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Holiday homes in Oakland (Page 2)

Enjoy your stay and find the best Holiday homes in Oakland at affordable prices

Searching for a holiday home in Oakland (Maryland)? Explore a great selection of vacation homes in Oakland to find the one that best fits to your needs, starting from $120.86 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Oakland and region (30 miles)
Valhalla on Mystic Creek in Oakland, USA

Valhalla on Mystic Creek

Holiday home in Oakland, Maryland
Situated in Oakland, Valhalla on Mystic Creek features accommodation with a patio and free WiFi.
  • Parking

no reviews

from $316.05 Show details »

Lovely Terra Alta Cabin Less Than 1 Mi to Alpine Lake in Terra Alta, USA

Lovely Terra Alta Cabin Less Than 1 Mi t...

Holiday home in Terra Alta near Oakland, Maryland
Lovely Terra Alta Cabin Less Than 1 Mi to Alpine Lake is situated in Terra Alta.
  • Parking

Fabulous 1 Reviews 9.0

from $279.33 Show details »

The Lake House in Oakland, USA

The Lake House

Holiday home in Oakland, Maryland
Located in Oakland, The Lake House provides accommodation with a balcony and free WiFi.
  • Parking

no reviews

from $404.66 Show details »

Lincoln Log Cabin in Oakland, USA

Lincoln Log Cabin

Holiday home in Oakland, Maryland
Situated in Oakland, Lincoln Log Cabin features accommodation with a patio and free WiFi.
  • Parking

no reviews

from $200.88 Show details »

The Eagles Nest at Alpine Cabin with Fireplace! in Terra Alta, USA

The Eagles Nest at Alpine Cabin with Fir...

Holiday home in Terra Alta near Oakland, Maryland
The Eagles Nest at Alpine Cabin with Fireplace! is set in Terra Alta.
  • Parking

no reviews

from $278.67 Show details »

Runnin Down a Dream in Oakland, USA

Runnin Down a Dream

Holiday home in Oakland, Maryland
Located in Oakland, Runnin Down a Dream provides accommodation with a patio and free WiFi.
  • Parking
  • Pets allowed

no reviews

from $215.67 Show details »

Knotty Pines in Oakland, USA

Knotty Pines

Holiday home in Oakland, Maryland
Situated in Oakland, Knotty Pines features accommodation with a patio and free WiFi.
  • Parking
  • Pets allowed

no reviews

from $271.77 Show details »

Wooded Bliss in Oakland, USA

Wooded Bliss

Holiday home in Oakland, Maryland
Wooded Bliss is located in Oakland.
  • Parking

no reviews

from $286.33 Show details »

Lakeview Cottage in Oakland, USA

Lakeview Cottage

Holiday home in Oakland, Maryland
Set in Oakland, Lakeview Cottage offers accommodation with a patio and free WiFi.
  • Parking
  • Pets allowed

no reviews

from $372.27 Show details »

LakeStar Chalet in Oakland, USA

LakeStar Chalet

Holiday home in Oakland, Maryland
Located in Oakland, LakeStar Chalet provides accommodation with a patio and free WiFi.
  • Parking

no reviews

from $483.33 Show details »

The Perch in Oakland, USA

The Perch

Holiday home in Oakland, Maryland
Situated in Oakland in the Maryland region, The Perch has a patio and mountain views.
  • Parking
  • Pets allowed

no reviews

from $459.67 Show details »

Blue Waters in Oakland, USA

Blue Waters

Holiday home in Oakland, Maryland
Located in Oakland, Blue Waters provides accommodation with a patio and free WiFi.
  • Parking
  • Pets allowed
  • Indoor pool
  • Outdoor pool
  • Swimming pool

no reviews

from $436.23 Show details »

Bee Tree II in Oakland, USA

Bee Tree II

Holiday home in Oakland, Maryland
Located in Oakland, Bee Tree II provides accommodation with a patio and free WiFi.
  • Parking

no reviews

from $425.33 Show details »

Cabin Dreams in Oakland, USA

Cabin Dreams

Holiday home in Oakland, Maryland
Located in Oakland, Cabin Dreams provides accommodation with a patio and free WiFi.
  • Parking

no reviews

from $449.67 Show details »

Oakland Vacation Rental Less Than 1 Mi to Deep Creek Lake! in Oakland, USA

Oakland Vacation Rental Less Than 1 Mi t...

