The 10 best holiday homes in Oakland, USA | Booking.com
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Holiday Homes in Oakland

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Find the right holiday home for you in Oakland

The best holiday homes in Oakland

Check out our pick of great holiday homes in Oakland

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Mountain Serene Views and Creek-side Charm - Pet friendly

Rowlesburg (Near Oakland)

Boasting air-conditioned accommodation with a patio, Mountain Serene Views and Creek-side Charm - Pet friendly is situated in Rowlesburg.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 23 reviews
Price from
US$64.80
1 night, 2 adults
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Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr

Oakland

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.

S
Said
From
United States
Everything was perfect. The cabin has everything, you just need to bring you clothes and that it it. I really recommend staying more than two days to get all the experience.
Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 9 reviews
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Cubs Den - Hot Tub- Walk to Lake- Fire Pit - Kayaks

Oakland

Featuring air-conditioned accommodation with a patio, Cubs Den - Hot Tub- Walk to Lake- Fire Pit - Kayaks is located in Oakland. This holiday home features a garden.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 9 reviews
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Woodsy Way Cabin

Oakland

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.

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 5 reviews
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Birdhouse Lodge

Oakland

Birdhouse Lodge is situated in Oakland. The property has a restaurant with an outdoor dining area.

Scored out of 10, guest rating 6.4
Pleasant - What previous guests thought, 8 reviews
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Infinite View

McHenry (Near Oakland)

Boasting a spa bath, Infinite View is situated in McHenry. The property has lake views. The holiday home has an outdoor fireplace and a sauna.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 7 reviews
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*Entire House • Sleeps 9 • Hot tub • Pets Welcome*

McHenry (Near Oakland)

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.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 22 reviews
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Fawn View Cabin

McHenry (Near Oakland)

Fawn View Cabin is located in McHenry. Both free WiFi and parking on-site are available at the holiday home free of charge.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 7 reviews
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Dancing Bear Lodge

McHenry (Near Oakland)

Dancing Bear Lodge is situated in McHenry. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 6 reviews
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Slippery Slope Cabin at Deep Creek Lake / Wisp Mountain (3 BR)

McHenry (Near Oakland)

Set in McHenry in the Maryland region, Slippery Slope Cabin at Deep Creek Lake / Wisp Mountain (3 BR) offers accommodation with access to a hot tub.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 6 reviews
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All holiday homes in Oakland

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Oakland and surroundings in the past month

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Save money on holiday homes in Oakland and nearby – budget options available

  • Windy Acres

    Oakland
    Budget options available

    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.

  • Located in Oakland in the Maryland region, Dogs Welcome Secluded Oakland Gem with Hot Tub provides accommodation with access to a spa centre.

  • Big Bass Lodge

    Oakland
    Budget options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Featuring air-conditioned accommodation with a patio, Big Bass Lodge is set in Oakland. A hot tub is available for guests. The holiday home has facilities for disabled guests.

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Situated in Oakland in the Maryland region, Forest Ridge @ Deep Creek Lake offers accommodation with free private parking, as well as access to a hot tub.

  • Deer Ridge

    Terra Alta
    Budget options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    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

    Oakland
    Budget options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Located in Oakland in the Maryland region, Swallow Falls Cabin 4 provides accommodation with free WiFi and free private parking.

  • Swallow Falls Cabin 3

    Oakland
    Budget options available
    Scored out of 10, guest rating 3.5
    Poor - What previous guests thought, 2 reviews

    Located in Oakland in the Maryland region, Swallow Falls Cabin 3 provides accommodation with free WiFi and free private parking.

  • Swallow Falls Cabin 2

    Oakland
    Budget options available
    Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Located in Oakland in the Maryland region, Swallow Falls Cabin 2 provides accommodation with free WiFi and free private parking.

Great access to the city centre. Check these holiday homes in Oakland and nearby

  • 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.

  • Cozy Cabin

    Oakland
    Central location

    Cozy Cabin is situated in Oakland. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

  • Serenity Chalet

    Oakland
    Central location

    Serenity Chalet is set in Oakland. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

  • 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.

  • Bear Paws

    Oakland
    Central location

    Situated in Oakland in the Maryland region, Bear Paws features accommodation with free WiFi and free private parking.

  • An Apple Away

    Oakland
    Central location

    An Apple Away is situated in Oakland. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

  • Hideaway

    Oakland
    Central location

    Hideaway is situated in Oakland. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

  • Home Sweet Cabin

    Oakland
    Central location
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2 reviews

    Home Sweet Cabin is set in Oakland. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

Enjoy breakfast in Oakland and nearby

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    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 is located in Alpine Lake. Both free WiFi and parking on-site are available at the holiday home free of charge.

  • Porch Paradise

    Terra Alta
    Breakfast options

    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.

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