Airport Express Hotel - Vacation Rentals in Winchester

Hampton Inn & Suites Roseburg From US $241
         

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9.0 (261 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn & Suites Roseburg From US $170
         

9.6 (969 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Lodge at Roseburg From US $209
         

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8.0 (251 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Lodge at Roseburg From US $120
         

8.8 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Riverfront Inn Roseburg From US $124
         

7.9 (937 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Riverfront Inn Roseburg From US $95
         

8.6 (1424 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Umpqua Valley Hotel From US $108
         

7.7 (55 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Security/Safety
Comfort Inn Roseburg From US $90
         

8.2 (1008 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Winchester

Over 82+ Luxury Places to Stay in or Near Winchester
Singing Waters at N. Umpqua From US $467
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Riverfront Log Cabin in Roseburg’s Wine Country From US $442
         

10.0 (28 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Bell Sister Flats From US $384
         

New
Apartment
  • Child Friendly
  • Internet
  • Laundry

Top-Rated Vacation Rentals with a Pool in Winchester

Over 10+ Top-Rated Vacation Rentals with a Pool in or Near Winchester
Super 8 by Wyndham Roseburg From US $66
         

8.0 (1008 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
SureStay by Best Western Roseburg From US $107
         

8.0 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Best Western Garden Villa Inn From US $91
         

8.0 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Quality Inn Central Roseburg From US $76
         

7.6 (709 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
SureStay by Best Western Roseburg From US $110
         

7.6 (337 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Super 8 by Wyndham Roseburg From US $77
         

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7.2 (637 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Pool
Best Western Garden Villa Inn From US $132
         

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7.0 (271 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Winchester

Over 18+ Pet-Friendly Vacation Rentals in or Near Winchester
Fantastic 3-bedroom house with AC in Roseburg From US $230
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Motel 6-Roseburg, OR From US $64
         

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6.8 (440 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Downtown Stay at the Red Tiny Twin! From US $97
         

9.8 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Just off I-5, RV available on a secluded lot. Close to town. From US $98
         

9.8 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Downtown Stay at the Blue Tiny Twin From US $181
         

9.4 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Winchester

Over 3+ Large Vacation Homes & Villas in or Near Winchester
Relaxing Riverfront 1875 Farquar Historic Home From US $200
         

2.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • TV

Wheelchair Accessible Vacation Homes in Winchester

Over 3+ Wheelchair Accessible Vacation Homes in or Near Winchester
Quality Inn Central Roseburg From US $114
         

7.0 (259 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
Motel 6 Roseburg, OR From US $58
         

7.6 (1006 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Rosewood Inn & Suites From US $69
         

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4.6 (392 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Winchester Varoom and Airbnb Places to Stay Under $200

Over 27+ Winchester Varoom and Airbnb Places to Stay Under $200
HISTORICAL JOHN RAST HOUSE circa 1875 From US $128
         

9.6 (107 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Historical John Rast House From US $193
         

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10.0 (48 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Heavenly Bungalow, immaculately clean, close to downtown! From US $114
         

Cozy Roseburg Home w/Fire Pit + Gas Grill! From US $140
         

9.6 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Winchester

Over 21+ Instantly Bookable Vacation Homes in or Near Winchester
Indigo Collective - Modern Comfort & Bold Design From US $309
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Dreamy Hilltop View: Roseburg Retreat w/Hot Tub! From US $214
         

10.0 (3 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Luxury Riverfront Escape- Hot tub & Fire Pit From US $311
         

9.6 (16 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace

About Winchester Vacation Rentals

With more than 26 Winchester vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Airportexpresshotel and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Winchester.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Airportexpresshotel Winchester, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Winchester. Places to stay near Winchester are 110.43 ft² on average, with prices averaging $112 a night.

Airportexpresshotel makes it easy and safe to find and compare vacation rentals in Winchester with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Winchester

Type Count
Hotels with Suites 26

Use these Quick Filters to Find a Vacation Rental in Winchester

Pro Tip: Airportexpresshotel makes it easy to compare the best listings on Airportexpresshotel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Airportexpresshotel homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winchester.

Weather in Winchester

View the weather forecast for Winchester before booking your Winchester Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F