Vacation rentals in Oakland - HomeToGo base64Hash Vacation rentals in Oakland - HomeToGo

Vacation rentals in Oakland

Find 29 available house rentals from 12 partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Distance to center

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • WiFi
    • Fireplace
    • Air conditioning
    • Hot tub
    • TV
    • Kitchen
    • Balcony/patio
    • Dishwasher
    • Washing machine
    • Yard
    • Microwave
    • Parking
    • Crib
    Show more

  • Accommodation type

    • Pet-friendly
    • No pets
    • No smoking
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended vacation rentals in Oakland

Find your perfect vacation rental in Oakland from just $95 per night!

House Oakland
House ∙ 11 guests ∙ 3 bedrooms

House with terrace, jacuzzi & barbecue | Nature view

Oakland, West Oakland, Maryland, United States
from $165
per night
from $165
per night
View deal
House Oakland
House ∙ 6 guests ∙ 1 bedroom

House with barbecue & garden | Pet-friendly

Oakland, West Oakland, Maryland, United States
from $137
per night
Excellent(8 ratings)
from $137
per night
View deal
House Oakland
House ∙ 14 guests ∙ 4 bedrooms

Vacation home with yard, jacuzzi & terrace | Lake view

Oakland, West Oakland, Maryland, United States
from $339
per night
Outstanding(17 ratings)
from $339
per night
View deal
House Oakland
House ∙ 14 guests ∙ 5 bedrooms

Fully equipped pleasant vacation home with hot tub, BBQ & terrace | Lake view | Dogs allowed

Oakland, West Oakland, Maryland, United States
from $381
per night
Outstanding(69 ratings)
from $381
per night
View deal
Motel Oakland
Motel ∙ 2 guests ∙ 1 bedroom

Motel for 2 persons

Oakland, West Oakland, Maryland, United States
from $144
per night
Excellent(54 ratings)
from $144
per night
View deal
House Oakland
House ∙ 12 guests ∙ 6 bedrooms

Wonderful house | Dogs allowed

Oakland, West Oakland, Maryland, United States
from $443
per night
from $443
per night
View deal
Motel Oakland
Motel ∙ 2 guests ∙ 1 bedroom

Motel

Oakland, West Oakland, Maryland, United States
from $159
per night
from $159
per night
View deal
House Oakland
House ∙ 12 guests ∙ 4 bedrooms

Beautiful vacation home with barbecue & garden

Oakland, West Oakland, Maryland, United States
from $658
per night
from $658
per night
View deal
Motel Oakland
Motel ∙ 2 guests ∙ 1 bedroom

Motel

Oakland, West Oakland, Maryland, United States
from $118
per night
from $118
per night
View deal
House Oakland
House ∙ 2 guests ∙ 5 bedrooms

Beautiful vacation home with jacuzzi & terrace

Oakland, West Oakland, Maryland, United States
from $935
per night
from $935
per night
View deal
Motel Oakland
Motel ∙ 2 guests ∙ 1 bedroom

Motel

Oakland, West Oakland, Maryland, United States
from $120
per night
from $120
per night
View deal
Motel Oakland
Motel ∙ 4 guests ∙ 1 bedroom

Motel for 4 persons

Oakland, West Oakland, Maryland, United States
from $117
per night
Outstanding
from $117
per night
View deal
House Oakland
House ∙ 14 guests ∙ 5 bedrooms

Vacation home with 5 rooms for 14 persons

Oakland, West Oakland, Maryland, United States
from $657
per night
from $657
per night
View deal
House Oakland
House ∙ 9 guests ∙ 3 bedrooms

Child-friendly spacious vacation home with jacuzzi, garden & patio | Pets are welcome

Oakland, West Oakland, Maryland, United States
$257 from $242
per night
Outstanding(34 ratings)
$257 from $242
per night
View deal
Cabin Oakland
Cabin ∙ 8 guests ∙ 3 bedrooms

