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Oakland vacation rentals

We found 147 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 19 homes, 11 cottages, and other vacation rentals in Oakland to find one that's perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation rentals have the best amenities for spending time at your vacation home, which might include hot tub and a washer and dryer. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

Choose a vacation rental for your Oakland getaway

Enjoy the monuments and other features of Oakland. This city is well-known for its shopping and restaurants. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Oakland

Are you hoping to discover top things to see and do in the area? Venture out of your cozy vacation rental and check out everything that makes Oakland a fun spot to vacation. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Belgrade Lakes Golf (8.1 mi / 13 km)
  • Augusta Country Club (16.9 mi / 27.2 km)
  • Titcomb Mountain Ski Area (23.2 mi / 37.4 km)
  • Wilson Lake Country Club (26.3 mi / 42.3 km)
  • Tree Spirits (1.4 mi / 2.3 km)
  • Natanis Golf Course (8.8 mi / 14.2 km)

Exploring the natural features in Oakland

Whether you're looking for adventure or just want to appreciate the scenery, Oakland is a great place to get out in nature. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Kennebec River (4.8 mi / 7.7 km)
  • Belgrade Lakes Chain (5.9 mi / 9.6 km)
  • Kennebec River Rail Trail (16 mi / 25.7 km)
  • Capitol Park (16.4 mi / 26.4 km)
  • Cobbosseecontee Lake (22.7 mi / 36.5 km)
  • Wilson Lake (26.3 mi / 42.3 km)

How to get to and around Oakland

Fly into Waterville, ME (WVL-Robert Lafleur), the closest airport, located 2.1 mi (3.4 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Augusta, ME (AUG-Augusta State), which is 15.8 mi (25.4 km) away.

Frequently asked questions

What is the best area to stay in Oakland when booking a vacation rental?

If you're planning a getaway to Oakland, Rome is one of the most popular locations to stay. Whether you want a cottage, chalet or another property style, you'll always have the whole place to yourself.

What is the most popular type of vacation rental accommodation in Oakland?

According to our data, houses are the most desirable type of property in Oakland. But that goes without saying, everyone's idea of an epic trip isn't the same. Vrbo has vacation rentals with every size, shape and budget in mind, and we'll help you discover the perfect match.

How much does it cost to rent a vacation rental in Oakland?

Property type, season and length of stay are some things that can affect the price of a vacation home. Simply add your dates of travel to find your ideal match. From comfy cottages to expansive luxury villas, all Vrbo vacation rentals offer incredible value.

How much does it cost to rent a beach house in Oakland?

When you travel and the style and size of the property will determine the cost of your beachside stay. Type in your Oakland travel dates to view your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use the filters to pick the features and amenities you want.

Are there pet-friendly vacation rentals in Oakland?

With 39 vacation rentals that host pets, your furry little friend can join you on your Oakland vacation. Use the filter tool to browse our pet-friendly vacation rentals and find your pawfect vacation home on Vrbo.

Can I rent a house with a pool in Oakland?

Add another level of fun to your vacation by booking one of the two houses with a private pool in Oakland. Use our search filter to find the kind of property you want on Vrbo, and then spend leisurely days splashing around in a swimming pool that's just for you.

What are popular rental amenities in Oakland?

Some of the most popular rental amenities people are looking for in Oakland are a nearby waterfront, a sauna and a fireplace. Whether you're on the road with family, your besties or even pets, Vrbo vacation homes include the best amenities for beginning new traditions with the people you cherish the most.

Are there large group vacation rentals in Oakland?

Choose from seven vacation homes in Oakland that can sleep 10 or more guests. Whether you're planning a vacation with extended family or an event like an anniversary, there's plenty of space to get your loved ones together under one roof.

Are there vacation rentals in Oakland that welcome kids?

Oakland has 39 family-friendly vacation homes to pick from. And securing a stay that welcomes youngsters is super easy with Vrbo's "Properties good for families" filter. As well as having the whole place to yourselves, you'll also get access to perks and conveniences such as multiple bedrooms, kitchens and yards.

What are the top attractions for families in Oakland?

Keep the kids busy at these popular family-friendly attractions in Oakland:

  • First Congregational Church
  • Belgrade Lakes Chain
  • Fort Halifax

Are there one-bedroom vacation rentals in Oakland?

Yes, Oakland has three one-bedroom rentals on offer. Usually situated in popular spots because of their compact size, a one-bedroom vacation property is ideal if you're traveling with a pal or your partner. And with plenty of home comforts like kitchens and more privacy than a standard hotel, you'll be able to kick back and relax while exploring this top destination.

Can I find two-bedroom vacation rentals in Oakland?

Take off with your besties and experience complete comfort and privacy in one of the nine two-bedroom vacation homes Oakland has to offer.

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