Book Holiday Homes in Winchester
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Featured Holiday Homes in Winchester
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
A Restful Studio Near a Creek and Forest - Pets
The Bucket List Retreat
Indigo Collective - Modern Home
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
The Farmhouse on the North Umpqua River
The Watusi Place - A Modern Umpqua Valley Getaway
Winchester Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Winchester vacation homes are the perfect way for you to wing it.
Holiday houses in Winchester let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Winchester in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Winchester adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winchester with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Winchester vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Winchester Holiday Homes essential information
Accommodation | 39 Holiday Homes |
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Lowest Price | NZ$140 |
Highest Price | NZ$845 |
Popular accommodation | Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun, A Restful Studio Near a Creek and Forest - Pets, The Bucket List Retreat, Indigo Collective - Modern Home, ~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath, Cozy Roseburg Home w/ Fire Pit + Gas Grill!, The Urban Boho Charmer with Private Backyard, BBQ & Hammock, The Farmhouse on the North Umpqua River, The Watusi Place - A Modern Umpqua Valley Getaway |
More accommodations in Winchester
Top trending hotels in Winchester
Singing Waters at N. Umpqua
Riverfront Inn Roseburg
Comfort Inn Roseburg
Sleep Inn & Suites Roseburg North Near Medical Center
More ways to explore Winchester
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.