Short-Term Rentals in Trail, OR: Compare 10+ Sites & Save

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31 Best Short-Term Rentals in Trail (Starting from $144)

Fish, Raft and Hike Southwest OR Couples Retreat!
Fish, Raft and Hike Southwest OR Couples Retreat!
Apartment
Trail, OR, USA
1.9k from Trail center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$165
Average price / night
Check Availability
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
Cabin
Trail, OR, 97541, United States
0.2k from Trail center

AC, Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

1 Bedroom4 Guests
10.0

Exceptional

489 reviews

$244
Average price / night
Check Availability
Waterfront Shady Cove Home with Fishing Deck!
Waterfront Shady Cove Home with Fishing Deck!
House
OR, USA
6.3k from Trail center

Accessibility, Guest Services, Parking, Security/Safety, Fireplace/Heating, Internet, Sports/Activities

4 Bedrooms8 Guests
New to Booking
$377
Average price / night
Check Availability
Stay in luxury, minutes from the Lake, perfect for entertaining.
Stay in luxury, minutes from the Lake, perfect for entertaining.
House
Trail, OR, 97541, United States
0.4k from Trail center

AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms10 Guests
9.6

Exceptional

11 reviews

$294
Average price / night
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Private Ranch Log Cabin Lakeside Escape
Private Ranch Log Cabin Lakeside Escape
House
Shady Cove, OR, USA
7.6k from Trail center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$355
Average price / night
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Eagle's Nest Cottage. Spacious 2 BR river retreat on the Rogue River. Enjoy ping-pong, BBQ, board games, and fishing. Remote work enabled with high-speed WiFi. Unplug and unwind!
Eagle's Nest Cottage. Spacious 2 BR river retreat on the Rogue River. Enjoy ping-pong, BBQ, board games, and fishing. Remote work enabled with high-speed WiFi. Unplug and unwind!
House
Trail, OR, 97541, United States
0.4k from Trail center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

30 reviews

$264
Average price / night
Check Availability
Lakefront Cabin
Lakefront Cabin
House
Shady Cove, OR, USA
7.6k from Trail center

Internet, Air Conditioner, Pet Friendly, Parking, Child Friendly

2 Bedrooms4 Guests
New to Booking
$225
Average price / night
Check Availability
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
'RIVER HAVEN' is a serene riverside cabin on the Rogue River
House
Trail, OR, 97541, United States
0.4k from Trail center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

48 reviews

$293
Average price / night
Check Availability
Riverfront Oregon retreat with hot tub and pool
Riverfront Oregon retreat with hot tub and pool
House
Trail, OR, USA
8.3k from Trail center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs

3 Bedrooms12 Guests
New to Booking
$495
Average price / night
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Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Apartment
Trail, OR, 97541, United States
0.5k from Trail center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Washer

9.2

Superb

15 reviews

$194
Average price / night
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Riverfront Stunning Open Concept 3bdrm near outdoor activities
Riverfront Stunning Open Concept 3bdrm near outdoor activities
House
Trail, OR, 97541, United States
0.5k from Trail center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.0

Fabulous

9 reviews

$222
Average price / night
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*Riverfront*  \"Cabin on The Rogue\",  Gateway to Crater Lake!  Sleeps 2-4
*Riverfront* \"Cabin on The Rogue\", Gateway to Crater Lake! Sleeps 2-4
Cabin
Trail, OR, 97541, United States
0.8k from Trail center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom4 Guests
9.8

Exceptional

165 reviews

$172
Average price / night
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Rogue River Escape-19 Forested Acres-600 Ft of Riverfront
Rogue River Escape-19 Forested Acres-600 Ft of Riverfront
House
Shady Cove, OR, 97539, United States
0.9k from Trail center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

131 reviews

$274
Average price / night
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Peaceful Retreat on the Rogue River
Peaceful Retreat on the Rogue River
House
Shady Cove, OR, 97539, United States
1.3k from Trail center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$279
Average price / night
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Riverfront Gem with Big Deck, Fishing & Adventure. Comfy beds, upgraded beauty
Riverfront Gem with Big Deck, Fishing & Adventure. Comfy beds, upgraded beauty
House
Trail, OR, 97541, United States
1.7k from Trail center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
8.0

