bathrooms
-
Amenities:
Phone
Activities:
Biking, Boating, Fishing, Golf, Hiking, Snow Skiing, Swimming
Vacation Bed & Breakfast Description:
description:Oakland is just minutes from the activities of Deep Creek Lake, Wisp Four Seasons Resort and multiple State Parks. The area features cross-country and down-hill skiing, fishing, hiking, biking, swimming, boating and golfing. With nearby ice cream shops, pizzerias, movies, mini-golf, arcades and go-carts, there is something for everyone to enjoy.;
1 Bedroom Bed & Breakfast in Oakland, MD found at www.goodtimber.net

1 Bedroom Bed & Breakfast in Oakland, MD

Nightly rate
Property type
Bed & Breakfast
Bedrooms
1
Sleeps
-
Bathrooms
-
Amenities:
Fireplace, Lakefront, Phone
Activities:
Fishing, Golf, Hiking, Rafting, Snow Skiing, Swimming
Vacation Bed & Breakfast Description:
description:A small bed and breakfast directly on Deep Creek Lake in Western Maryland;
1 Bedroom Bed & Breakfast in Oakland, MD found at www.innsite.com

1 Bedroom Bed & Breakfast in Oakland, MD

Nightly rate
225 USD
Property type
Bed & Breakfast
Bedrooms
1
Sleeps
-
Bathrooms
-
Amenities:
Hot Tub, Jacuzzi
Activities:
Biking, Hiking, Horseback Riding, Snow Skiing
Vacation Bed & Breakfast Description:
-
2 Bedroom Vacation Home in Oakland, MD found at www.alwaysonvacation.com

2 Bedroom Vacation Home in Oakland, MD

Nightly rate
Property type
Vacation Home
Bedrooms
2
Sleeps
6
Bathrooms
2
Amenities:
Air Conditioning, DVD Player, Dishwasher, Fireplace, Full kitchen, Hot Tub, Laundry, Microwave, No Pets, Non-Smoking, Phone, Refrigerator, TV, Utensils, VCR
Activities:
Biking, Fishing, Hiking, Horseback Riding, Hunting, Rafting, Snow Skiing
Vacation Home Description:
description:It is only to be used to inquire about booking this property.;
3 Bedroom Vacation Home in Oakland, MD found at www.alwaysonvacation.com

3 Bedroom Vacation Home in Oakland, MD

Nightly rate
Property type
Vacation Home
Bedrooms
3
Sleeps
6
Bathrooms
1
Amenities:
BBQ, Cable/Satellite TV, DVD Player, Dishwasher, Fireplace, Full kitchen, Laundry, Microwave, Non-Smoking, Pets OK, Phone, Refrigerator, TV, Utensils, VCR
Activities:
Biking, Fishing, Hiking, Horseback Riding, Hunting, Kayaking, Rafting
Vacation Home Description:
description:It is only to be used to inquire about booking this property.;
3 Bedroom Vacation Home in Oakland, MD found at www.alwaysonvacation.com

3 Bedroom Vacation Home in Oakland, MD

Nightly rate
Property type
Vacation Home
Bedrooms
3
Sleeps
11
Bathrooms
2
Amenities:
Air Conditioning, BBQ, DVD Player, Dishwasher, Fireplace, Full kitchen, Hot Tub, Laundry, Microwave, Non-Smoking, Pets OK, Phone, Refrigerator, TV, Utensils, VCR
Activities:
Fishing, Hiking, Kayaking, Rafting, Rock Climbing
Vacation Home Description:
description:Contact by Email Contact by Phone Submit the form below to send your inquiry directly to the property owner .;
1 Bedroom Bed & Breakfast in Oakland, MD found at innlog.com

1 Bedroom Bed & Breakfast in Oakland, MD

Nightly rate
190 USD
Property type
Bed & Breakfast
Bedrooms
1
Sleeps
-
Bathrooms
-
Amenities:
Air Conditioning, Balcony, Fireplace, No Pets, Non-Smoking, Patio, Phone, TV
Activities:
Biking, Canoeing, Fishing, Snow Skiing, Swimming, Watersports
Vacation Bed & Breakfast Description:
-
 

4 Bedroom Vacation Home in Oakland, MD

Nightly rate
158 USD
Property type
Vacation Home
Bedrooms
4
Sleeps
8
Bathrooms
3
Amenities:
Hot Tub, Pool Table
Activities:
-
Vacation Home Description:
description:Nestled in the woods of a private area enjoy the crisp mountain air out on deck, with the warmth of a country cottage waiting inside.;
 

