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Oakland Vacation Rentals

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286 rentals in Oakland.
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Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village, vacation rental in Oakland

Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Paradise Gathering, vacation rental in Oakland

Paradise Gathering

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Deep Creek Lake, vacation rental in Oakland

Deep Creek Lake

4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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The Love Shack--  The BEST Couples and Small Family Retreat at Deep Creek Lake!, vacation rental in Oakland

The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Shiver Me Timbers, vacation rental in Oakland

Shiver Me Timbers

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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The Evergreen, vacation rental in Oakland

The Evergreen

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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FIVE STAR REVIEWS!  LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!, vacation rental in Oakland

FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lake Access Chalet-NO “OWNER FEES”, Indoor Pool, Home Theater, BoatDock, Firepit, vacation rental in Oakland

Lake Access Chalet-NO “OWNER FEES”, Indoor Pool, Home Theater, BoatDock, Firepit

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Tree Haus, vacation rental in Oakland

Tree Haus

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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OWLS NEST,Premiere Lake Waterfront,Cabin w HotTub,private dock,Cozy Romantic,, vacation rental in Oakland

OWLS NEST,Premiere Lake Waterfront,Cabin w HotTub,private dock,Cozy Romantic,

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful, charming lakefront Cabin with stunning views, private dock, kayaks!, vacation rental in Oakland

Beautiful, charming lakefront Cabin with stunning views, private dock, kayaks!

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek, vacation rental in Oakland

Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Peaceful Lakefront !/Free WIFI/Wonderful Hot Tub!, vacation rental in Oakland

Peaceful Lakefront !/Free WIFI/Wonderful Hot Tub!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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DOGS WELCOME! Lake Access Home w/Hot Tub, Fire Pit, Pool Table, & 2 Fireplaces!, vacation rental in Oakland

DOGS WELCOME! Lake Access Home w/Hot Tub, Fire Pit, Pool Table, & 2 Fireplaces!

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Lakefront Log Home w/Private Dock, Hot Tub, Pool Table, & Fire Pit!, vacation rental in Oakland

Lakefront Log Home w/Private Dock, Hot Tub, Pool Table, & Fire Pit!

2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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DOGS WELCOME! Lake Area Cabin w/Hot Tub, Wood Fireplace, & Charcoal Grill!, vacation rental in Oakland

DOGS WELCOME! Lake Area Cabin w/Hot Tub, Wood Fireplace, & Charcoal Grill!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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DOGS WELCOME! Lake Area Cabin w/Hot Tub & Wood Fireplace!, vacation rental in Oakland

DOGS WELCOME! Lake Area Cabin w/Hot Tub & Wood Fireplace!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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5 bedroom 5 full bathroom suites, minutes from WISP mountain and Deep Creek Lake, vacation rental in Oakland

5 bedroom 5 full bathroom suites, minutes from WISP mountain and Deep Creek Lake

5 bedrooms
7 bathrooms
Sleeps 15
Match: Sleeps
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Red Run Cabin, vacation rental in Oakland

Red Run Cabin

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lake Front 4 Bedroom Home With A Dock Centrally Located 5 Minutes To Wisp & Unos, vacation rental in Oakland

Lake Front 4 Bedroom Home With A Dock Centrally Located 5 Minutes To Wisp & Unos

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lakefront, dog-friendly home w/ hot tubs, game room, dock & space for 25!, vacation rental in Oakland

Lakefront, dog-friendly home w/ hot tubs, game room, dock & space for 25!

6 bedrooms
7 bathrooms
Sleeps 25
Match: Sleeps
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Dog-friendly country cabin w/ deck, firepit & air hockey - close to Yough River!, vacation rental in Oakland

Dog-friendly country cabin w/ deck, firepit & air hockey - close to Yough River!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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DOGS WELCOME! Lake Area Home w/Hot Tub!, vacation rental in Oakland

DOGS WELCOME! Lake Area Home w/Hot Tub!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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DOGS WELCOME! Lakefront Home w/Private Dock, Hot Tub, & Wood Fireplace!, vacation rental in Oakland

DOGS WELCOME! Lakefront Home w/Private Dock, Hot Tub, & Wood Fireplace!

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Beautifully renovated lake front cottage, vacation rental in Oakland

Beautifully renovated lake front cottage

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Lake Area Cabin w/Hot Tub, Wood Fireplace, & Charcoal Grill!, vacation rental in Oakland

Lake Area Cabin w/Hot Tub, Wood Fireplace, & Charcoal Grill!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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DOGS WELCOME! Lake Area Home w/Indoor Hot Tub, Sun Room, & 2 Fireplaces!, vacation rental in Oakland

DOGS WELCOME! Lake Area Home w/Indoor Hot Tub, Sun Room, & 2 Fireplaces!