Holiday home in Oakland, Maryland
Peaceful Townhome Less Than 1 Mi from Deep Creek Lake! is situated in Oakland.
  • Parking

no reviews

from $130.00 Show details »

Bearadise in Oakland, USA

Bearadise

Holiday home in Oakland, Maryland
Situated in Oakland, Bearadise features accommodation with a patio and free WiFi.
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool

no reviews

from $252.33 Show details »

Secret of Life in Oakland, USA

Secret of Life

Holiday home in Oakland, Maryland
Secret of Life is set in Oakland.
  • Parking
  • Tea/Coffee maker
  • TV
  • Air conditioning
  • Hot tub

no reviews

from $481.00 Show details »

Tarenga House in Oakland, USA

Tarenga House

Holiday home in Oakland, Maryland
Tarenga House is situated in Oakland.
  • Parking

no reviews

from $385.40 Show details »

Wright off the Lake in Oakland, USA

Wright off the Lake

Holiday home in Oakland, Maryland
Set in Oakland, Wright off the Lake offers accommodation with a patio and free WiFi.
  • Parking
  • Pets allowed

no reviews

from $356.69 Show details »

Kare Bear Cabin in Oakland, USA

Kare Bear Cabin

Holiday home in Oakland, Maryland
Situated in Oakland, Kare Bear Cabin features accommodation with a patio and free WiFi.
  • Parking
  • Sauna

no reviews

from $225.07 Show details »

Donnas Choice in Oakland, USA

Donnas Choice

Holiday home in Oakland, Maryland
Located in Oakland, Donnas Choice provides accommodation with a balcony and free WiFi.
  • Parking
  • Pets allowed

no reviews

from $479.33 Show details »

Some Kind of Wonderful in Oakland, USA

Some Kind of Wonderful

Holiday home in Oakland, Maryland
Boasting a hot tub, Some Kind of Wonderful is located in Oakland.
  • Parking
  • Fitness centre

no reviews

from $357.64 Show details »

Tees 'N Skis in Thayerville, USA

Tees 'N Skis

Holiday home in Thayerville near Oakland, Maryland
Boasting a hot tub, Tees N Skis is situated in Thayerville.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

no reviews

from $471.23 Show details »

Deep Breath in Oakland, USA

Deep Breath

Holiday home in Oakland, Maryland
Deep Breath is set in Oakland.
  • Parking

no reviews

from $299.00 Show details »

The Gathering in Thayerville, USA

The Gathering

Holiday home in Thayerville near Oakland, Maryland
Featuring air conditioning, The Gathering offers accommodation in Thayerville.
  • Parking
  • Tea/Coffee maker
  • TV
  • Air conditioning
  • Hot tub

Exceptional 1 Reviews 10.0

from $158.00 Show details »

Number of Holiday homes in Oakland 268
Number of guest ratings 1250
Average price per night $384.09
Lowest price per night $120.86
Highest price per night $858.91

Most popular Holiday-homes in Oakland

The most popular Holiday-homes in Oakland based on average guest rating (Top 10).

Cheapest Holiday-homes in Oakland

The cheapest Holiday-homes in Oakland based on room rate per night (Top 10).

Most booked Holiday-homes in Oakland

The most booked Holiday-homes in Oakland based on popularity with guests (Top 10).

Holiday homes in Oakland (Maryland), comfortable and familiar

Staying in a holiday or vacation home in Oakland can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Oakland for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Oakland should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com