Cottages in Oakland
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Cottages for every style
Find the right cottage for you in Oakland
Top picks for Oakland hotels
Explore our most popular hotels in Oakland
- Scored out of 10, guest rating 10Exceptional - What previous guests thought, 1 reviewFromUS$1261 night, 2 adults
- Scored out of 10, guest rating 8.5Very good - What previous guests thought, 2 reviewsFromUS$2811 night, 2 adults
- Scored out of 10, guest rating 10Exceptional - What previous guests thought, 1 reviewFromUS$2671 night, 2 adults
- Scored out of 10, guest rating 9.5Exceptional - What previous guests thought, 2 reviewsFromUS$2801 night, 2 adults
- Scored out of 10, guest rating 10Exceptional - What previous guests thought, 1 reviewFromUS$2891 night, 2 adults
- Scored out of 10, guest rating 10Exceptional - What previous guests thought, 2 reviewsFromUS$2871 night, 2 adults
- FromUS$2821 night, 2 adults
- Scored out of 10, guest rating 10Exceptional - What previous guests thought, 1 reviewFromUS$2891 night, 2 adults
- Scored out of 10, guest rating 8.0Very good - What previous guests thought, 2 reviewsFromUS$2741 night, 2 adults
- FromUS$2821 night, 2 adults
- FromUS$2821 night, 2 adults
- Scored out of 10, guest rating 8.0Very good - What previous guests thought, 1 reviewFromUS$2731 night, 2 adults
- FromUS$2821 night, 2 adults
- FromUS$2801 night, 2 adults
- Scored out of 10, guest rating 8.5Very good - What previous guests thought, 2 reviewsFromUS$2781 night, 2 adults
- Scored out of 10, guest rating 8.0Very good - What previous guests thought, 1 reviewFromUS$2711 night, 2 adults
- Scored out of 10, guest rating 9.0Superb - What previous guests thought, 1 reviewFromUS$2671 night, 2 adults
- Scored out of 10, guest rating 9.5Exceptional - What previous guests thought, 2 reviewsFromUS$2811 night, 2 adults
- FromUS$2771 night, 2 adults
- Scored out of 10, guest rating 10Exceptional - What previous guests thought, 1 reviewFromUS$2681 night, 2 adults
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Private Lake&Beach w Golf, Fire Pit, Deck & WiFi!
Private Lake&Beach w Golf, Fire Pit, Deck & WiFi! is situated in Terra Alta. Both free WiFi and parking on-site are accessible at the holiday home free of charge.
Mountain Serene Views and Creek-side Charm - Pet friendly
Boasting air-conditioned accommodation with a patio, Mountain Serene Views and Creek-side Charm - Pet friendly is situated in Rowlesburg.
Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr
Featuring a spa bath, Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr is set in Oakland. Boasting a shared kitchen, this property also provides guests with a picnic area.
Cubs Den - Hot Tub- Walk to Lake- Fire Pit - Kayaks
Featuring air-conditioned accommodation with a patio, Cubs Den - Hot Tub- Walk to Lake- Fire Pit - Kayaks is located in Oakland.
Woodsy Way Cabin
Featuring air-conditioned accommodation with a patio, Woodsy Way Cabin is set in Oakland. The holiday home has an outdoor fireplace and a hot tub.
Birdhouse Lodge
Birdhouse Lodge is situated in Oakland. The property has a restaurant with an outdoor dining area.
Zen Den
Zen Den is set in McHenry. Both free WiFi and parking on-site are accessible at the holiday home free of charge.
Sunplace 02
Featuring a spa bath, Sunplace 02 is located in McHenry. Both free WiFi and parking on-site are available at the holiday home free of charge.
*Entire House • Sleeps 9 • Hot tub • Pets Welcome*
Located in McHenry, within 48 km of Frostburg State University, *Entire House • Sleeps 9 • Hot tub • Pets Welcome* offers accommodation with air conditioning. A hot tub is available for guests.
Fawn View Cabin
Fawn View Cabin is located in McHenry. Both free WiFi and parking on-site are available at the holiday home free of charge.
The best cottages in Oakland
Check out our pick of great cottages in Oakland
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Private Lake&Beach w Golf, Fire Pit, Deck & WiFi!
Private Lake&Beach w Golf, Fire Pit, Deck & WiFi! is situated in Terra Alta. Both free WiFi and parking on-site are accessible at the holiday home free of charge.
Mountain Serene Views and Creek-side Charm - Pet friendly
Boasting air-conditioned accommodation with a patio, Mountain Serene Views and Creek-side Charm - Pet friendly is situated in Rowlesburg.
Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr
Featuring a spa bath, Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr is set in Oakland. Boasting a shared kitchen, this property also provides guests with a picnic area.
Cubs Den - Hot Tub- Walk to Lake- Fire Pit - Kayaks
Featuring air-conditioned accommodation with a patio, Cubs Den - Hot Tub- Walk to Lake- Fire Pit - Kayaks is located in Oakland.