Cabin with pool, terrace & barbeque | Nature view | Good for workation

Oakland, West Oakland, Maryland, United States
from $196
per night
Outstanding(2 ratings)
from $196
per night
View deal

Vacation houses with Balconies or Patios

Lodge Oakland
from $214
per night
Lodge ∙ 2 guests ∙ 1 bedroom

Charming lodge with garden

Oakland, West Oakland, Maryland, United States
Balcony/Patio
View deal
Lodge Oakland
from $241
per night
Lodge ∙ 2 guests ∙ 1 bedroom

Nice lodge with 1 room for 2 persons

Oakland, West Oakland, Maryland, United States
Balcony/Patio
View deal
House Oakland
from $257
per night
House ∙ 9 guests ∙ 5 bedrooms

Child-friendly spacious house with patio, garden & barbeque | Pet-friendly

5.0
Outstanding(34 ratings)
Oakland, West Oakland, Maryland, United States
Balcony/Patio
View deal
See all offers

Vacation Rentals With Fireplaces

House Oakland
from $296
per night
House ∙ 9 guests ∙ 3 bedrooms

Vacation home with jacuzzi & BBQ

Oakland, West Oakland, Maryland, United States
Fireplace
View deal
House Oakland
from $285
per night
House ∙ 9 guests ∙ 3 bedrooms

House with jacuzzi

Oakland, West Oakland, Maryland, United States
Fireplace
View deal
House Oakland
from $165
per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation home with 4 rooms for 12 persons

Oakland, West Oakland, Maryland, United States
Fireplace
View deal
See all offers

Budget-friendly Vacation Rentals in Oakland

Find Fantastic yet Inexpensive Offers

Motel Oakland
from $160
per night
Motel ∙ 4 guests ∙ 1 bedroom

Motel for 4 persons

4.5
Excellent(54 ratings)
Oakland, West Oakland, Maryland, United States
View deal
House Oakland
from $471
per night
House ∙ 11 guests ∙ 3 bedrooms

Child-friendly house

Oakland, West Oakland, Maryland, United States
View deal
Lodge Oakland
from $228
per night
Lodge ∙ 2 guests ∙ 1 bedroom

Lodge with garden

Oakland, West Oakland, Maryland, United States
View deal

Customer ratings and reviews

How are reviews collected?
Matthew B.
Guest verified by HomeToGo

House was awesome ! Looks like they were in the middle of upgrading stuff ! But will definitely be making a trip back in the summer to enjoy the lake !

Reviewed on 4/15/2025 | Family
House Oakland
from $786
per night
HomeToGo
House ∙ 18 guests ∙ 7 bedrooms
4.0
Very good(1 rating)
Oakland, West Oakland, Maryland, United States
View deal
kris l.
Guest verified by HomeToGo

This home was absolutely gorgeous. Couldn’t be in a better location to enjoy the views close to restaurants, water activities, state parks, plus so much more.

Reviewed on 10/5/2024 | Family
House Oakland
from $336
per night
HomeToGo
House ∙ 10 guests ∙ 3 bedrooms
5.0
Outstanding(1 rating)
Oakland, West Oakland, Maryland, United States
View deal
Holly M.
Guest verified by HomeToGo

The house was very nice, 4 large bedrooms with ensuite baths and the 5th br was a small trundle room (no bathroom access except in another bedroom). The kitchen had everything we needed except a muffin pan. Would love an instant pot, but I brought my own. It is a short walk to the dock. Hot tub was great as was the screened porch. We had 2 items that needed attention and they were addressed within an hour or two. We would love to vacation there again!

Reviewed on 7/23/2024 | Family
House Oakland
from $839
per night
HomeToGo
House ∙ 10 guests ∙ 5 bedrooms
4.9
Outstanding(7 ratings)
Oakland, West Oakland, Maryland, United States
View deal
Tanya M.
Guest verified by HomeToGo

This is the ultimate weekend getaway! My family and I had a wonderfully relaxing weekend. The house easily accomodates a family of 6 adults with plenty of space for more. The location is unbeatable and with access to the lake, we had no need to leave the property. The "stock the fridge" offer by the management company enabled us to get settled quickly and enjoyed cooking in the spacious kitchen with a view of the lake. Highly recommend!

