Photo by Kaitlin Walters

Trail holiday rentals

We found holiday rentals — enter your dates for availability

Discover a selection of 6 homes and other holiday rentals in Trail that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include a fireplace and a washer and dryer. You're 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

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The riverfront setting of Trail is ready to explore

The riverfront and other outdoor surroundings create an inviting atmosphere in Trail. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Trail

Do you want to find top things to see and do while you're in the area? Venture out of your holiday home and check out everything that Trail has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Spirit of the Rogue Nature Center (6.2 mi / 9.9 km)
  • Agate River Vineyard (12.9 mi / 20.7 km)
  • Cliff Creek Winery (12.9 mi / 20.8 km)
  • Folin Cellars (13.6 mi / 21.8 km)

Exploring the natural features in Trail

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Trail is a great spot to appreciate mother nature. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Upper Table Rock Trailhead (13.1 mi / 21.1 km)
  • Natural Bridge Trail (24.2 mi / 38.9 km)
  • Upper Rogue Regional County Park (2.3 mi / 3.7 km)
  • Takelma Park (5.2 mi / 8.3 km)
  • Lost Creek Park (6.9 mi / 11.1 km)
  • Joseph H. Stewart State Recreation Area (9.7 mi / 15.6 km)

Travelling to and around Trail

Fly into Medford, OR (MFR-Rogue Valley Intl.), the closest airport, located 19.5 mi (31.4 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Trail?
According to our research, houses are the most sought-after type of property in Trail. But as you’d expect, everyone’s idea of an awesome stay is bound to be different. Stayz has holiday homes of all shapes, sizes and budgets, and we’ll help you to find your ideal fit.
How much does it cost to rent a holiday home in Trail?
Property type, length of stay and time of year are some of the things that can determine the price of a holiday home. Simply enter your travel dates to find your dream escape. From comfy cottages to expansive luxury villas, all Stayz holiday homes offer amazing value.
How much does it cost to rent a beach house in Trail?
The average price for a holiday home near the beach in Trail will depend on when you’ll be there and the size and type of property you’re searching for. You can easily and quickly find prices on Stayz by entering your destination and travel dates. Then make use of the filter tool to choose the number of bedrooms and amenities important to you, such as WiFi, air conditioning and a hot tub.
Are there pet-friendly holiday homes in Trail?
Pack a squeezy toy and a bone for the pooch in your life because Trail has nine properties that throw out the welcome mat to doggie guests. Let your furriest friend join in with the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and travel dates, then check our “Pets allowed” filter box.
What are popular home amenities in Trail?
When it comes to home amenities that guests look for in Trail, a water view, a nearby river and a fireplace are at the top of the list. With Stayz holiday homes, you’ll discover options to suit your style and taste, whether you’re going on a trip with friends, family or even pets.
Are there large group holiday homes in Trail?
With two Trail holiday homes that can accommodate a group of five or more people, you can bring a few extra family members or buddies along. Whether you’re planning an informal get-together or a celebratory event, Stayz will help you find a comfortable space for the occasion.
Are there holiday homes in Trail that welcome kids?
Trail has nine family-friendly holiday homes to pick from. And discovering a stay that welcomes kids is easy with our “Properties good for families” filter. As well as having the entire place to yourselves, you’ll also get amenities and perks like dining rooms, full kitchens and yards.
What are the top attractions for families in Trail?
Spend a fun family day out at Cole M. Rivers Hatchery. This popular attraction is close to the centre of Trail.
Are there one-bedroom holiday homes in Trail?
Yes, you can choose from three one-bedroom homes in Trail. Whether you want a cosy chalet or a cabin, Stayz’s one-bedroom homes are just right if you don’t require a huge amount of space. One of the main perks of having your own place? You won’t need to share your holiday with strangers.
Can I find two-bedroom holiday homes in Trail?
Trail has two two-bedroom properties to select from. Go for a holiday home with all the space and comfort you want at a fantastic price on Stayz.
Are there holiday homes with WiFi in Trail?
Whether you want to stay in touch with the news, send a few emails or surf social networks, there are six holiday homes with WiFi in Trail. Check the “WiFi” box when searching on Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Trail?
Select your travel dates and then make use of the filters to look for holiday homes with ac in Trail on Stayz. With nine air-conditioned properties to choose from here, you can enjoy a cool and comfortable trip.
How old do you have to be to rent a holiday home in Trail?
The minimum required age is normally 16, 18 or 21. It can change from property to property on Stayz, so look at the rules of your chosen Trail holiday home before booking your stay.
How long can I rent a holiday home in Trail for?
How long you can rent a holiday home in Trail is up to the property. Simply enter your desired travel dates to see a list of options offering extended stays. With a range of creature comforts such as kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you’re sure to get somewhere just right to call your home away from home in Trail.

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