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Holiday Apartments in Oakland

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270 rentals in Oakland.
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Yellowstone Yurt, holiday rental in Oakland

Yellowstone Yurt

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Red Run Cabin, holiday rental in Oakland

Red Run Cabin

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Deep Creek, holiday rental in Oakland

The Deep Creek

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Premier chalet w/ private hot tub, pool table, firepit, & tranquil wooded views, holiday 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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Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village, holiday 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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OWLS NEST,Premiere Lake Waterfront,Cabin w HotTub,private dock,Cozy Romantic,, holiday 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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The Love Shack--  The BEST Couples and Small Family Retreat at Deep Creek Lake!, holiday 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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Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek, holiday 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!, holiday rental in Oakland

Peaceful Lakefront !/Free WIFI/Wonderful Hot Tub!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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5 bedroom 5 full bathroom suites, minutes from WISP mountain and Deep Creek Lake, holiday 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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Beautifully renovated lake front cottage, holiday rental in Oakland

Beautifully renovated lake front cottage

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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FIVE STAR REVIEWS!  LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!, holiday 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 Front 4 Bedroom Home With A Dock Centrally Located 5 Minutes To Wisp & Unos, holiday 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 Log Home w/Private Dock, Hot Tub, Pool Table, & Fire Pit!, holiday 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!, holiday 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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Lakefront, dog-friendly home w/ hot tubs, game room, dock & space for 25!, holiday 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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DOGS WELCOME! Lake Area Home w/Hot Tub!, holiday rental in Oakland

DOGS WELCOME! Lake Area Home w/Hot Tub!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Dog-friendly country cabin w/ deck, firepit & air hockey - close to Yough River!, holiday 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/Indoor Hot Tub, Sun Room, & 2 Fireplaces!, holiday 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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Lake Area Home w/Fire Pit, Wood Fireplace, & Gas Grill!, holiday 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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Log home w/ private hot tub, air hockey/pool tables & media room!, holiday rental in Oakland

Log home w/ private hot tub, air hockey/pool tables & media room!

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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DOGS WELCOME! Lakefront Home w/Private Dock, Hot Tub, & Wood Fireplace!, holiday 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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Breath Taking Views, Lake Access, Modern Chalet, holiday rental in Oakland

Breath Taking Views, Lake Access, Modern Chalet

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Quaint retreat w/ firepit, fully equipped kitchen, & easy access to trails!, holiday 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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Lake Access Home w/Hot Tub, Pool Table, Fire Pit, & Gas Grill!, holiday 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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Lovin Life Deep Creek 5 Bedroom Luxury Log Home w/ Pool Table & Hot Tub, holiday 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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Family- and dog-friendly home w/ deck, forest view - close to lake & ski slopes, holiday 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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It's 5 O'Clock Somewhere, holiday 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!, holiday 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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New listing! Adorable cabin in the woods w/ full kitchen, firepit, & porch!, holiday 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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Blue Spruce, holiday 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!, holiday 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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Timberlodge, holiday rental in Oakland

Timberlodge

9 bedrooms
7 bathrooms
Sleeps 28
Match: Sleeps
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DOGS WELCOME! Lake Access Home w/Hot Tub, Fire Pit & Gas Fireplace!, holiday 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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NEW! Lake Access Home w/Dock Slip, Hot Tub, Fire Pit & MANY Community Amenities!, holiday 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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Woodland cabin w/ private hot tub, firepit, foosball table & nearby lake access!, holiday rental in Oakland

Woodland cabin w/ private hot tub, firepit, foosball table & nearby lake access!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Choo Choo Rooster Scrapbook Retreat, holiday rental in Oakland

Choo Choo Rooster Scrapbook Retreat

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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New listing! Cute cabin w/ a full kitchen & firepit - near rivers, parks, & lake, holiday rental in Oakland

New listing! Cute cabin w/ a full kitchen & firepit - near rivers, parks, & lake

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming cottage w/ large yard & entertainment room - near everything, 2 dogs OK, holiday rental in Oakland

Charming cottage w/ large yard & entertainment room - near everything, 2 dogs OK

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Telstar.gon, holiday rental in Oakland

Telstar.gon

6 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Sundance, holiday rental in Oakland

Sundance

7 bedrooms
7 bathrooms
Sleeps 22
Match: Sleeps
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New listing! Delightful cabin w/ firepit, full kitchen, & gas fireplace!, holiday rental in Oakland

New listing! Delightful cabin w/ firepit, full kitchen, & gas fireplace!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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5BR lakefront Cottage.  Almost Heaven offers a true family retreat at Deep Creek, holiday rental in Oakland

5BR lakefront Cottage. Almost Heaven offers a true family retreat at Deep Creek

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Journey's End, holiday rental in Oakland

Journey's End

8 bedrooms
9 bathrooms
Sleeps 26
Match: Sleeps
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DOGS WELCOME! Lake Access Home w/Hot tub, Fire Pit, & Pool Table!, holiday rental in Oakland

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

3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Triple-T Lodge, holiday rental in Oakland

Triple-T Lodge

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Lakefront Townhouse #08 w/Dock Slip, Wood Fireplace, & Community Fire Pit!, holiday rental in Oakland

Lakefront Townhouse #08 w/Dock Slip, Wood Fireplace, & Community Fire Pit!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lake Area Home w/Hot Tub, Pool Table, & Fire Pit!, holiday rental in Oakland

Lake Area Home w/Hot Tub, Pool Table, & Fire Pit!

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Winter is Coming !!!, holiday rental in Oakland

Winter is Coming !!!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lake Shore Lodge, holiday rental in Oakland

Lake Shore Lodge

5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Frequently Asked Questions about Oakland


Yes, here are some popular holiday rentals in Oakland that have internet access:\n\nSee all holiday rentals in Oakland on Tripadvisor


Some of the most popular kid friendly rentals in Oakland are:\n\nSee all kid friendly holiday rentals in Oakland on Tripadvisor