Cottage
10.0(129 Reviews)
1 Bedroom
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $344/Night
7 Nights - US $2,408
Trail Holiday Rentals
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Compare Villas, Resorts, & Rentals in Trail
10.0
House
10.0(1 Review)
3 Bedrooms
12 Guests
Oceanfront
Hot Tub- Parking
Pool
US $495/Night
7 Nights - US $3,465
US $96/Night
7 Nights - US $670
House
10.0(55 Reviews)
2 Bedrooms
6 Guests
- Parking
Ocean View- Balcony/Terrace
View
US $330/Night
7 Nights - US $2,308
Apartment
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
Internet
Sports/Activities
US $171/Night
7 Nights - US $1,195
House
10.0(35 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $214/Night
7 Nights - US $1,498
Cabin
10.0(30 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $176/Night
7 Nights - US $1,234
House
10.0(5 Reviews)
2 Bedrooms
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $263/Night
7 Nights - US $1,843
Apartment
10.0(4 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $302/Night
7 Nights - US $2,115
Luxury Holiday Rentals in Trail
Over 29+ Luxury Holiday Rentals in or Near Trail
US $758/Night
7 Nights - US $5,303
House
10.0(83 Reviews)
5 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $629/Night
7 Nights - US $4,402
House
9.4(13 Reviews)
3 Bedrooms
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $406/Night
7 Nights - US $2,842
New
Cabin
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $398/Night
7 Nights - US $2,784
New
Cabin
2 Bedrooms
5 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $369/Night
7 Nights - US $2,586
House
8.0(5 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $361/Night
7 Nights - US $2,529
Cabin
8.8(6 Reviews)
3 Bedrooms
12 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $354/Night
7 Nights - US $2,480
House
9.6(14 Reviews)
3 Bedrooms
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $346/Night
7 Nights - US $2,423
New
House
9.8(18 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $322/Night
7 Nights - US $2,254
Top-Rated Holiday Rentals with a Pool in Trail
Over 4+ The Best Private Villas and Holiday Rentals in Trail with a Pool
New
Cabin
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
US $266/Night
7 Nights - US $1,860
US $124/Night
7 Nights - US $865
US $115/Night
7 Nights - US $805
House
4.0(2 Reviews)
3 Bedrooms
12 Guests
- Hot Tub
- Parking
- Pool
Spa
US $750/Night
7 Nights - US $5,250
Pet-Friendly Holiday Rentals in Trail
Over 5+ Pet-Friendly Holiday Rentals in or Near Trail
Apartment
9.0(18 Reviews)
1 Bedroom
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $195/Night
7 Nights - US $1,364
US $109/Night
7 Nights - US $763
Cottage
9.2(9 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $249/Night
7 Nights - US $1,741
House
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $301/Night
7 Nights - US $2,110
Cottage
9.0(8 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $170/Night
7 Nights - US $1,191
Large Holiday Rentals and Private Villas in Trail
Over 1+ Large Holiday Rentals and Private Villas in or Near Trail
Ski Chalet
10.0(80 Reviews)
6 Bedrooms
10 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $610/Night
7 Nights - US $4,271
Trail Private Villas and Holiday Homes Under $200
Over 7+ Trail Private Villas and Holiday Homes Under $200
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $172/Night
7 Nights - US $1,201
Cabin
9.8(175 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $199/Night
7 Nights - US $1,396
Cabin
8.8(12 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $182/Night
7 Nights - US $1,272
US $93/Night
7 Nights - US $649
House
8.8(3 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $169/Night
7 Nights - US $1,183
House
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $169/Night
7 Nights - US $1,183
House
2 Bedrooms
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $80/Night
7 Nights - US $560
Instantly Bookable Holiday Homes in Trail
Over 1+ Instantly Bookable Holiday Homes in or Near Trail
House
4 Bedrooms
9 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $277/Night
7 Nights - US $1,940
Book a Last Minute Place to Stay in Trail
About Casai's Private Villas and Holiday Rentals in Trail
Discover more than 38 vacation rentals available in Trail. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Trail.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Trail, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Trail. On average, places to stay near Trail offer 583 ft², with nightly prices averaging US $295.
With Casai, finding and comparing holiday rentals in Trail is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Trail, OR
There are 38 Trail, OR Holiday Rentals
- Prices for a holiday home in Trail start at US $96
- Top rated vacation home in Trail is Studio Cottage On One Of The Top Ranked Steelhead Holes On The Upper Rogue
- Most popular short term in Trail is Edgewater Inn Shady Cove
- Cheapest place to stay in Trail is Riverfront Lodging
- Most expensive holiday rental in Trail is Gorgeous Oregon River home
Frequently Asked Questions About Trail?
What are the top holiday rentals in Trail?
With numerous options available in Trail, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Trail:
- Studio Cottage On One Of The Top Ranked Steelhead Holes On The Upper Rogue
- Riverfront Getaway, Beautifully Remodeled Home
- 'RIVER HAVEN' is a serene riverside cabin on the Rogue River
- 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!
- Modern Tiny House in the Woods w/Hot Tub
- Peaceful Retreat on the Rogue River
- Heavenly Rogue River Retreat
- Cozy 2B/2B brand new oasis close to everything in Shady Cove!
- Riverfront Retreat with pool, Hot Tub, Mountain Views
- Private Rogue River Cabin For Two/Gateway to Crater Lake
Which holiday homes in Trail are best for families?
If you're searching for a family-friendly holiday home in Trail, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Trail:
How many Casai.com holiday rentals are available in Trail?
As of 2026, Casai boasts over 38 properties listed in the Trail area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Trail.