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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DOGS WELCOME! Lake Area Home w/Hot Tub, Pool Table, & Jetted Tub!, vacation rental in Oakland

DOGS WELCOME! Lake Area Home w/Hot Tub, Pool Table, & Jetted Tub!

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Lake Area Home w/Fire Pit, Wood Fireplace, & Gas Grill!, vacation rental in Oakland

Lake Area Home w/Fire Pit, Wood Fireplace, & Gas Grill!

4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Breath Taking Views, Lake Access, Modern Chalet, vacation rental in Oakland

Breath Taking Views, Lake Access, Modern Chalet

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Premier chalet w/ private hot tub, pool table, firepit, & tranquil wooded views, vacation rental in Oakland

Premier chalet w/ private hot tub, pool table, firepit, & tranquil wooded views

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Lovin Life Deep Creek 5 Bedroom Luxury Log Home w/ Pool Table & Hot Tub, vacation rental in Oakland

Lovin Life Deep Creek 5 Bedroom Luxury Log Home w/ Pool Table & Hot Tub

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Lake Access Home w/Hot Tub, Pool Table, Fire Pit, & Gas Grill!, vacation rental in Oakland

Lake Access Home w/Hot Tub, Pool Table, Fire Pit, & Gas Grill!

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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It's 5 O'Clock Somewhere, vacation rental in Oakland

It's 5 O'Clock Somewhere

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Home w/mountain views, hot tub, pool table, wet bar - Close to Lake activities!, vacation rental in Oakland

Home w/mountain views, hot tub, pool table, wet bar - Close to Lake activities!

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Family- and dog-friendly home w/ deck, forest view - close to lake & ski slopes, vacation rental in Oakland

Family- and dog-friendly home w/ deck, forest view - close to lake & ski slopes

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Blue Spruce, vacation rental in Oakland

Blue Spruce

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Dog-friendly lakefront home w/ hot tub, dock, shared tennis - near the slopes!, vacation rental in Oakland

Dog-friendly lakefront home w/ hot tub, dock, shared tennis - near the slopes!

3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Lake Access Home w/Dock Slip, Hot Tub, Fire Pit & MANY Community Amenities!, vacation rental in Oakland

NEW! Lake Access Home w/Dock Slip, Hot Tub, Fire Pit & MANY Community Amenities!

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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DOGS WELCOME! Lake Access Home w/Hot Tub, Fire Pit & Gas Fireplace!, vacation rental in Oakland

DOGS WELCOME! Lake Access Home w/Hot Tub, Fire Pit & Gas Fireplace!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Dog-friendly cabin in the woods with hot tub, furnished deck, & pool table, vacation rental in Oakland

Dog-friendly cabin in the woods with hot tub, furnished deck, & pool table

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Timberlodge, vacation rental in Oakland

Timberlodge

9 bedrooms
7 bathrooms
Sleeps 28
Match: Sleeps
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DOGS WELCOME! Lake Area Home w/Hot Tub, Pool Table, Fire Pit, & Gas Fireplace!, vacation rental in Oakland

DOGS WELCOME! Lake Area Home w/Hot Tub, Pool Table, Fire Pit, & Gas Fireplace!

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Quaint retreat w/ firepit, fully equipped kitchen, & easy access to trails!, vacation rental in Oakland

Quaint retreat w/ firepit, fully equipped kitchen, & easy access to trails!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sundance, vacation rental in Oakland

Sundance

7 bedrooms
7 bathrooms
Sleeps 22
Match: Sleeps
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New listing! Adorable cabin in the woods w/ full kitchen, firepit, & porch!, vacation rental in Oakland

New listing! Adorable cabin in the woods w/ full kitchen, firepit, & porch!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Looking for a picture-perfect cabin retreat? Designed with relaxation in mind,, vacation rental in Oakland

Looking for a picture-perfect cabin retreat? Designed with relaxation in mind,

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Unique and Charming Cabin at the Lake, vacation rental in Oakland

Unique and Charming Cabin at the Lake

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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DOGS WELCOME! Lake Access Home w/Hot tub, Fire Pit, & Pool Table!, vacation rental in Oakland

DOGS WELCOME! Lake Access Home w/Hot tub, Fire Pit, & Pool Table!

3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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It's A Wonderful Life, vacation rental in Oakland

It's A Wonderful Life

5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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