Holiday Rentals in Oakland
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261 rentals in Oakland.
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The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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OWLS NEST,Premiere Lake Waterfront,Cabin w HotTub,private dock,Cozy Romantic,
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lake Access Chalet-NO “OWNER FEES”, Indoor Pool, Home Theater, BoatDock, Firepit
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Beautifully renovated lake front cottage
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Peaceful Lakefront !/Free WIFI/Wonderful Hot Tub!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Level lakefront, family-friendly, low fees, private dock
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Luxury *SECLUDED*Tranquil FOREST Cabin By LAKE-Deck FIREPLACE, Hot Tub/Pool Tbl
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock
Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
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FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lake Front 4 Bedroom Home With A Dock Centrally Located 5 Minutes To Wisp & Unos
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Secluded Lakefront Log Home w/ Hot Tub and Private Dock!
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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DOGS WELCOME! Lake Area Cabin w/Hot Tub & Wood Fireplace!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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DOGS WELCOME! Lake Access Home w/Hot Tub, Fire Pit, Pool Table, & 2 Fireplaces!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Lakefront Log Home w/Private Dock, Hot Tub, Pool Table, & Fire Pit!
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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DOGS WELCOME! Lake Area Cabin w/Hot Tub, Wood Fireplace, & Charcoal Grill!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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5 BR Immaculate Chalet, Dog Friendly, Dock Slip, Hot Tub, Community Pool
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Red Run Cabin
Cabin Holiday Rental
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront, dog-friendly home w/ hot tubs, game room, dock & space for 25!
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 25
Match: Sleeps
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Sisters Treehouse
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Lake Area Home w/Fire Pit, Wood Fireplace, & Gas Grill!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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DOGS WELCOME! Lake Area Home w/Indoor Hot Tub, Sun Room, & 2 Fireplaces!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Premier chalet w/ private hot tub, pool table, firepit, & tranquil wooded views
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Dog-friendly country cabin w/ deck, firepit & air hockey - close to Yough River!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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DOGS WELCOME! Lake Area Home w/Hot Tub!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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DOGS WELCOME! Lake Area Home w/Hot Tub, Pool Table, & Jetted Tub!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Spacious townhome - 5 minutes from favorite activities & restaurants!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Log home w/ private hot tub, air hockey/pool tables & media room!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Walking distance to restaurants, 5 minutes from DCL State Park!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Quaint retreat w/ firepit, fully equipped kitchen, & easy access to trails!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Three Bedroom Cabin On Wooded Lot Near Lake. Secluded, Family And Pet Friendly.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Child-friendly luxurious lodge one block from the lake
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Lake Area Cabin w/Hot Tub, Wood Fireplace, & Charcoal Grill!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Quiet, cozy, comfortable home at Deep Creek, Maryland
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lake access with dock slip, close to favorite lake activities!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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All About the View: Lakefront Home with Awe-Inspiring Views!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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New listing! Adorable cabin in the woods w/ full kitchen, firepit, & porch!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lovin Life Deep Creek 5 Bedroom Luxury Log Home w/ Pool Table & Hot Tub
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Astounding & secluded mountain chalet with lake views!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Centrally located, tastefully decorated townhome!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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The Mountain Airy: Great Location, Indoor Hot Tub & 2 Fireplaces
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Family- and dog-friendly home w/ deck, forest view - close to lake & ski slopes
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Unique and Charming Cabin at the Lake
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Charming cottage w/ large yard & entertainment room - near everything, 2 dogs OK
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Woodland cabin w/ private hot tub, firepit, foosball table & nearby lake access!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Lakefront Home w/ Private Indoor Pool
Holiday Rental House
8 bedrooms
8 bathrooms
Sleeps 22
Match: Sleeps
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Family-friendly lakefront home w/ lake view, dock, fireplace - dogs OK!
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Dog-friendly lakefront home w/ hot tub, dock, shared tennis - near the slopes!
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Centrally located Craftsman home close to DCL state park!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Frequently Asked Questions about Oakland
- Yes, here are some popular holiday rentals in Oakland that have a pool:\n
- \n
- Lake Access Chalet-NO “OWNER FEES”, Indoor Pool, Home Theater, BoatDock, Firepit \n
- The possibilities are endless at Awesome View! The grandeur of this spacious la \n
- Treat yourself to a stay at The Herrington and let the endless amenities of thi \n
- Yes, here are some popular holiday rentals in Oakland that have internet access:\n
- \n
- Red Run Cabin \n
- FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES! \n
- Lake Access Chalet-NO “OWNER FEES”, Indoor Pool, Home Theater, BoatDock, Firepit \n
- The best pet friendly rentals in Oakland are:\n
- \n
- Red Run Cabin \n
- FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES! \n
- Lake Access Chalet-NO “OWNER FEES”, Indoor Pool, Home Theater, BoatDock, Firepit \n
- Some of the most popular kid friendly rentals in Oakland are:\n
- \n
- Red Run Cabin \n
- FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES! \n
- Lake Access Chalet-NO “OWNER FEES”, Indoor Pool, Home Theater, BoatDock, Firepit \n