Winchester Rentals By Owner

There are a lot of options in Winchester. If you plan on staying in the Winchester area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Winchester:

• Riverfront Log Cabin in Roseburg’s Wine Country
• SPECIAL PRICING FEB AND MARCH! 4 BEDROOM House across from River in Prime area
• Comfy home in nice neighborhood. Short walk to shops, wine, breweries and food
• Downtown Stay at the Blue Tiny Twin
• 5 min walk to downtown! Newly renovated with original hardwoods and clawfoot tub
• Beautiful 3 bedroom home in one of the nicest neighborhoods in all of Roseburg
• Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
• Step Back in Time at Our 1970s Retro Retreat *Game Room* Lounge* Right off I5
• Charming 3-bedroom house with WiFi and stunning views in lovely Roseburg
• Cozy apartment in Roseburg

There are many large, family-friendly vacation homes available in Winchester; however, here are the most popular family rentals listed on our site:

• Sophisticated Bungalow, sparkling clean, walk to downtown, quiet neighborhood.
• Dreamy Hilltop View Roseburg Retreat with Hot Tub!
• Bell Sister Flats
• Heavenly Bungalow, immaculately clean, close to downtown!

Yes, there are 58 self-catering vacation homes in Winchester that have hot tubs, swimming pools, & other amenities.

There are more than 58 luxury villas and vacation homes in or near Winchester. Filter by price to compare find the most expensive places to stay on Pigeonbaycottages.

Yes, there are 58 pet friendly vacation homes and places to stays that are available in or near Winchester that you may consider.