Book Holiday Homes in Upwey
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Featured Holiday Homes in Upwey

Quiet location, short walk to beach, with views of Portland and Jurassic coast

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset

HouseSleeps7-Parking-Garden-Fireplace-BeachNearby

The Victorian Barn self catering holidays with pool & hot tubs

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Beautiful large Georgian house with a big garden. Perfect for a family or two!

Wide open views. High Spec. Easy access to Weymouth and local facilities.

Sea-Esta – A Stylish Coastal Retreat in the Heart of Weymouth
Upwey 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 Upwey vacation homes are the perfect way for you to wing it.
Holiday houses in Upwey 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 Upwey 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 Upwey adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Upwey 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 Upwey 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.
Upwey Holiday Homes essential information
Accommodation | 260 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Quiet location, short walk to beach, with views of Portland and Jurassic coast, Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach, Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset, HouseSleeps7-Parking-Garden-Fireplace-BeachNearby, The Victorian Barn self catering holidays with pool & hot tubs, Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World, Beautiful large Georgian house with a big garden. Perfect for a family or two!, Wide open views. High Spec. Easy access to Weymouth and local facilities., Sea-Esta – A Stylish Coastal Retreat in the Heart of Weymouth |
Top Locations for Holiday Homes in Upwey
Top trending hotels in Upwey

Fairhaven Hotel

The Jubilee Hotel East- with Spa Facilities

Best Western Weymouth Hotel Rembrandt

Durdle Door Hotel
More ways to explore Upwey
Top picks
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^Subject to availability and chosen travel dates.