3 Bedroom Vacation Home in Oakland, MD

Nightly rate
188 USD
Property type
Vacation Home
Bedrooms
3
Sleeps
6
Bathrooms
2
Amenities:
Fireplace, Lakefront, Swimming Pool
Activities:
Tennis
Vacation Home Description:
description:This newly renovated condominium provides a rustic wooded setting for your family's special vacation. Enjoy the fantastic lakefront, or take advantage of the outdoor pool and tennis courts. This nicely decorated condo is all one level and features a beautiful stone fireplace. ;
 

4 Bedroom Vacation Home in Oakland, MD

Nightly rate
215 USD
Property type
Vacation Home
Bedrooms
4
Sleeps
10
Bathrooms
3
Amenities:
Fireplace, Swimming Pool
Activities:
Snow Skiing, Snowmobiling
Vacation Home Description:
description:This beautiful new chalet home located in the private exclusive community of Blakeslee is waiting for your arrival. Once there you will walk into a spectacular great room with cathedral ceilings, large wood burning stone fireplace. Entertaining is made easy with the gourmet kitchen. Kick back on the huge wrap around deck and enjoy the nature of the park like setting. Try cross-country skiing or ride your snowmobile on the trails that are provided in the community. After a long day, relax with a swim in the indoor community pool. ;
 

3 Bedroom Vacation Home in Oakland, MD

Nightly rate
168 USD
Property type
Vacation Home
Bedrooms
3
Sleeps
8
Bathrooms
2
Amenities:
Garage
Activities:
Boating, Fishing, Snow Skiing
Vacation Home Description:
description:Enjoy a relaxing getaway at this inviting condo at Innsbruck II. This 3-bedroom condo is just the thing for smaller groups to relieve stress and create memories to last a lifetime. Take time to relax and play a game, put a puzzle together or read a book. A short walk across route 219 boating & fishing awaits you. Enjoy deck overlooking Deep Creek Lake will be the perfect place for a morning cup of coffee or an evening dinner. Conveniently located for all the area amenities just a few minutes to Wisp Ski Resort, Deep Creek State Park, dinning, movies and anything else you want to enjoy. As an extra bonus use the garage to park your vehicle out of the cold winter snow. ;
 

4 Bedroom Vacation Home in Oakland, MD

Nightly rate
305 USD
Property type
Vacation Home
Bedrooms
4
Sleeps
10
Bathrooms
4
Amenities:
Fireplace
Activities:
-
Vacation Home Description:
description:When you vacation here, your memories surely will be golden! Picture a park-like setting at the water's edge, a private dock, and a little slice of Deep Creek Lake just became your private paradise. From sunrise to sunset, any spot in this home offers beautiful views thanks to an abundance of windows. The rooms are extra spacious, and the layout of this home affords everyone plenty of privacy and a restful night's sleep. Gather the family for a home-cooked breakfast in the inviting kitchen/hearth room with its own wood burning fireplace - and then get out and enjoy a golden vacation! ;
 

5 Bedroom Vacation Home in Oakland, MD

Nightly rate
245 USD
Property type
Vacation Home
Bedrooms
5
Sleeps
13
Bathrooms
3
Amenities:
Swimming Pool, TV
Activities:
Restaurants
Vacation Home Description:
description:Come out of your shell and stay at Terp's Hideaway. This brand new chalet is sure to please. You can kick back and relax with all your friends and watch your favorite sport on TV from the comfort of two family areas. Play a fun filled game of pool or just sit and watch your favorite movie. Take advantage of the location and how convenient is to all the restaurants and the state park. ;
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Oakland, MD (78)
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Chestertown, MD (57)
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Tilghman, MD (47)
Rock Hall, MD (33)
Price, MD (26)
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Stevensville, MD (19)
Royal Oak, MD (14)
Farmington, PA (12)
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Springs, PA (9)
Bruceton Mills, WV (8)
Confluence, PA (8)
Frostburg, MD (8)
Ohiopyle, PA (8)
Jennings, MD (6)
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Church Creek, MD (2)
Claiborne, MD (2)
Crellin, MD (2)
Taylors Island, MD (2)
Wittman, MD (2)
Woolford, MD (2)
Bozman, MD (1)
Centreville, MD (1)
Chester, MD (1)
Kitzmiller, MD (1)
Markleysburg, PA (1)
Mcdaniel, MD (1)
Trappe, MD (1)
Westernport, MD (1)

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