Oakland Rentals
From $707 per night (USD)VRBO
Divided Sky: Lake Area, Dogs Welcome, Hot Tub, Pool Table!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Name: Divided Sky | Bedrooms: 5 | Bathrooms: 3 | Sleeps: 14 | Access: Lake Area | Dogs Welcome Max. 2 | MUST BE 24+ YEAR ...
From $707 per night (USD)VRBO
From $360 per night (USD)Expedia
Lost Bearadise: Lake Area, Indoor Hot Tub, Fireplaces, Foosball, A\/C!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Name: Lost Bearadise | Bedrooms: 3 | Bathrooms: 3 | Sleeps: 8 | Access: Lake Area | Pets Not Permitted | MUST BE 24+ YEA ...
From $360 per night (USD)Expedia
From $440 per night (USD)VRBO
Choo Choo Rooster Scrapbook Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
NO RENTALS AFTER 2024. This property is being rented to scrapbookers, card makers, knitters, quilters...etc. If a craf ...
From $440 per night (USD)VRBO
From $252 per night (USD)VRBO
Windy Acres | Dog Friendly + Hot Tub & Great Views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Get ready to escape to a destination like no other at Windy Acres. This stunning chalet-style log cabin located in Herri ...
From $252 per night (USD)VRBO
From $305 per night (USD)VRBO
Elegant Home Away: Hot Tub, Game Room, Kid Friendly!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
The perfect location for your winter escape! Enjoy a quiet retreat in this custom-built oasis near the golf course! Ame ...
From $305 per night (USD)VRBO
From $522 per night (USD)Expedia
Historic Family 6-bedroom home on delightful 2nd Street in Oakland, MD
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to this historic 1880s home on Second Street in downtown Oakland, Maryland. Furnished with antiques yet comforta ...
From $522 per night (USD)Expedia