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Trail Holiday Homes

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    $216 Average
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    Don't let other travellers get your favourite Trail area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 17 Rentals in Trail
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    The following rentals are within 40 kilometres of Trail.
    Private Entrance. Clean. Comfortable.1 / 15
    (2)Excellent
    Jacksonville
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Plymale Cottage, Bed & Biscotti1 / 14
    (1)Excellent
    Jacksonville
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Jacksonville
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Tina's Luxury Studio II1 / 5
    (1)Excellent
    Medford
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • DVD Player
    • Porch
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Washer
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 December 2016
    Very nice private second floor apartment! Excellent well equipped modern kitchen! The washer and dryer were a plus! Host Tina very accommodating to my allergy to fragrances...
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    About this property
    This is a very comfortable and home like experience in a quiet, residential neighborhood that is close to downtown and the I-5. This is an upstairs unit. It is a very well planned out 400 sq ft that takes advantage of the space and feels much larger than what it is. From the very nicely equipped...
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    Location Information
    Medford, Oregon 97501
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    Tina's Luxury Studio I1 / 7
    (3)Very good
    Medford
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Patio
    • Washer
    • Grill
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2016
    Traveling with 2 small dogs is not the easiest thing unless you find Tina's Luxury Studio in Medford Oregon. Then life is easy. This studio is comfortable and the hostess is...
    Reviewed 2 July 2016
    We stayed several nights and really enjoyed the quiet neighborhood. Overall the place was very comfortable for two. We cooked a lot of our own food and used the mini-refrig a...
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    About this property
    This is a very comfortable and home like experience in a quiet, residential neighborhood that is close to downtown and the I-5. It is a very well planned out 400 sq ft that takes advantage of the space and feels much larger than what it is. From the very nicely equipped kitchenette that can...
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    Location Information
    Medford, Oregon 97501
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    Center of Town!1 / 8
    (1)Terrible
    Jacksonville
    2 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Parking
    • Satellite TV
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ideally located within a block of first class grocery store, all shops and across the street from beautiful former Court House now becoming City Hall. This is a lovingly cared for Historic Home. Private exterior stairs lead to room with new kitchen counter plus microwave, convection oven and...
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    Location Information
    Jacksonville, Oregon 97530
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 2
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    Trail Creek Shady Cove 2br 2ba Woods Country Cabin1 / 60
    (4)Excellent
    Shady Cove
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Hot Tub
    • Washer
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    Staying at this cute Cabin in Trail Oregon, was a real treat. All amenities were there with plenty of outside chairs to sit in various shady spots along the creek. Our weather...
    Reviewed 13 September 2016
    We really enjoyed our stay at the Trail Creek Cabin. The owners, Diane and Alan were friendly and gave us many suggestions of local places to see and eateries to enjoy. The...
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    About this property
    You will love this beautiful 2 Bedroom (+Queen sleep sofa), two bath Cabin in the woods just off Hwy 227 on 700 feet of Trail Creek front! The Master bedroom has a huge pine log queen bed, charming antique library table writing area, lounge sofa and it's own lovely pine bathroom with a soaking...
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    Shady Cove, Oregon 97541
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Medford
    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Grill
    • Washer
    • Mountain Views
    • Hot Tub
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The perfect place from which to explore the wonders of Southern Oregon and the Rogue Valley. Homestead Woodland Cottage is a spacious, modern bungalow nestled on 60-acres of private property in the Griffin Creek area between Medford and Jacksonville. It’s at the end of a country road (now paved),...
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    Location Information
    Medford, Oregon 97501
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 8
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    Medford
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Balcony
    • Parking
    • Porch
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waverly Cottage is a restored Victorian in Historic Downtown Medford. It is a Boutique Style Museum/B&B. Your stay at Waverly Cottage will be a step back in time. Enjoy a house full of antiques with many artifacts for the guests viewing pleasure. Waverly Cottage has just the right amount of modern...
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    Location Information
    Medford, Oregon 97501
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Rogue River
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Waterfront
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Turn down the 300 foot driveway and enter a world of peace and tranquility. Our 1.5 acre property includes over 120 feet of riverfront where you can fish, float, read or just plain relax almost every day of the year. The two bedroom 2.5 bath home has a state of the art kitchen, infrared bar-b-q....
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    Location Information
    Rogue River, Oregon 97525
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Prospect
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Central Heating
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Red Blanket Cabin is a custom-built, two bedroom, one bath home located in the rural Cascade Mountains of Southern Oregon. It is nestled on a wooded acre near the town of Prospect. Peace, Quite, Beauty. Relaxation. Located 30 Miles from the South Entrance to Crater Lake. Our Cabin is the...
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    Location Information
    Prospect, Oregon 97536
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Rogue River
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Hot Tub
    • Grill
    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Turn down our 300 foot , tree lined driveway and enter into a new world. This is a one-of-a-kind property. An Oregonian Eden. This is a one bedroom one bath cottage with a full kitchen and living room. From your front deck you can relax, read a book and watch the river flow. And for those anglers...
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    Location Information
    Rogue River, Oregon 97525
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Bella Chalet1 / 23
    (1)Excellent
    Shady Cove
    4 Bedrooms, 12 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Satellite TV
    • Mountain Views
    • Washer
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2016
    FABULOUS!!!This is a beautiful home that has it all...the house is amazing, it is beautifully decorated, its location is spectacular and it is stocked with everything! We had a...
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    About this property
    Magnificent Lot Home in Hilltop Setting in Shady Cove. Minutes walk to the Rogue River. All high-end amenities and details, including Gourmet Kitchen, 93 Jet Hot Tub, Soaking Tubs in all 4 Bedrooms, Private Apartment with Separate Entrance over 2 Car Garage. Gazebo, Fenced 2 Acre yard with...
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    Location Information
    Shady Cove, Oregon 97539
    Holiday Rental House - 4 Bedrooms, 12 Bathrooms, Sleeps 10
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    Medford
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Parking
    • Patio
    • Private Garden
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The home is a Classic Craftsman, conveniently located in Downtown Medford... just minutes away from restaurants, coffee shops, retail stores, and both the Craterian and Holly Theaters. The home features a large Living Room with Fireplace, Dining Room, Kitchen, Two Bedrooms and a Full Bath. There...
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    Location Information
    Medford, Oregon 97501
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Medford
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Patio
    • Private Garden
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious home with a huge back yard featuring a hot tub, patio, BBQ, and garden that you can help yourself to. Our place is close to restaurants and dining, the city center, lots of shopping, the mall, and Oregon's first and only In-N-Out! You’ll love our place because of the cozy feel, the...
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    Location Information
    Medford, Oregon 97504
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Medford
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Internet Access
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    No matter what your group's reason is for visiting Portland, this pair of dog-friendly downtown condos provide a combination of high-end comfort, amazing amenities, and easy access to sightseeing that your friends, family, and colleagues alike are sure to love! These upper-story downtown Portland...
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    Location Information
    Medford, Oregon 97205
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Medford
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Mountain Views
    • Satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'lll feel like you are vacationing in Italy!..This amazing villa is conveniently located 5 minutes from historic Jacksonville, 10 miles from quaint Ashland, 3 minutes from Dancin Winery (a delightful Italian villa with gardens, fountains, delicious wines and eatery). More wineries are a few...
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    Location Information
    Medford, Oregon 97501
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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