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$4000 +
1 - 25 of 26 rentals

Price Comparison Results | Oakland, MD 21550, USA

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United States Maryland Oakland vacation rental compare prices direct by owner 179493
Favorite
3.2(6 reviews)
Map pinOakland, Maryland
DOGS WELCOME! Lake Area Home w/Hot Tub, Fire Pit, & Wood Fireplace!
3 Bedrooms1 Beds12 Guests
Avg/Night
(Excl. Fees)
Total price for 7 days
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Airbnb
Airbnb
$304
$297
$2,077
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Vrbo
Vrbo
$197
$213
$1,492
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Book Direct
$1,379
All prices are in USD
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United States Maryland Oakland vacation rental compare prices direct by owner 4607204
Favorite
5.0(21 reviews)
Map pinOakland, Maryland
NEW! Secluded Oakland House w/ On-Site Hiking!
3 Bedrooms4 Beds9 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$185
Vrbo
Vrbo
$158
All prices are in USD
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United States Maryland Oakland vacation rental compare prices direct by owner 655071
Favorite
5.0(115 reviews)
Map pinOakland, Maryland
Molly
1 Bedrooms1 Beds2 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$148
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 10585086
Favorite
No reviews
Map pinOakland, Maryland
The Pearl in Oakland, close to Deep Creek Lake
3 Bedrooms3 Beds6 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$169
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 2666997
Favorite
5.0(34 reviews)
Map pinOakland, Maryland
Sheila’s Cottage 10 minutes to anywhere
2 Bedrooms5 Beds4 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$171
Vrbo
Vrbo
Not listed
All prices are in USD
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United States Maryland Oakland vacation rental compare prices direct by owner 1917607
Favorite
5.0(47 reviews)
Map pinOakland, Maryland
Private Unit on Peaceful Farm, Convenient to Lake
1 Bedrooms1 Beds2 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$153
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 799209
Favorite
5.0(61 reviews)
Map pinOakland, Maryland
Glamping - Cozy Hut - Ardennen
1 Bedrooms2 Beds4 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$98
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 1393475
Favorite
5.0(83 reviews)
Map pinOakland, Maryland
Glamping - Cozy Hut - Uzes
1 Bedrooms2 Beds4 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$98
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 347075
Favorite
5.0(1 review)
Map pinOakland, Maryland
Cozy Cabin w/Indoor Hot Tub, 2 Wood Fireplaces, Foosball Table, & Central A/C!
3 Bedrooms1 Beds8 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
Not listed
Vrbo
Vrbo
$143
All prices are in USD
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United States Maryland Oakland vacation rental compare prices direct by owner 2051101
Favorite
5.0(37 reviews)
Map pinOakland, Maryland
Barn Suite with Kitchen, Jacuzzi & Fireplace
1 Bedrooms1 Beds2 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$150
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 10583452
Favorite
5.0(15 reviews)
Map pinOakland, Maryland
One bedroom Loft-15 from WISP & close to Walmart
1 Bedrooms1 Beds2 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$62
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 1359084
Favorite
5.0(80 reviews)
Map pinOakland, Maryland
Glamping - Cozy Hut - Cortina
1 Bedrooms2 Beds4 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$98
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 879224
Favorite
5.0(91 reviews)
Map pinOakland, Maryland
Private Unit on Farm with Kitchen & Balcony
1 Bedrooms1 Beds2 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$165
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 2448804
Favorite
4.0(8 reviews)
Map pinOakland, Maryland
Vintage Oakland Cottage
4 Bedrooms8 Beds10 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$299
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 528513
Favorite
3.9(7 reviews)
Map pinOakland, Maryland
Largest Rental Estate in MD! Private Indoor Pool, Home Theater, & 3 Hot Tubs!
10 Bedrooms1 Beds34 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
Not listed
Vrbo
Vrbo
$2,140
All prices are in USD
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United States Maryland Oakland vacation rental compare prices direct by owner 703275
Favorite
5.0(45 reviews)
Map pinOakland, Maryland
Valley of Hope Retreat
6 Bedrooms10 Beds16 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$300
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 1075472
Favorite
5.0(142 reviews)
Map pinOakland, Maryland
The Original Hob
1 Bedrooms1 Beds2 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$145
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 412800
Favorite
No reviews
Map pinOakland, Maryland
Largest Rental Estate in MD! Private Indoor Pool, Home Theater, & 3 Hot Tubs!
10 Bedrooms17 Beds34 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$2,883
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 2495648
Favorite
4.7(57 reviews)
Map pinOakland, Maryland
DOGS WELCOME! Lake Area Home w/Hot Tub, Pool Table, & Jetted Tub!
5 Bedrooms1 Beds14 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
Not listed
Vrbo
Vrbo
$345
All prices are in USD
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United States Maryland Oakland vacation rental compare prices direct by owner 2124374
Favorite
5.0(41 reviews)
Map pinOakland, Maryland
Charming Converted Barn Suite
Private room2 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$147
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 9831343
Favorite
4.5(5 reviews)
Map pinOakland, Maryland
Charming 1-bdrm with balcony, close to Everything.
1 Bedrooms1 Beds3 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$99
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 1061377
Favorite
5.0(111 reviews)
Map pinOakland, Maryland
SUGARBUSH - Sweet Serenity Tiny House
1 Bedrooms2 Beds4 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$150
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 12961311
Favorite
8.9(184 reviews)
Map pinOakland, Maryland
Long Branch Motel
Private room4 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
Not listed
Booking.com
Booking.com
$94
Vrbo
Vrbo
Not listed
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United States Maryland Oakland vacation rental compare prices direct by owner 2668030
Favorite
4.5(4 reviews)
Map pinOakland, Maryland
Beautiful 65 Acre Farm with Wrap Around Porch
6 Bedrooms1 Beds12 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
Not listed
Vrbo
Vrbo
$795
All prices are in USD
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United States Maryland Oakland vacation rental compare prices direct by owner 3054765
Favorite
5.0(24 reviews)
Map pinOakland, Maryland
Lil' Sumpin
1 Bedrooms1 Beds2 Guests
Avg/Night(Excl. Fees)
Airbnb
Airbnb
$189
Vrbo
Vrbo
Not listed
All prices are in USD
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Compare Airbnb vs. Vrbo prices for vacation rentals in Oakland, MD 21550, USA

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