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Find Hotels with Room Service in Oakland, MD
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Check availability on Oakland Hotels with Room Service
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Recommended hotels in Oakland
9.6 out of 10, Exceptional, (410)
"Check in was fast and friendly, and the room is immaculately clean."
Scott
$104 nightly
The price is $118
Dec 14 - Dec 15
Total with taxes and fees
8.8 out of 10, Excellent, (85)
"It was a nice place to stay for the night while traveling "
William
$124 nightly
The price is $142
Jan 2 - Jan 3, 2026
Total with taxes and fees
Cubs Den - Hot Tub- Walk to Lake-Fire Pit -Kayaks
Cubs Den - Hot Tub- Walk to Lake-Fire Pit -KayaksOakland
9.0 out of 10, Wonderful, (9)
"We were very pleased with our"
Inna D.
$493 nightly
The price is $557
Dec 15 - Dec 16
Total with taxes and fees
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!Oakland
10.0 out of 10, Exceptional, (12)
"Nothing negative to say. Beautiful place and friendly owner. Owner is accessible and very accommodating. "
Sean
$644 nightly
The price is $728
Dec 16 - Dec 17
Total with taxes and fees
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
Deer Pass – Luxury Glamping Yurt Near Deep CreekMdOakland
10.0 out of 10, Exceptional, (9)
"We had an awesome stay here! The yurt was absolutely beautiful, and the location was perfect. We would 100% stay again"
Tyler S.
$207 nightly
The price is $234
Dec 16 - Dec 17
Total with taxes and fees
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.Oakland
10.0 out of 10, Exceptional, (4)
"The place was so clean and fully stocked. We had a wonderful stay. Five stars!! "
Lori S.
$324 nightly
The price is $366
Dec 21 - Dec 22
Total with taxes and fees
Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!
Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!Oakland
10.0 out of 10, Exceptional, (34)
"Great property, loved our stay here! We will definitely stay here again! "
Shawnnelle H.
$576 nightly
The price is $650
Dec 18 - Dec 19
Total with taxes and fees
The winter is coming !!!
The winter is coming !!!Oakland
9.8 out of 10, Exceptional, (49)
"Very easy to check in and out! Thank you! "
Edward
$383 nightly
The price is $406
Dec 15 - Dec 16
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Oakland Hotel Reviews
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