Holiday Rentals in Oakland
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Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 km
153 rentals in Oakland.
OWLS NEST,Deep Creek Lake, Lakefront,Waterfront,Dock,Kayaks, Cozy Cabin w HotTub
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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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Beautiful Lake Front Cottage
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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Private Retreat By Lake & Wisp-Firewood & CARC-Deck Firepl. & Hot Tub- FIVE STAR
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Lakefront, Wooded, & Secluded Home - Family Dogs Welcome.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
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Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Secluded Lakefront Log Home w/ Hot Tub & Private Dock!
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Red Run Cabin
Cabin Holiday Rental
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Payment Protection
Changes in Attitude | Private Dock + Hot Tub
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Water in the Sky: Lakefront, Dogs Welcome, Private Dock, Hot Tub!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Premier chalet with 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 with Deck, Firepit & Air Hockey - Close to Yough
Holiday Rental House
3 bedrooms
1 bathroom
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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Divided Sky: Lake Area, Dogs Welcome, Hot Tub, Pool Table!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
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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American Pride | Dog Friendly, Dock Slip, Hot Tub
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Paradise at Penn Cove | Walk to the Dock Slip!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cross the River | Hot Tub + River Access!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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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Knotty Pines | Dock Slip + Near State Parks
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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New listing! Cute cabin w/ a full kitchen & firepit - near rivers, parks, & lake
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lakefront home with water view, dock, and private hot tub
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Cedar Ridge: Conveniently located chalet w/ private outdoor hot tub
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
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Stargazer | Phenomenal Lakefront Views!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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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Woodland cabin with private hot tub, firepit & foosball table
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Hideaway | Dog Friendly, Lake Access + Hot Tub
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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If you're looking to retreat to the privacy of the woods, Blue Spruce is perfec
Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Lake Front, Indoor Pool, Upscale Interior, Fab!
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Unique and charming cottage by the sea
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Cozy Cabin: Lake Area, Hot Tub, Pool Table, Fire Pit!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Innisfree | Spacious Chalet with Sunset Lake Views
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Lake House | Close to Swallow Falls State Park
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Bearadise | Lake Access Home + Large Yard
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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New listing! Delightful cabin w/ firepit, full kitchen, & gas fireplace!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Dog-friendly Lakefront Log Home on a Quiet Cove with Front Deck & Private Dock
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Whisked Away | Lakefront Home, Private Dock!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Lakefront with wrap-around deck!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Friday's Escape: Lakefront, hot tub, 5 masters & private dock!
Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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Valhalla on Mystic Creek | Deck, Great Location!
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Bear Paws | Private Hot Tub, Near Amenities
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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House by the lake in a quiet bay
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Willow Point: Lakefront, Dogs Welcome, Hot Tub, Private Dock, Lake Views!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Take-A-Break | Lake View, Dock!
Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Bear Foot Cove: Split Lakefront, Dock Slip, Fire Pit, Hot Tub!
Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Home Sweet Cabin | Peaceful, Multiple Game Tables!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Where can you go to tuck away from the hustle and bustle of town, yet remain ju
Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
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Duffy's Oar House | Lakefront Cottage + Hot Tub!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Copper Canoe: Lakefront, Indoor Pool, Home Theater, Dock!
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
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Champagne Taste | Level, Lakefront, Private Dock
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Showing results 1-50 of 153
Frequently Asked Questions about Oakland
- Yes, here are some popular holiday rentals in Oakland that have a pool:
- Lake Area Home w/Hot Tub, Fire Pit, Pool Table, & Wood Fireplace!
- Red Run Cabin
- Mystic Haven: Lake Area, Hot Tub, Fire Pit, Pool Table, Fireplace!
- Yes, here are some popular holiday rentals in Oakland that have internet access:
- Red Run Cabin
- Mystic Haven: Lake Area, Hot Tub, Fire Pit, Pool Table, Fireplace!
- For sun or for snow, this home is “Always in Season!” There’s no better perch t
- Some of the most popular kid friendly rentals in Oakland are:
- Red Run Cabin
- Mystic Haven: Lake Area, Hot Tub, Fire Pit, Pool Table, Fireplace!
- For sun or for snow, this home is “Always in Season!” There’s no better perch t