Oak Square holiday rentals

We found 92 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 8 apartments and other holiday rentals in Oak Square that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Oak Square?

The most popular types of holiday homes in Oak Square are apartments. Searching for something different? Vrbo has many options to match our guests' diverse needs, so you'll see properties in all shapes and sizes, and for all budgets. The perfect fit is waiting for you — discover yours today.

How much does it cost to rent a holiday home in Oak Square?

The average price for a holiday home in Oak Square can vary depending on factors including property type, length of stay and season. Whether you're searching for a sprawling villa with lots of space or a cosy cabin perfect for just you and the kids, just enter your travel dates to discover some great-value stays.

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

When you travel and the size and style of the property will determine the cost of your beachside stay. Click on your Oak Square travel dates to view your available options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to pick the features and amenities you want in your beach house.

Are there pet-friendly holiday homes in Oak Square?

You're in luck. There are. Pick from 12 holiday homes that welcome pets in Oak Square on Vrbo. Our furry kids also need a break, so simply use our search function for pet-friendly holiday homes to find a perfect property where Spot can lap up the fun.

What are popular home amenities in Oak Square?

A fireplace, a garden and nearby museums head the list of most popular home amenities in Oak Square. Whether you're taking a trip as a party of one, with your sweetheart or a group of friends, Vrbo can help you find a holiday home that suits your style with all the options you need.

Are there holiday homes in Oak Square that welcome kids?

Oak Square has 12 family-friendly holiday homes. And tracking down a stay that welcomes children is a breeze with our "Properties good for families" filter. Besides having the entire place to yourselves, you'll also get amenities and perks such as extra bedrooms, kitchens and yards.

What are the top attractions for families in Oak Square?

There are tons of cool things to see and do with the family in Oak Square, including:

  • New England Aquarium
  • Museum of Science
  • Boston Tea Party Ship

Are there one-bedroom holiday homes in Oak Square?

Yes, you'll find six one-bedroom properties in Oak Square to select from. A one-bedroom holiday home is a wonderful choice if it's only the two of you or if you're holidaying alone. Add in more space, convenience and privacy than a regular hotel, and you've got the makings of a memorable getaway.

Can I find two-bedroom holiday homes in Oak Square?

Oak Square has six two-bedroom properties that you can choose from. Enjoy a holiday home with all the comfort and privacy you need at an attractive price on Vrbo.

Are there holiday homes with WiFi in Oak Square?

Pick from four holiday homes with WiFi in Oak Square. If you want to disconnect from daily life during your break, but still want to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find holiday homes with air conditioning in Oak Square?

Select your dates and then use our filter tool to view holiday homes with air conditioning in Oak Square on Vrbo. With 12 air-conditioned properties available, you can look forward to a cool and comfy break.

How old do you have to be to rent a holiday home in Oak Square?

The minimum age allowed can vary across properties on Vrbo, so look at the rules of the holiday home in Oak Square you want. But in general, it's 16, 18 or 21.

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