Freeport Holiday Rentals

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Holiday Rentals in Freeport

The Elliott Hotel at Highland Park

5.0 star property
4.0 out of 10, (20)
"The host Sofia was very knowledgeable! She knows her stuff!! What I needed, where I had to go, local spots. .. you name it, she new it & more"
The Elliott Hotel at Highland Park

Comfortable private unit with hot tub and free parking

10.0 out of 10, Exceptional, (38)
"Wonderful place will definitely use it again in future if needed thank you "
The price is AU$293
includes taxes & fees
9 Dec - 10 Dec
Comfortable private unit with hot tub and free parking

Home away from home!!!

8.2 out of 10, Very good, (20)
"Overall well. I wish the unit was a little cleaner. The property is beautiful so a little more TLC would have been good. The downstairs area needed cleaned. The bathroom floor wasn’t clean. The toilet wasn’t clean but I cleaned everything to my liking upon checking in and it made our stay better. We felt safe and enjoyed to fireplace lights."
The price is AU$992
includes taxes & fees
30 Nov - 1 Dec
Home away from home!!!

Pet-Friendly Apollo Home w/ Furnished Deck!

9.0 out of 10, Wonderful, (8)
"Traveling for a wedding, our family decided to be together. It was wonderful. This was a perfect home for the 10 of us. The home is very spacious w everything you need. Communication w the owner was simple and prompt. Location was peaceful & the neighborhood appeared safe. Thank you for contributing to some wonderful memories! . "
Pet-Friendly Apollo Home w/ Furnished Deck!

Lovely Valencia Home w/ Yard & Private Pool!

10.0 out of 10, Exceptional, (15)
"Very nice for our stay. Were in town for steelere game. Place was perfect for my family. "
Lovely Valencia Home w/ Yard & Private Pool!

Private Vacation Home with large Hot Tub and Fire Pit -- Sleeps 18

10.0 out of 10, Exceptional, (9)
"Great property located near everything, Jamie the property owner was amazing!!! The house has everything you need…. Plenty of space indoors and out awesome fire pit and hot tub! "
Private Vacation Home with large Hot Tub and Fire Pit -- Sleeps 18

Find Your Joy in Oakmont, PA

9.0 out of 10, Wonderful, (14)
"The stay was great. The only problem was when we arrived the temperature was 60 degrees in the house. When we reached out to the owner we did not hear back until the morning that we left. Thank goodness we found space heaters to use. Otherwise we love Oakmont and the house was a great location."
Find Your Joy in Oakmont, PA

Beautiful, High-End, A/C, All New 2BR/1BA

9.0 out of 10, Wonderful, (8)
"We enjoyed our stay here. Pros: Whoever set up the apartment did a fantastic job. It was absolutely beautiful. There were great amenities (iron, monitor, etc). It felt very spacious and the location was great. There was parking, heating, and very hot water in the shower. Wifi was also great. There was also a washer and dryer. The host was very kind and responsive. He answered all our calls. Cons: Whoever is cleaning/upkeeping the apartment is not doing a fantastic job. The keypad had died so...
Beautiful, High-End, A/C, All New 2BR/1BA

Family-Friendly Townhome: 16 Mi to Pittsburgh!

10.0 out of 10, Exceptional, (15)
"Very nice property, welcoming and looks like pics. Well stocked, even supplied filters and coffee for drip pot and some sweetner and creamer. Plenty of space nice bathrooms and comfy beds. Great location to get anywhere in Pittsburgh. "
Family-Friendly Townhome: 16 Mi to Pittsburgh!

Honoray-Kes lovely two bed rooms apartment

10.0 out of 10, Exceptional, (12)
"Had an event at the convention center. This was a perfect fit and location for our weekend. Easy drive into PGH and lots of places to eat within a few miles. "
Honoray-Kes lovely two bed rooms apartment

Designer Gem: Victorian 4BR/2BA, Gym, Garage

9.8 out of 10, Exceptional, (10)
"Thank you for a wonderful stay. The house is charming with plenty of room and everything you will need.Lovely hosts & great communication. Appreciate that you are dog friendly! Made our trip a pleasure! We'll be back! "
The price is AU$1,063
includes taxes & fees
28 Nov - 29 Nov
Designer Gem: Victorian 4BR/2BA, Gym, Garage

