Pinetop Vacations

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Pinetop Hotel Deals

Quiet Lakeside log cabin with teaching/studio space available for retreats.

Quiet Lakeside log cabin with teaching/studio space available for retreats.

Bigfork
9.8/10 Exceptional! (95 reviews)
"Great place to stay. The kitchen is well appointed with everything you need. The use of the boats and paddle boards was great. Would definitely stay here again"

Reviewed on Sep 12, 2025

Quiet Lakeside log cabin with teaching/studio space available for retreats.
Lakeshore cabin

Lakeshore cabin

Northome
9.8/10 Exceptional! (20 reviews)
"Wonderful set up for children, all water “toys” are right there, didn’t need to bring anything. Rooms were spacious and comfortable. Fans should have been cleaned, I had to clean the master bedroom fan before turning it on. Only 3 washcloths for entire family. Had to buy some to get thru the week. ..."

Reviewed on Sep 2, 2025

Lakeshore cabin
The Den: Hot Tub Fireplace RiverFront Pet Friendly 2 Bdrm

The Den: Hot Tub Fireplace RiverFront Pet Friendly 2 Bdrm

Squaw Lake
$268 nightly
The price is $288 total per night from Oct 1 to Oct 2
$288 total
Oct 1 - Oct 2
Total with taxes and fees
9.6/10 Exceptional! (5 reviews)
July 4 2025
"Location is easy to get to, pet friendly and big enough for 2 families. Host was very friendly and responsive."

Reviewed on Jul 13, 2025

The Den: Hot Tub Fireplace RiverFront Pet Friendly 2 Bdrm
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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Frequently asked questions

How much does a Pinetop vacation package cost?
You can grab a vacation package to this destination on Expedia. But how much your vacation to Pinetop costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Pinetop?
September, October and December are great times to search for cheap Pinetop vacation packages. Opting to travel in quieter periods means you can generally find better prices on hotels and flights.
How many days is enough for Pinetop?
With a well-organized itinerary, you can easily visit the main Pinetop sights in a few days. But if you want to discover hidden gems or take day trips, think about booking your Pinetop vacation for longer.
How to find the best Pinetop package deals?
Landing a cheap Pinetop package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Pinetop package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Pinetop vacation as a package?
You can enjoy significant savings on your Pinetop escape by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Pinetop?
If you're planning a spontaneous Pinetop getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Pinetop vacation packages?
Secure your perfect escape to Pinetop with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or hold off until your next payday — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snap up travel deals before they sell out.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.