Woodsy Way Cabin
Featuring air-conditioned accommodation with a patio, Woodsy Way Cabin is set in Oakland. The holiday home has an outdoor fireplace and a hot tub.
Birdhouse Lodge
Birdhouse Lodge is situated in Oakland. The property has a restaurant with an outdoor dining area.
Zen Den
Zen Den is set in McHenry. Both free WiFi and parking on-site are accessible at the holiday home free of charge.
Sunplace 02
Featuring a spa bath, Sunplace 02 is located in McHenry. Both free WiFi and parking on-site are available at the holiday home free of charge.
*Entire House • Sleeps 9 • Hot tub • Pets Welcome*
Located in McHenry, within 48 km of Frostburg State University, *Entire House • Sleeps 9 • Hot tub • Pets Welcome* offers accommodation with air conditioning. A hot tub is available for guests.
Fawn View Cabin
Fawn View Cabin is located in McHenry. Both free WiFi and parking on-site are available at the holiday home free of charge.
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Most booked cottages in Oakland and surroundings in the past month
Popular with guests booking cottages in Oakland
Popular with guests booking cottages in Oakland
Popular with guests booking cottages in Oakland
Popular with guests booking cottages in Oakland
Popular with guests booking cottages in Oakland
Popular with guests booking cottages in Oakland
Popular with guests booking cottages in Oakland
Popular with guests booking cottages in Oakland
Popular with guests booking cottages in Oakland
Popular with guests booking cottages in Oakland
Enjoy breakfast in Oakland and nearby
Windy Acres
Featuring a spa bath, Windy Acres is located in Oakland. Both free WiFi and parking on-site are available at the holiday home free of charge.
Dogs Welcome Secluded Oakland Gem with Hot Tub
Located in Oakland in the Maryland region, Dogs Welcome Secluded Oakland Gem with Hot Tub provides accommodation with access to a spa centre.
Moonbeam Airstream
Moonbeam Airstream is located in Oakland. Free WiFi is included throughout the property. The holiday home comes with a TV. The air-conditioned accommodation is equipped with a kitchen.
Couples Retreat - The HayLoft- Rustic Escape For 2
Located in Oakland in the Maryland region, Couples Retreat - The HayLoft- Rustic Escape For 2 features a balcony. Free WiFi is available throughout the property.
Deer Ridge
Deer Ridge is situated in Terra Alta. Free WiFi is provided throughout the property. The air-conditioned holiday home consists of 2 bedrooms, a fully equipped kitchen and 2 bathrooms.
Swallow Falls Cabin 4
Located in Oakland in the Maryland region, Swallow Falls Cabin 4 provides accommodation with free WiFi and free private parking.
Swallow Falls Cabin 3
Located in Oakland in the Maryland region, Swallow Falls Cabin 3 provides accommodation with free WiFi and free private parking.
Swallow Falls Cabin 2
Swallow Falls Cabin 2 is located in Oakland. The 1-bedroom holiday home comes with a living room with a TV with cable channels, a fully equipped kitchen with an oven and a microwave, and 1 bathroom...
These cottages in Oakland and nearby have options with free cancellation
Swallow Falls Cabin 1
Swallow Falls Cabin 1 is located in Oakland. The air-conditioned holiday home is composed of 1 separate bedroom, a fully equipped kitchen with an oven and a microwave, and 1 bathroom.
Snaggy Mountain Oasis- 3 bedroom with Hot Tub Near Trails
Set in Alpine Lake in the West Virginia region, Snaggy Mountain Oasis- 3 bedroom with Hot Tub Near Trails offers accommodation with free WiFi and free private parking, as well as access to a hot tub.
Cozy Cabin
Cozy Cabin is situated in Oakland. Both free WiFi and parking on-site are accessible at the holiday home free of charge.
Hike, Ski and Raft Terra Alta Cabin with Large Deck
Hike, Ski and Raft Terra Alta Cabin with Large Deck is set in Terra Alta. Free WiFi is included throughout the property.
6 Bed Retreat w Game Room at Alpine Lake Resort
6 Bed Retreat w Game Room at Alpine Lake Resort is located in Alpine Lake. Both free WiFi and parking on-site are available at the holiday home free of charge.
Serenity Chalet
Serenity Chalet is set in Oakland. Both free WiFi and parking on-site are accessible at the holiday home free of charge.
Porch Paradise
Porch Paradise is situated in Terra Alta. Free WiFi is provided throughout the property. The holiday home is composed of 3 separate bedrooms, a fully equipped kitchen, and 3 bathrooms.
New Construction Beautiful Lake Front and Beautiful Home
Situated in Oakland in the Maryland region, New Construction Beautiful Lake Front and Beautiful Home features accommodation with access to a hot tub. The holiday home features a TV.
