
Oak Square holiday homes
We found 95 holiday rentals — enter your dates for availability
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
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Condo/Apartment
Cabin
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Villa
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Find the best place to stay - Oak Square
The Sunset Room at TPH - Boston
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
The Pistachio Room at TPH - Boston
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
The Tower Room at TPH - Boston
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
The Sanctuary at TPH - Boston
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
The King's Room at TPH - Boston
Sleeps 2 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
16 reviews(16 reviews)
10 mins to Boston, 2 Bedroom, 2 Bathroom, Kitchen, 1,300 SF Private Living Space
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore 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? Bookabach 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 Bookabach. 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 Bookabach. 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, Bookabach 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 Bookabach.
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 Bookabach.
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 Bookabach. 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 Bookabach, so look at the rules of the holiday home in Oak Square you want. But in general, it’s 16, 18 or 21.
How long can I rent a holiday home in Oak Square for?
The amount of time you can book an Oak Square holiday home for is up to each property. Simply enter your dates of travel to find options that offer long-term stays. They include the things you need to make your extended break more comfortable and convenient, like kitchens and backyards. Some holiday homes might also offer weekly or monthly discounts, so you can have a longer stay for less.