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Holiday homes in Oakland (Page 5)

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)
Picture Perfect in Oakland, USA

Picture Perfect

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

no reviews

from $473.14 Show details »

Escape to Wisp Mountain in McHenry, USA

Escape to Wisp Mountain

Holiday home in McHenry near Oakland, Maryland
Located in McHenry, Escape to Wisp Mountain provides accommodation with a patio and free WiFi.
  • Parking

no reviews

from $475.00 Show details »

Lake Shore in Swanton, USA

Lake Shore

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

no reviews

from $346.29 Show details »

Majestic View in Oakland, USA

Majestic View

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

no reviews

from $296.86 Show details »

Lazy Days in Oakland, USA

Lazy Days

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

no reviews

from $478.67 Show details »

Sunset View in Hazelhurst, USA

Sunset View

Holiday home in Hazelhurst near Oakland, Maryland
Sunset View offers accommodation in Hazelhurst.
  • Parking
  • Tea/Coffee maker
  • TV
  • Hot tub
  • Refrigerator

Very good 3 Reviews 8.3

from $238.00 Show details »

101B One Bedroom One Bath in Oakland, USA

101B One Bedroom One Bath

Holiday home in Oakland, Maryland , 20160 Garrett Highway
101B One Bedroom One Bath is set in Oakland and offers a terrace.
  • Parking
  • Sauna
  • Fitness centre
  • Indoor pool
  • Swimming pool

Exceptional 1 Reviews 10.0

from $276.00 Show details »

Hidden Treasure in Oakland, USA

Hidden Treasure

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

no reviews

from $268.91 Show details »

Cedarwoods in Oakland, USA

Cedarwoods

Holiday home in Oakland, Maryland
Situated in Oakland, Cedarwoods Home features accommodation with a patio and free WiFi.
  • Parking

no reviews

from $345.53 Show details »

Marina Two in Oakland, USA

Marina Two

Holiday home in Oakland, Maryland
Marina Two is situated in Oakland.
  • Parking

no reviews

from $263.67 Show details »

Marina One in Oakland, USA

Marina One

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

no reviews

from $267.19 Show details »

Black Pines Lodge! Privacy, Hot tub, Frisbee Golf in Swanton, USA

Black Pines Lodge! Privacy, Hot tub, Fri...

Chalet in Swanton near Oakland, Maryland , 574 Shoreline Drive
Featuring a hot tub, Black Pines Lodge!
  • Parking

Exceptional 1 Reviews 10.0

from $462.86 Show details »

Heart and Soul in Oakland, USA

Heart and Soul

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

no reviews

from $447.78 Show details »

Mary's Landing in Thayerville, USA

Mary's Landing

Holiday home in Thayerville near Oakland, Maryland
Marys Landing is situated in Thayerville.
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Pleasant 6 Reviews 7.0

from $120.86 Show details »

Retro Lake Landing in McHenry, USA

Retro Lake Landing

Holiday home in McHenry near Oakland, Maryland
Set in McHenry, Retro Lake Landing offers accommodation with a patio and free WiFi.
  • Parking
  • Pets allowed

no reviews

price on demand Show details »

Timberlake in McHenry, USA

Timberlake

Holiday home in McHenry near Oakland, Maryland
Located in McHenry, Timberlake provides accommodation with a balcony and free WiFi.
  • Parking

no reviews

from $422.71 Show details »

Incognito in Oakland, USA

Incognito

Holiday home in Oakland, Maryland
Incognito is set in Oakland.
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Internet facilities
  • Shower

Good 5 Reviews 7.8

from $293.55 Show details »

Howling Wolf Den in Oakland, USA

Howling Wolf Den

Holiday home in Oakland, Maryland
Located in Oakland, Howling Wolf Den provides accommodation with a patio and free WiFi.
  • Parking

no reviews

from $404.67 Show details »

Golden Pond in Swanton, USA

Golden Pond

Holiday home in Swanton near Oakland, Maryland
Set in Swanton, Golden Pond offers accommodation with a balcony and free WiFi.
  • Parking
  • Pets allowed

no reviews

from $290.00 Show details »

Glen Clova in Swanton, USA

Glen Clova

Holiday home in Swanton near Oakland, Maryland
Set in Swanton, Glen Clova offers accommodation with a balcony and free WiFi.
  • Parking
  • Pets allowed

no reviews

from $424.67 Show details »

Lazy Bear Cove in Oakland, USA

Lazy Bear Cove

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

no reviews

from $311.92 Show details »

Docktails Dreams in Swanton, USA

Docktails Dreams

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

no reviews

from $486.33 Show details »

Santa Fe Getaway in Oakland, USA

Santa Fe Getaway

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

no reviews

from $381.96 Show details »

Birdhouse Lodge in Oakland, USA

Birdhouse Lodge

Holiday home in Oakland, Maryland
Birdhouse Lodge is situated in Oakland.
  • Parking
  • Pets allowed

Good 12 Reviews 7.2

from $254.30 Show details »

Morningside Lodge in Oakland, USA

Morningside Lodge

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

no reviews

from $461.00 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