Oakland Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Adorable Pet Friendly Family Home with Hot Tub

Oakland
Memory Lane is a home designed to bring friends and family together for fun and laughter. Tucked amo...
Home 4 / 3.5 / 12

*
Online booking available

$345 - $481
Per Night

$1479 - $2131
Per Week

Exceptional 5 Bedroom on Premiere level lakefront!

Oakland
Welcome to one of Deep Creek?s finest homes. Reverie is an exquisite 5 bedroom mountain home that wi...
Home 5 / 4.5 / 12

*
Online booking available

$537 - $913
Per Night

$2278 - $4991
Per Week

Beautiful Lakefront Home w/ Private Indoor Pool, Hot Tub ...

Oakland
Beautiful Lakefront Home w/ Private Indoor Pool, Hot Tub & Dock Slip! Come and stay at Deep Creek's...
Home 8 / 7.5 / 26

*
Online booking available

$1397 - $2066
Per Night

$5890 - $9387
Per Week

Glamping-Uzes

Oakland
Simple Hut offers miles of groomed trails for hiking & biking and quiet, dark nights. High Quality ...
Home 1 / 0 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

Whispering Heights

Oakland
Take in the Best Mountain & Lake views available. Find yourself central to Resort activities yet hi...
Home 5 / 3 / 12

*
Online booking available

Contact
Owner
Directly
For Rates

Glamping-Cortina

Oakland
Simple Hut offers miles of groomed trails for hiking & biking and quiet, dark nights. High Quality ...
Home 1 / 0 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

All Seasons

Oakland
Community Lake access a short drive or healthy walk from chalet. small swimming area, pavilion with...
Home 4 / 2.5 / 9

*
Online booking available

Contact
Owner
Directly
For Rates

Cozy Cabin

Oakland
Cozy Cabin, as the name suggests, is sure to wrap you in comfort during your vacation! Nice amenit...
Cabin 3 / 1.5 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

Blarney Stone Manor

Oakland
Lovely Log Cabin offering quality at every turn. Each bedroom offers a full bath. Game room with po...
Home 3 / 3.5 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

Swallow Hollow

Oakland
Lovely Cape Cod is minutes from Swallow Falls State Park and offers great amenities including hot tu...
Home 2 / 2 / 10

*
Online booking available

Contact
Owner
Directly
For Rates

Dolce Vita

Oakland
Relax in the living room or at the dining table while enjoying the see-thru Gas Fireplace. Take a s...
Home 4 / 3 / 10

*
Online booking available

Contact
Owner
Directly
For Rates

Bear Crossing

Oakland
Looking for absolute privacy in your vacation home? Bear Crossing is it with nights so dark you won...
Home 3 / 2 / 10

*
Online booking available

Contact
Owner
Directly
For Rates

Glamping-Ardennen

Oakland
Simple Hut offers miles of groomed trails for hiking & biking and quiet, dark nights. High Quality ...
Home 1 / 0 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

Windy Acres

Oakland
Unique, Western decor and vintage cookstove, along with a country setting with working adjacent hors...
Home 3 / 3 / 12

*
Online booking available

Contact
Owner
Directly
For Rates

Red Run Cabin

Oakland
Find yourself tucked in a cabin hidden in lovely Rhododendron shrubbery. Evening fun with Bumper Po...
Cabin 3 / 2 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

Wild Yough Villa

Oakland
Surrounded by acres & acres of State Forest offering trails for hiking or biking to the Yough River ...
Home 3 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Finches' Nest

Oakland
Majestic Lake & Mountain Views are enjoyed from the living room. Walk to the tennis & basketball cou...
Home 3 / 3 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Relaxation Station

Oakland
With a trail right behind the house meandering to the State Forest and a stream trickling nearby, Re...
Home 3 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Deck on the Lake

Oakland
Cozy lake front home, steps away from Restaurants, tiki bars, theatres and shopping. Only Five minu...
Home 2 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Lazy Bear Lodge

Oakland
Covered Outdoor fireplace and large hot tub on back deck. Exquisite detail throughout. Tons of Pri...
Home 5 / 3.5 / 13

*
Online booking available

Contact
Owner
Directly
For Rates

Tall Pines

Oakland
Tall Pines Nestled amongst Towering Pines with a hot tub, large deck, and private dock slip with lak...
Home 3 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Glamping-Stanley

Oakland
Simple Hut offers miles of groomed trails for hiking & biking and quiet, dark nights. High Quality ...
Home 1 / 0 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

Mystic Creek Villa

Oakland
Offering 2 master suites & separate living areas, this newly finished home is centrally located, yet...
Home 5 / 4.5 / 13

*
Online booking available

Contact
Owner
Directly
For Rates

Shenandoah

Oakland
Incredible Lakefront Chalet offers commanding Lake Views. Separate Gameroom offers Pool & Fooseball....
Home 5 / 3.5 / 14

*
Online booking available

Contact
Owner
Directly
For Rates

Herrington House

Oakland
Looking for an affordable, simple vacation cottage a short walk to Herrington Manor State Park and s...
Cottage 2 / 1 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

 

More Getaway Locations and Properties