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

Exceptional Lakefront View

Oakland
Your Deep Creek adventure awaits! Reverie is an exquisite 5 bedroom home that will far exceed your e...
Home 5 / 5 / 12

*
Online booking available

$538 - $1048
Per Night

$2286 - $4921
Per Week

Adorable Pet Friendly Family Home with Hot Tub

Oakland
Memory Lane got its name from the gracious, huge trees and beautifully maintained lawn which give yo...
Home 4 / 4 / 12

*
Online booking available

$347 - $522
Per Night

$1493 - $2122
Per Week

Fern Run Cabin

Oakland
Absolute privacy! Hiking/Biking/dark nights. Wireless internet Outdoorsman's Dream. Miles of ATV...
Cabin 3 / 2 / 11

*
Online booking available

Contact
Owner
Directly
For Rates

Cabin in the Woods

Oakland
PLANNING A SKI/TUBING TRIP? Cabin in the Woods provides a secluded private setting and is only 14 mi...
Cabin 2 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Stone Haven

Oakland
Better than a 'park-like' setting!. Great central location for natural resorts 3 minutes from Swa...
Home 3 / 2 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

Lazy Bear Lodge

Oakland
Highest quality at every turn. Quality chalet in a forest setting 3 minutes from Swallow Falls St...
Home 5 / 4 / 13

*
Online booking available

Contact
Owner
Directly
For Rates

Blarney Stone Manor

Oakland
Rich log cabin in forest setting. Oversized Deck overlooking beautiful native stone landscaped area...
Home 3 / 4 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

Swallow Hollow

Oakland
Minutes to Swallow Falls, Deep Creek Lake. Great central location 3 minutes from Swallow Falls St...
Cottage 2 / 2 / 10

*
Online booking available

Contact
Owner
Directly
For Rates

All Seasons

Oakland
Affordable Lake Access/Dock - modest home. Private dock slip with nice setting and spectacular view...
Home 4 / 3 / 9

*
Online booking available

Contact
Owner
Directly
For Rates

Laurel Brook 35

Oakland
Forest out back, Centrally located. Centrally located 2 BR, 2BA towhome Work on the WIFI before exp...
Home 2 / 2 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

Beautiful Lakefront Home w/Private Pool and Dock Slip

Oakland
Come and stay at Deep Creek's premier deluxe lakefront property where dreams do come true, and the c...
Home 8 / 8 / 26

*
Online booking available

$1436 - $2401
Per Night

$5864 - $9266
Per Week

Deck on the Lake

Oakland
Relax on the enormous deck while taking in views of the lake. meander over the large yard to the wa...
Home 2 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Pleasant Valley Star

Oakland
Great sledding out your back door, 15 minutes to Resort. Outstanding 360* pastoral views Oversized...
Home 4 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Tall Pines

Oakland
5 Minutes to Resort, Dock/Lake short walk. Private dock slip with nice park-like setting Nestled i...
Home 3 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Wild Yough

Oakland
350 Acres! River Access, 12 min to Resort. Conveniently located near Swallow Falls & Herrington Ma...
Home 3 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Shenandoah

Oakland
Large, Lakefont Luxury - every amenity. Relax in the Great Room or Rec Room taking in the panorami...
Home 5 / 4 / 14

*
Online booking available

Contact
Owner
Directly
For Rates

Red Run Cabin

Oakland
5 Minutes to Resort, Dock/Lake short walk. Relax at the picnic table, surrounded by evegreens and ...
Cabin 3 / 2 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

Herrington House

Oakland
Walk into Herrington Manor State Park. Enjoy a "black hole" vacation with no internet service or bl...
Home 2 / 1 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

Bear Paws

Oakland
Take for a test drive before you buy! this cabin now 'For Sale', offering a great opportunityCozy c...
Cabin 2 / 2 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

Bear Crossing

Oakland
Absolute privacy! Hiking/Biking/dark nights. Wireless internet Outdoorsman's Dream. Miles of AT...
Home 3 / 2 / 10

*
Online booking available

Contact
Owner
Directly
For Rates

Hemlock Haven

Oakland
Tucked in evergreens. Enormous wood-burning fireplace. Nestled on a lovely wooded lot, this 3 bedr...
Home 3 / 2 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

 

More Getaway Locations and Properties