Reviewed on 7/15/2023 | Family
House Oakland
from $739
per night
HomeToGo
House ∙ 10 guests ∙ 4 bedrooms
4.7
Excellent(12 ratings)
Oakland, West Oakland, Maryland, United States
View deal
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Popular Rental Amenities in Oakland

  • Pet-friendly (8)
  • WiFi (31)
  • Fireplace (18)
  • Air conditioning (23)
  • Hot tub (10)
  • TV (24)
  • Kitchen (22)
  • Grill (10)
  • No pets (24)
  • Fishing (7)
  • Balcony/patio (8)
  • Dishwasher (11)

Oakland is a perfect vacation spot for pet owners, as 8 properties in Oakland allow you to bring your pet. In addition, pet-friendly accommodations in Oakland cost, on average, $449 per night. You will also find different accommodation options if you would like to stay near the city center, as a few of the pet-friendly accommodations are less than 2 mile away from the center of the city (0).

Price and Availability Index in Oakland

Click on any bar to see price and availability information

Vacation Rental Price Information in Oakland

The price graph will give you the average nightly price for the upcoming months of the year in Oakland. The average nightly rate for vacation homes can go up to $527 (7/5 – 7/12) in Oakland. Vacation rental prices go down to $473 per night in May (5/17 – 5/24).

Rental availability information in Oakland

The graph above shows the typical availability of vacation rentals in Oakland. It is harder to find an accommodation during a week of May (5/2 – 5/9), as 82% of the rentals are booked. May (5/17 – 5/24) has got the highest percentage of available rentals.

Your vacation home in Oakland awaits you!

If you enjoy falling asleep under the stars between the trees along with a campfire, and yet don't want to give up your comfort of home, you will be pleased with the mountain cabins in Oakland. After a joyful trekking at the Garret State Forest, tree cabins will relieve your tiredness and make you feel at home.

What are the best places to discover the arts and culture of Oakland?

Historical Oakland

Although there are various sites to explore in Oakland, there are some things that should not be missed. Listed on National Register of Historic Places, B&O Railroad Museum is one of the oldest structures of Oakland and it is both an educational and atmospheric attraction.

Where are the unique attractions in Oakland?

Activities in Oakland

State parks such as Swallow Falls, located at the Youghiogheny River 9 miles north Oakland, and Deep Creek Lake, located 18 miles south of Route 219, are just two of many attractions where you can discover the nature of the region. Downhill skiing, kayaking, atv renting, and fishing are just some of the unique experiences that you can make in Oakland.

Information about vacation rentals in Oakland

🏡 Vacation rentals available 29 rentals
💳 Possible discounts up to 11%
🌙 Nightly prices starting at $95
⭐ Popular amenities Pets allowed, Internet and Fireplace
🐾 Pet friendly homes 8 homes
14,837 reviews
Oakland vacation rentals have an average rating of 4.4/5 on 14,837 reviews left by travelers.

Frequently Asked Questions

What is the average nightly price for a vacation home in Oakland?

The average accommodation in Oakland is priced at $95 per night. Average prices for house rentals are $533 per night. Cabins in Oakland cost $942 per night on average.

How many vacation homes are available to book in Oakland?

There are 29 rentals in Oakland to choose from and book for your next trip.

What are the most popular amenities for vacation homes in Oakland?

If you're looking to book a vacation rental in Oakland, others search for homes with these amenities: Internet, Pets allowed and Fireplace.

Are dogs allowed in vacation rentals in Oakland?

Yes, there are 8 vacation rentals in Oakland that allow dogs , with an average nightly price of $449.

What's the best time of year to travel to Oakland?

July and August are the warmest months in Oakland with temperatures around 75 °F. The coldest months in Oakland are January and February, with 19 °F on average.

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