Vacation rentals in Trail, OR

82 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best vacation rentals and Airbnb offers in Trail, OR

Private Queen Room w/ Bathroom - Trail, OR

Private Queen Room w/ Bathroom

Holiday Home, Trail

Private Queen Room w/ Bathroom is a holiday home in Trail, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

Read more

About Private Queen Room w/ Bathroom

Private Queen Room w/ Bathroom is a holiday home in Trail, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $550.

From$79/night
Show
Modern Tiny House in the Woods w/Hot Tub - Trail, OR

Modern Tiny House in the Woods w/Hot Tub

Cabin, Trail

Modern Tiny House in the Woods w/Hot Tub is a cabin in Trail, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Modern Tiny House in the Woods w/Hot Tub

Modern Tiny House in the Woods w/Hot Tub is a cabin in Trail, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $893.

From$128/night
Show
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly! - Trail, OR

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Apartment, Trail

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly! is a apartment in Trail, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly! is a apartment in Trail, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $894.

From$128/night
Show
Fish, Raft & Hike: Southwest OR Couple’s Retreat! - Trail, OR

Fish, Raft & Hike: Southwest OR Couple’s Retreat!

Apartment, Trail

Fish, Raft & Hike: Southwest OR Couple’s Retreat! is a apartment in Trail, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Fish, Raft & Hike: Southwest OR Couple’s Retreat!

Fish, Raft & Hike: Southwest OR Couple’s Retreat! is a apartment in Trail, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,055.

From$151/night
Show

Vacation rentals with a pool in Trail, OR

Add a pool to the search when you want an easy place to cool off between outings.

A beautiful Skyfall Landing - Trail, OR

A beautiful Skyfall Landing

Holiday Home, Trail

A beautiful Skyfall Landing is a holiday home in Trail, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About A beautiful Skyfall Landing

A beautiful Skyfall Landing is a holiday home in Trail, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,749.

From$250/night
Show
Spacious Custom Retreat with a Pool! - Trail, OR

Spacious Custom Retreat with a Pool!

Holiday Home, Trail

Spacious Custom Retreat with a Pool! is a holiday home in Trail, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Spacious Custom Retreat with a Pool!

Spacious Custom Retreat with a Pool! is a holiday home in Trail, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,285.

From$469/night
Show
Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby - Trail, OR

Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby

Holiday Home, Trail

Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby is a holiday home in Trail, with pet-friendly space, pool access, and parking. This stay gives travelers a…

Read more

About Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby

Relax, Reconnect, Explore Scenic Retreat + Pool, Treehouses & Adventure Nearby is a holiday home in Trail, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,495.

From$499/night
Show
Large 4 bedroom house with pool in bamboo forest! - Trail, OR

Large 4 bedroom house with pool in bamboo forest!

Country House, Trail

Large 4 bedroom house with pool in bamboo forest! is a country house in Trail, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About Large 4 bedroom house with pool in bamboo forest!

Large 4 bedroom house with pool in bamboo forest! is a country house in Trail, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,928.

From$561/night
Show

Vacation rentals with parking in Trail, OR

Find vacation rentals that make arriving by car easier.

Parkside Suite - Trail, OR

Parkside Suite

Apartment, Trail

Parkside Suite is a apartment in Trail, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

Read more

About Parkside Suite

Parkside Suite is a apartment in Trail, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,117.

From$130/night
Show
Located in a scenic area perfect for travelers along I-5. You are right by the Rogue River, offering stunning views and tranquility, yet conveniently positioned for easy travel access. - Trail, OR

Located in a scenic area perfect for travelers along I-5. You are right by the Rogue River, offering stunning views and tranquility, yet conveniently positioned for easy travel access.

Apartment, Trail

Located in a scenic area perfect for travelers along I-5. You are right by the Rogue River, offering stunning views and tranquility, yet conveniently positioned for easy travel access. is a…

Read more

About Located in a scenic area perfect for travelers along I-5. You are right by the Rogue River, offering stunning views and tranquility, yet conveniently positioned for easy travel access.

Located in a scenic area perfect for travelers along I-5. You are right by the Rogue River, offering stunning views and tranquility, yet conveniently positioned for easy travel access. is a apartment in Trail, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $951.

From$136/night
Show
Situated in a Gold Hill neighborhood that offers the convenience of I-5 access and the beauty of Rogue River views. A perfect, quick stopover point. - Trail, OR

Situated in a Gold Hill neighborhood that offers the convenience of I-5 access and the beauty of Rogue River views. A perfect, quick stopover point.

Apartment, Trail

Situated in a Gold Hill neighborhood that offers the convenience of I-5 access and the beauty of Rogue River views. A perfect, quick stopover point. is a apartment in Trail, with…

Read more

About Situated in a Gold Hill neighborhood that offers the convenience of I-5 access and the beauty of Rogue River views. A perfect, quick stopover point.

Situated in a Gold Hill neighborhood that offers the convenience of I-5 access and the beauty of Rogue River views. A perfect, quick stopover point. is a apartment in Trail, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $967.

