Photo by Rachel M

Philipsburg Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for Philipsburg holiday rentals

Cabin in Anaconda

Sugar Loaf Lodge & Cabins
2.0 star property
9.0 out of 10, Wonderful, (132)
"We love staying here! The cabin is always clean and comfortable. It is perfectly located for privacy, and we look forward to going back every year."
United States
Noelle
The price is NZ$232
includes taxes & fees
6 Jan - 7 Jan 2026
Sugar Loaf Lodge & Cabins

Holiday Home in Darby

Hannon House
3.0 star property
10.0 out of 10, Exceptional, (89)
"Excellent place to stay when in Darby."
United States
Duane
The price is NZ$269
includes taxes & fees
4 Jan - 5 Jan 2026
Hannon House

Cabin in Hamilton

SkyWater Cabins
3.0 star property
9.8 out of 10, Exceptional, (35)
"Wonderful little cabins, very clean and beds were excellent. We booked for three night but said two more. Would visit again. "
United States
Joyce
The price is NZ$326
includes taxes & fees
1 Jan - 2 Jan 2026
SkyWater Cabins
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Philipsburg Hotel Reviews

Find out more about Philipsburg

Everything you need to know about Philipsburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Philipsburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Philipsburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Philipsburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Philipsburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Philipsburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Philipsburg holiday rentals we have selected for you start as low as NZ$232 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Philipsburg rentals

At Expedia, we put the best Philipsburg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Philipsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Philipsburg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Philipsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Philipsburg?

Yes, there are holiday rentals in Philipsburg close to Winninghoff Park, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Philipsburg has a good selection of restaurants. Make sure you have time to check out the forests and riverfront during your trip.

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

Hannon House: This holiday home rental outside Philipsburg is located on a river, and has a furnished patio, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Philipsburg?

Choose from 27 Expedia holiday rentals in Philipsburg for a memorable holiday.

What can I see and do in Philipsburg?

Gem Mountain Sapphire Mine and Philipsburg Town Park are a couple of scenic spots to enjoy the outdoors, whereas Opera House Theatre is one of the cultural attractions. Granite Ghost Town State Park and Discovery Ski Area are other places to visit while you're in town.

What’s a holiday rental in Philipsburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Philipsburg. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.