💜Highland Park Hideaway - Private Deck Space and Free Parking💜

8.8 out of 10, Excellent, (19)
"My brothers and I came to Pittsburgh to visit our niece at West Penn Hospital. This place is close to our destination and was priced right. Very quiet neighborhood. Parking for 2 vehicles was a little tight, but doable. "
The price is AU$357
includes taxes & fees
2 Dec - 3 Dec
💜Highland Park Hideaway - Private Deck Space and Free Parking💜

Outdoor Oasis! *Hot Tub* Private Hilltop Hideaway

10.0 out of 10, Exceptional, (44)
"It was a great place for our group to spend the weekend. Watching football all day Sunday, getting ready for Monday night at the Stealers "
Outdoor Oasis! *Hot Tub* Private Hilltop Hideaway

Clean, Fox Chapel Area, 20 Minutes from Downtown Pittsburgh

10.0 out of 10, Exceptional, (92)
"The cabin and location was perfect for our family’s stay in the Pittsburgh area"
Clean, Fox Chapel Area, 20 Minutes from Downtown Pittsburgh

Country Cottage

9.8 out of 10, Exceptional, (81)
"Home was just as described- Owner was nice enough to leave a book containing all information needed and each bed provided several pillows- We will be looking to stay here again."
Country Cottage

Cozy Corner

10.0 out of 10, Exceptional, (8)
"Rachel communicated check in instructions very well, and it was easy to get in after dark. We traveled around Pittsburgh area and beyond, and this was a great place to start our adventures from. Thoughtfully had coffee filters, shampoo/conditioners/soaps, and even a few snacks to welcome us. Lovely stay!"
Cozy Corner

Charming Vacation Rental: 15 Mi to Pittsburgh

9.0 out of 10, Wonderful, (4)
"Nice house, exactly what we were looking for."
Charming Vacation Rental: 15 Mi to Pittsburgh

PGH Delight - 4B/3B, ALL NEW w/ Free Street Parking, Perfect for family vacation

9.8 out of 10, Exceptional, (8)
"Nice place to stay while we visited Pittsburgh!"
The price is AU$556
includes taxes & fees
16 Dec - 17 Dec
PGH Delight - 4B/3B, ALL NEW w/ Free Street Parking, Perfect for family vacation

Luxury Hideaway at Serenity Acres

10.0 out of 10, Exceptional, (2)
"We were in town for a wedding and found this place near the venue. It was perfect for our needs and stocked with pretty much everything we could ever need. This was the perfect place to spend some quality time together on our trip, and the location was perfect for taking little day trips to the surrounding areas."
The price is AU$307
includes taxes & fees
3 Dec - 4 Dec
Luxury Hideaway at Serenity Acres

Hidden Gem in Sharpsburg

9.4 out of 10, Exceptional, (8)
"Perfect place for me and the kids to stay while exploring Pittsburgh. Good central location so it was easy to get to the zoo, station square and different restaurants. Affordable, clean nice apartment. "
The price is AU$291
includes taxes & fees
1 Dec - 2 Dec
Hidden Gem in Sharpsburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Freeport you may be interested in

Hampton Inn Pittsburgh/Monroeville

2.5 star property
8.2 out of 10, Very good, (1183)
"Great people wirking there. Free breakfast options not great. Good value fir price."
The price is AU$178
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn Pittsburgh/Monroeville

Comfort Inn Conference Center

2.5 star property
6.8 out of 10, (1028)
"It was good overall."
The price is AU$280
includes taxes & fees
11 Dec - 12 Dec
Comfort Inn Conference Center

Comfort Inn & Suites

2.5 star property
6.4 out of 10, (1089)
"The property is a bit older but the staff accomodated us extremely well. The stay was conformable and the breakfast was awesome. The louge was fun and inviting. "
The price is AU$125
includes taxes & fees
20 Dec - 21 Dec
Comfort Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Freeport?

Yes, there are holiday rentals close to the most popular sights in Freeport, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Freeport has to offer?

Home away from home!!!: This holiday home rental outside of Freeport has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Freeport?

Explore the area and family-friendly sights such as Harmarville Blade Runners Ice Complex, or get out into nature at a spot like Allegheny River. In the wider area, you’ll find Armstrong Farms Fieldstone and Galleria at Pittsburgh Mills.

What are holiday rentals like in Freeport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Freeport. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.