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Top Holiday Rentals in Gateway

Our top choices for Gateway holiday rentals

Stunning Hillside Retreat w/ Panoramic Views, Pet Friendly, Pool Table, Huge Deck, 1 Mile 2 Downtown

10.0 out of 10, Exceptional, (16)
"This house is amazing. Quiet, secluded yet close to down. Amazing view and the number of ammenities is insane. Our group absolutely loved this house and wanted to stay longer. spacwell "
Stunning Hillside Retreat w/ Panoramic Views, Pet Friendly, Pool Table, Huge Deck, 1 Mile 2 Downtown

Madras Oak House ● Entire Home w/Unopposed Mountain View ● Fireplace ● BBQ

10.0 out of 10, Exceptional, (8)
"Perfect for our fly fishing week on the nearby Lower Deschutes. Clean and well stocked. Quiet neighborhood. "
Madras Oak House ● Entire Home w/Unopposed Mountain View ● Fireplace ● BBQ

RV Rental D21- Keystone Passport 32ft

RV Rental D21- Keystone Passport 32ft

Lake Simtustus Resort Crown Point Tiny Home #14 - Hot Tub

Lake Simtustus Resort Crown Point Tiny Home #14 - Hot Tub

Lake Simtustus Resort Juniper Hill Tiny Home #14 - Hot Tub

Lake Simtustus Resort Juniper Hill Tiny Home #14 - Hot Tub

Lake Simtustus Resort Juniper Hill Tiny Home #10 - Hot Tub

10.0 out of 10, Exceptional, (1)
"Very enjoyable, quiet and beautiful. Will go again."
Lake Simtustus Resort Juniper Hill Tiny Home #10 - Hot Tub

Lake Simtustus Resort Crown Point Tiny Home #12 - Hot Tub

10.0 out of 10, Exceptional, (1)
"Such an amazing get away! Will definitely be coming back for a longer stay! "
Lake Simtustus Resort Crown Point Tiny Home #12 - Hot Tub

Lake Simtustus Resort Crown Point Tiny Home #13 - Hot Tub

Lake Simtustus Resort Crown Point Tiny Home #13 - Hot Tub

NEW! Eagles Landing Tiny Home B02 - Hot Tub

2.0 star property
NEW! Eagles Landing Tiny Home B02 - Hot Tub

NEW! Eagles Landing B04 Tiny Home - Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (1)
"only thing I wish we had hot water when arriving. We drove 7 hours and got in late and when arrived the hot water heater was turned off the next day we were able to get someone to come turn it back on"
NEW! Eagles Landing B04 Tiny Home - Hot Tub

Lake Simtustus Resort Crown Point Tiny Home #15 - Hot Tub

Lake Simtustus Resort Crown Point Tiny Home #15 - Hot Tub

NEW! Eagles Landing Tiny Home - B03 - Hot Tub

2.0 star property
NEW! Eagles Landing Tiny Home - B03 - Hot Tub

NEW! Eagles Landing Tiny Home B05 - Hot Tub

2.0 star property
NEW! Eagles Landing Tiny Home B05 - Hot Tub

Lake Simtustus Resort Juniper Hill Tiny Home #11 - Hot Tub

10.0 out of 10, Exceptional, (1)
"We had a great 2 night stay! The house was very clean and the beds were very comfortable. The hot tub overlooking the lake was perfect. Wish we could have stayed longer!"
Lake Simtustus Resort Juniper Hill Tiny Home #11 - Hot Tub

Lake Simtustus Resort Crown Point Tiny Home #11 - Hot Tub

Lake Simtustus Resort Crown Point Tiny Home #11 - Hot Tub

Lake Simtustus Resort Juniper Hill Tiny Home #13 - Hot Tub

Lake Simtustus Resort Juniper Hill Tiny Home #13 - Hot Tub

Lake Simtustus Resort Juniper Hill Tiny Home #12 - Hot Tub

Lake Simtustus Resort Juniper Hill Tiny Home #12 - Hot Tub
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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Top Gateway Hotel Reviews

Find out more about Gateway

Find out more about Gateway

Everything you need to know about Gateway 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 Gateway holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Gateway holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gateway holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gateway. 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 Gateway 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 Gateway holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gateway rentals

At Expedia, we put the best Gateway 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 Gateway 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 Gateway 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 Gateway. 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 Gateway?

Yes, there are holiday rentals close to the most popular sights in Gateway, 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 Gateway has to offer?

Stunning Hillside Retreat w/ Panoramic Views, Pet Friendly, Pool Table, Huge Deck, 1 Mile 2 Downtown: This holiday home rental outside of Gateway is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Gateway?

Explore the area and family-friendly sights such as Bean Park, or get out into nature at a spot like Warm Springs Regional Fisheries Center. In the wider area, you’ll find Indian Head Casino and Cove Palisades State Park.

What are holiday rentals like in Gateway?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Gateway. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for small groups.