Good

5 reviews

$262
Average price / night
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Fish, Raft & Hike: Southwest OR Couple’s Retreat!
Fish, Raft & Hike: Southwest OR Couple’s Retreat!
Apartment
Trail, OR, 97541, United States
1.9k from Trail center

AC, Barbecue, Dryer, Heater, Kitchen, Microwave, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
New to Booking
$161
Average price / night
Check Availability
Heavenly Rogue River Retreat
Heavenly Rogue River Retreat
Apartment
Shady Cove, OR, 97539, United States
3.1k from Trail center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$185
Average price / night
Check Availability
The Shady Knoll - Peace & Quiet near the Rogue River!
The Shady Knoll - Peace & Quiet near the Rogue River!
House
Shady Cove, OR, 97539, United States
3.5k from Trail center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

13 reviews

$267
Average price / night
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Cozy 2B/2B brand new oasis close to everything in Shady Cove!
Cozy 2B/2B brand new oasis close to everything in Shady Cove!
House
shady cove, OR, 97539, United States
3.8k from Trail center

AC, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$322
Average price / night
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GORGEOUS LUXURY 1 BDRM Fully Furnished Apt., ALL UTILITIES INCLUDED
GORGEOUS LUXURY 1 BDRM Fully Furnished Apt., ALL UTILITIES INCLUDED
Apartment
Shady Cove, OR, 97539, United States
3.9k from Trail center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

1 Bedroom3 Guests
10.0

Exceptional

12 reviews

$195
Average price / night
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Spectacular Cozy Cottage- Wood Stove, Fire Pit, Creek
Spectacular Cozy Cottage- Wood Stove, Fire Pit, Creek
Cottage
Shady Cove, OR, 97539, United States
4.2k from Trail center

AC, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms6 Guests
9.2

Superb

9 reviews

$194
Average price / night
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Modern Tiny House in the Woods w/Hot Tub
Modern Tiny House in the Woods w/Hot Tub
Cabin
Shady Cove, OR, 97539, United States
4.3k from Trail center

AC, Extra Bed, Free Parking, Heater, Internet, Kitchen, No Smoking, Patio, TV

2 Bedrooms3 Guests
10.0

Exceptional

25 reviews

$144
Average price / night
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Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly
Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly
Cabin
Trail, OR, 97541, United States
4.4k from Trail center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms12 Guests
8.6

Fabulous

4 reviews

$254
Average price / night
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Riverfront Getaway, Beautifully Remodeled Home
Riverfront Getaway, Beautifully Remodeled Home
House
Shady Cove, OR, 97539, United States
4.6k from Trail center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet

5 Bedrooms10 Guests
10.0

Exceptional

78 reviews

$729
Average price / night
Check Availability
Shady Cove River House -Fly Fish, Raft, Hike or Just  Relax
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax
House
Shady Cove, OR, 97539, United States
4.6k from Trail center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.8

Exceptional

168 reviews

$204
Average price / night
Check Availability
Studio Cottage On One Of The Top Ranked Steelhead Holes On The Upper Rogue
Studio Cottage On One Of The Top Ranked Steelhead Holes On The Upper Rogue
Cottage
Shady Cove, OR, 97539, United States
4.8k from Trail center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

1 Bedroom4 Guests
10.0

Exceptional

126 reviews

$214
Average price / night
Check Availability
\"Home on The Rogue\" - Gateway to Crater Lake!
\"Home on The Rogue\" - Gateway to Crater Lake!
House
Trail, OR, 97541, United States
5.9k from Trail center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.8

Exceptional

100 reviews

$294
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Trail.

Trail Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 31 verified short-term rentals in Trail, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Trail vary depending on location, property size, and travel dates. Rates typically start from around $144 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Trail include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Trail, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Trail often include amenities such as Fireplace/Heating, Bedding/Linens, and Kitchen, providing a comfortable and convenient stay.

Short-term rentals in Trail are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.