Find Vacation Rentals in Trail

We have 69 properties to choose from
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Popular Trail Vacation Rentals

Find the perfect Trail vacation rental

House Trail
from $187 per night
6 guests ∙ 2 bedrooms

House

4.9
Outstanding(165 ratings)
Trail, Jackson County, Oregon, United States
Vrbo
Details
Cabin Trail
from $267 per night
Cabin ∙ 4 guests ∙ 2 bedrooms

60 m² Cabin

5.0
Outstanding(505 ratings)
Trail, Jackson County, Oregon, United States
Vrbo
Details
House Trail
from $345 per night
6 guests ∙ 2 bedrooms

House

5.0
Outstanding(50 ratings)
Trail, Jackson County, Oregon, United States
Vrbo
Details
House Trail
from $237 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(41 ratings)
Trail, Jackson County, Oregon, United States
Vrbo
Details
Cottage Trail
from $134 per night
Cottage ∙ 6 guests ∙ 4 bedrooms

102 m² Cottage

4.5
Excellent(13 ratings)
Trail, Jackson County, Oregon, United States
Vrbo
Details
House Trail
from $256 per night
House ∙ 8 guests ∙ 4 bedrooms

195 m² House

4.9
Outstanding(135 ratings)
Trail, Jackson County, Oregon, United States
Vrbo
Details
House Trail
from $262 per night
House ∙ 8 guests ∙ 4 bedrooms

177 m² House

4.9
Outstanding(96 ratings)
Trail, Jackson County, Oregon, United States
Vrbo
Details
House Trail
from $656 per night
House ∙ 10 guests ∙ 5 bedrooms

255 m² House

5.0
Outstanding(77 ratings)
Trail, Jackson County, Oregon, United States
Vrbo
Details
Cottage Trail
from $197 per night
Cottage ∙ 4 guests ∙ 1 bedroom

38 m² Cottage

5.0
Outstanding(131 ratings)
Trail, Jackson County, Oregon, United States
Vrbo
Details
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Pet-Friendly Homes and Apartments

Cabin  Trail
from $255 per night
12 guests ∙ 3 bedrooms

Cabin

Trail, Jackson County, Oregon, United States
Pet-friendly
Vrbo
Details
House  Trail
from $257 per night
House ∙ 6 guests ∙ 4 bedrooms

102 m² House

Trail, Jackson County, Oregon, United States
Pet-friendly
Vio.com
Details
House  Trail
from $280 per night
House ∙ 4 guests ∙ 2 bedrooms

60 m² House

Trail, Jackson County, Oregon, United States
Pet-friendly
Vio.com
Details
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Vacation homes and rentals with a yard

House  Trail
from $253 per night
6 guests ∙ 2 bedrooms

House

Trail, Jackson County, Oregon, United States
Yard
Vio.com
Details
House  Trail
from $303 per night
8 guests ∙ 4 bedrooms

House

Trail, Jackson County, Oregon, United States
Yard
Vio.com
Details
House  Trail
from $371 per night
6 guests ∙ 2 bedrooms

House

Trail, Jackson County, Oregon, United States
Yard
Vio.com
Details
Show more

Vacation Homes With Terraces

House  Trail
from $297 per night
8 guests ∙ 4 bedrooms

House

4.1
Very good(11 ratings)
Trail, Jackson County, Oregon, United States
Balcony/Patio
Vrbo
Details
Cottage  Trail
from $197 per night
Cottage ∙ 4 guests ∙ 1 bedroom

38 m² Cottage

5.0
Outstanding(131 ratings)
Trail, Jackson County, Oregon, United States
Balcony/Patio
Vrbo
Details
House  Trail
from $196 per night
House ∙ 6 guests ∙ 2 bedrooms

134 m² House

5.0
Outstanding(2 ratings)
Trail, Jackson County, Oregon, United States
Balcony/Patio
Vrbo
Details
Show more

Frequently Asked Questions

Can I find cheap vacation rentals in Trail?

Prices for a stay in Trail begin at $135 per night.

How many vacation rentals are available in Trail?

You can find 69 available vacation rentals in Trail.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Trail

Find the best Trail vacation rentals on Tripping.com. With over 93 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Trail range from $34 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 80 homes in Trail offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 11 rentals with pool or jacuzzi, or relax with the family in one of the 80 homes with cable TV. For all those pet owners with dogs or cats, Trail offers 36 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 5 vacation rental sites in Trail where the top providers in that area are HomeAway, HRS Holidays, and TripAdvisor. There are 54 HomeAway rentals, 12 HRS Holidays short term rentals and 11 TripAdvisor vacation rentals.

Popular Day Trips Near Trail

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