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Holiday homes in Oakland (Page 6)

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)
Pinnacle Paradise! Hot Tub! Dock Slip included! in Swanton, USA

Pinnacle Paradise! Hot Tub! Dock Slip in...

Holiday home in Swanton near Oakland, Maryland , 556 Pinnacle Drive
Boasting air-conditioned accommodation with a patio, Pinnacle Paradise!
  • Parking
  • Pets allowed

no reviews

from $480.00 Show details »

Leisure Lake in Oakland, USA

Leisure Lake

Holiday home in Oakland, Maryland
Set in Oakland, Leisure Lake offers accommodation with a patio and free WiFi.
  • Parking

no reviews

from $376.42 Show details »

Casa Montes in Oakland, USA

Casa Montes

Holiday home in Oakland, Maryland
Set in Oakland, Casa Montes offers accommodation with a patio and free WiFi.
  • Parking

no reviews

from $401.00 Show details »

Owl's Nest in Oakland, USA

Owl's Nest

Holiday home in Oakland, Maryland
Set in Oakland, Owls Nest offers accommodation with a balcony and free WiFi.
  • Parking
  • Pets allowed

Very good 3 Reviews 8.0

from $253.00 Show details »

Serenity On The Mountain in McHenry, USA

Serenity On The Mountain

Holiday home in McHenry near Oakland, Maryland
Serenity On The Mountain is located in McHenry.
  • Parking
  • Tea/Coffee maker
  • TV
  • Air conditioning
  • Hot tub

Exceptional 2 Reviews 10.0

from $355.33 Show details »

Serenity Ridge in Oakland, USA

Serenity Ridge

Holiday home in Oakland, Maryland
Set in Oakland, Serenity Ridge offers accommodation with a patio and free WiFi.
  • Parking

no reviews

from $332.00 Show details »

Cubs Den - Hot Tub- Walk to Lake- Fire Pit - Kayaks in Oakland, USA

Cubs Den - Hot Tub- Walk to Lake- Fire P...

Holiday home in Oakland, Maryland , 75 Gila Trail
Located in Oakland, Cubs Den - Hot Tub- Walk to Lake- Fire Pit - Kayaks provides accommodation with a patio and free WiFi.
  • Parking
  • Pets allowed

Superb 8 Reviews 9.1

from $202.00 Show details »

Loft of Luxury in Oakland, USA

Loft of Luxury

Holiday home in Oakland, Maryland
Set in Oakland, Loft of Luxury offers accommodation with a patio and free WiFi.
  • Parking

no reviews

from $193.35 Show details »

Deep Creek Lake Townhome with Deck and Water Views in Oakland, USA

Deep Creek Lake Townhome with Deck and W...

Holiday home in Oakland, Maryland
Situated in Oakland, Deep Creek Lake Townhome with Deck and Water Views features accommodation with a balcony and free WiFi.
  • Parking
  • Internet facilities
  • Shower
  • Bath
  • Hairdryer

Fabulous 1 Reviews 9.0

from $233.00 Show details »

Wake at the Lake in Swanton, USA

Wake at the Lake

Holiday home in Swanton near Oakland, Maryland
Set in Swanton, Wake at the Lake offers accommodation with a patio and free WiFi.
  • Parking

no reviews

from $352.14 Show details »

Strawberry Fields in Oakland, USA

Strawberry Fields

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

no reviews

from $279.01 Show details »

Views & Brews in Oakland, USA

Views & Brews

Holiday home in Oakland, Maryland
Offering free WiFi and lake views, Views Brews is an accommodation situated in Oakland.
  • Parking
  • Pets allowed

no reviews

from $287.40 Show details »

Mountain Ridge Nest in Oakland, USA

Mountain Ridge Nest

Holiday home in Oakland, Maryland
Located in Oakland, Mountain Ridge Nest provides accommodation with a patio and free WiFi.
  • Parking

no reviews

from $236.45 Show details »

Jeffrey Lane Condos in Thayerville, USA

Jeffrey Lane Condos

Holiday home in Thayerville near Oakland, Maryland
Located in Thayerville, Jeffrey Lane Condos offers accommodation with a balcony and free WiFi.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Good 10 Reviews 7.3

from $187.32 Show details »

Waves N Moguls in Oakland, USA

Waves N Moguls

Holiday home in Oakland, Maryland
Situated in Oakland, Waves N Moguls features accommodation with a patio and free WiFi.
  • Parking

no reviews

from $365.74 Show details »

By the Stream in Oakland, USA

By the Stream

Holiday home in Oakland, Maryland
Situated in Oakland, By the Stream features accommodation with a patio and free WiFi.
  • Parking

no reviews

from $325.86 Show details »

Rustic Retreat in Swanton, USA

Rustic Retreat

Holiday home in Swanton near Oakland, Maryland
Set in Swanton, Rustic Retreat offers accommodation with a patio and free WiFi.
  • Parking

no reviews

from $276.34 Show details »

Hidden Haven in Swanton, USA

Hidden Haven

Holiday home in Swanton near Oakland, Maryland
Hidden Haven is located in Swanton.
  • Parking

no reviews

from $214.33 Show details »

Waterlogged in McHenry, USA

Waterlogged

Holiday home in McHenry near Oakland, Maryland
Situated in McHenry, Waterlogged features accommodation with a patio and free WiFi.
  • Parking

no reviews

from $444.33 Show details »

Sunset Bluff in McHenry, USA

Sunset Bluff

Holiday home in McHenry near Oakland, Maryland
Situated in McHenry, Sunset Bluff offers garden, free WiFi, a 24-hour front desk, and an ATM.
  • Parking
  • Pets allowed

no reviews

from $223.67 Show details »

Tall Pines in Swanton, USA

Tall Pines

Holiday home in Swanton near Oakland, Maryland
Offering free WiFi and lake views, Tall Pines is an accommodation located in Swanton.
  • Parking

Exceptional 1 Reviews 10.0

from $445.92 Show details »

Fearers Favorite Place in Swanton, USA

Fearers Favorite Place

Holiday home in Swanton near Oakland, Maryland
Set in Swanton, Fearers Favorite Place offers accommodation with a patio and free WiFi.
  • Parking

no reviews

from $475.67 Show details »

Tao House at Serenity Woods in McHenry, USA

Tao House at Serenity Woods

Holiday home in McHenry near Oakland, Maryland
Located in McHenry, Tao House at Serenity Woods provides accommodation with a patio and free WiFi.
  • Parking

no reviews

from $302.67 Show details »

Ravens Hollow in McHenry, USA

Ravens Hollow

Holiday home in McHenry near Oakland, Maryland
Offering free WiFi and mountain views, Ravens Hollow is an accommodation set in McHenry.
  • Parking
  • Electric vehicle charging station

no reviews

from $409.00 Show details »

Lazy Day Hideaway - Home in McHenry, USA

Lazy Day Hideaway - Home

Holiday home in McHenry near Oakland, Maryland
Offering free WiFi and lake views, Lazy Day Hideaway - Home is an accommodation set in McHenry.
  • Parking

no reviews

from $212.33 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