From$138/night
Show
Serene Historic Cabin, Nine Acre Estate, Just Off I-5 - Trail, OR

Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Cabin, Trail

Serene Historic Cabin, Nine Acre Estate, Just Off I-5 is a cabin in Trail, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Serene Historic Cabin, Nine Acre Estate, Just Off I-5

Serene Historic Cabin, Nine Acre Estate, Just Off I-5 is a cabin in Trail, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,023.

From$146/night
Show

Pet-friendly vacation rentals in Trail, OR

Bring your pet along with stays that welcome four-legged travelers.

Hiking Trail On-Site: Mtn-View Eagle Point Retreat - Trail, OR

Hiking Trail On-Site: Mtn-View Eagle Point Retreat

Holiday Home, Trail

Hiking Trail On-Site: Mtn-View Eagle Point Retreat is a holiday home in Trail, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Hiking Trail On-Site: Mtn-View Eagle Point Retreat

Hiking Trail On-Site: Mtn-View Eagle Point Retreat is a holiday home in Trail, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $720.

From$103/night
Show
Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location. - Trail, OR

Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.

Apartment, Trail

Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location. is a apartment in Trail, with…

Read more

About Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location.

Enjoy the tranquility of a scenic riverside neighborhood in Gold Hill. This area is peaceful, offers beautiful views, and is a convenient stopover location. is a apartment in Trail, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $872.

From$125/night
Show
Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns. - Trail, OR

Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns.

Apartment, Trail

Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns.…

Read more

About Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns.

Ideal stopover location right off I-5, nestled in a scenic area by the Rogue River. Enjoy the peaceful sounds of the river while having quick access to major travel routes and nearby towns. is a apartment in Trail, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $884.

From$126/night
Show
Mountain creekside retreat Unit B - Trail, OR

Mountain creekside retreat Unit B

Apartment, Trail

Mountain creekside retreat Unit B is a apartment in Trail, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Mountain creekside retreat Unit B

Mountain creekside retreat Unit B is a apartment in Trail, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,304.

From$186/night
Show

Vacation rentals with a kitchen in Trail, OR

Compare stays with kitchen access for longer trips and easier meals.

Parkside Suite: Downtown Jacksonville - Trail, OR

Parkside Suite: Downtown Jacksonville

Villa, Trail

Parkside Suite: Downtown Jacksonville is a villa in Trail, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Parkside Suite: Downtown Jacksonville

Parkside Suite: Downtown Jacksonville is a villa in Trail, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $998.

From$143/night
Show
Remodeled Country Home - Trail, OR

Remodeled Country Home

Holiday Home, Trail

Remodeled Country Home is a holiday home in Trail, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Remodeled Country Home

Remodeled Country Home is a holiday home in Trail, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,054.

From$151/night
Show
Beautiful Loft Apartment w/Views in Medford, OR! - Trail, OR

Beautiful Loft Apartment w/Views in Medford, OR!

Holiday Home, Trail

Beautiful Loft Apartment w/Views in Medford, OR! is a holiday home in Trail, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Beautiful Loft Apartment w/Views in Medford, OR!

Beautiful Loft Apartment w/Views in Medford, OR! is a holiday home in Trail, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,144.

From$163/night
Show
Crater Lake Themed Retreat in Eagle Point - Trail, OR

Crater Lake Themed Retreat in Eagle Point

Holiday Home, Trail

Crater Lake Themed Retreat in Eagle Point is a holiday home in Trail, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

Read more

About Crater Lake Themed Retreat in Eagle Point

Crater Lake Themed Retreat in Eagle Point is a holiday home in Trail, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,476.

From$211/night
Show

Family-friendly vacation rentals in Trail, OR

Plan a trip with stays that give families more room to spread out.

Hiking Trail On-site: Mtn-view Eagle Point Retreat - Trail, OR

Hiking Trail On-site: Mtn-view Eagle Point Retreat

Cottage, Trail

Hiking Trail On-site: Mtn-view Eagle Point Retreat is a cottage in Trail, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

Read more

About Hiking Trail On-site: Mtn-view Eagle Point Retreat

Hiking Trail On-site: Mtn-view Eagle Point Retreat is a cottage in Trail, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $722.

From$89/night
Show
Updated historical cottage steps from the Rogue River, bars and restaurants! - Trail, OR

Updated historical cottage steps from the Rogue River, bars and restaurants!

Cottage, Trail

Updated historical cottage steps from the Rogue River, bars and restaurants! is a cottage in Trail, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base…

Read more

About Updated historical cottage steps from the Rogue River, bars and restaurants!

Updated historical cottage steps from the Rogue River, bars and restaurants! is a cottage in Trail, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $968.

From$138/night
Show
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville - Trail, OR

Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

Cottage, Trail

Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville is a cottage in Trail, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville is a cottage in Trail, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $995.

From$142/night
Show
\"Home on The Rogue\" - Gateway to Crater Lake! - Trail, OR

\"Home on The Rogue\" - Gateway to Crater Lake!

Holiday Home, Trail

\"Home on The Rogue\" - Gateway to Crater Lake! is a holiday home in Trail, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About \"Home on The Rogue\" - Gateway to Crater Lake!

\"Home on The Rogue\" - Gateway to Crater Lake! is a holiday home in Trail, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,072.

From$296/night
Show