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Upwey Holiday Rentals

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2 Oct - 3 Oct
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3 Oct - 4 Oct
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3 Oct - 5 Oct
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10 Oct - 12 Oct

Holiday Rentals in Upwey

The Dorset Resort
3 bedrooms, desk, laptop workspace, blackout curtains

The Dorset Resort

4.0 star property
9.8 out of 10, Exceptional, (44)
"PRPOERTY VERY SPACIOUS, VERY CLEAN AND JUST A LOVELY PROPERTY TO UNWIND AND RELAX WITH FAMILY, LOVED THE SAUNA"
The Dorset Resort
18 Chamberlaine Road
Dining

18 Chamberlaine Road

2.5 star property
The price is S$687
includes taxes & fees
13 Oct - 14 Oct
18 Chamberlaine Road
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
Fridge, microwave, oven, stovetop

4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

2.0 star property
The price is S$591
includes taxes & fees
8 Oct - 9 Oct
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
The Studio - Arne
Interior

The Studio - Arne

3.5 star property
The price is S$2,384
includes taxes & fees
31 Oct - 1 Nov
The Studio - Arne
The Loft @ No36
Beach nearby

The Loft @ No36

3.0 star property
The price is S$775
includes taxes & fees
25 Oct - 26 Oct
The Loft @ No36
Leo's Place
Interior

Leo's Place

3.0 star property
The price is S$1,106
includes taxes & fees
31 Oct - 1 Nov
Leo's Place
Half Pint Cottage
Fridge, dishwasher, electric kettle, toaster

Half Pint Cottage

3.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed here for 3 nights, the property was spotlessly clean on arrival. Parking at the cottage was a blessing as the road outside was busy with residents cars. An ideal base to explore Dorset, and several pubs within easy walking distance. Would stay here again."
The price is S$731
includes taxes & fees
6 Oct - 7 Oct
Half Pint Cottage
Ocean Swell
Interior

Ocean Swell

3.5 star property
The price is S$1,088
includes taxes & fees
13 Oct - 14 Oct
Ocean Swell
Tadnoll Escape- Shepards Hut- Sleeps 2- Bbq- Lake
Terrace/patio

Tadnoll Escape- Shepards Hut- Sleeps 2- Bbq- Lake

2.0 star property
Tadnoll Escape- Shepards Hut- Sleeps 2- Bbq- Lake
River Cottage
Interior

River Cottage

3.5 star property
The price is S$1,173
includes taxes & fees
7 Oct - 8 Oct
River Cottage
Hide-a-way
Property grounds

Hide-a-way

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is S$586
includes taxes & fees
11 Oct - 12 Oct
Hide-a-way
Braiders Rest
Beach

Braiders Rest

3.0 star property
The price is S$767
includes taxes & fees
13 Oct - 14 Oct
Braiders Rest
Rowdens Barn
Private kitchen

Rowdens Barn

3.5 star property
10.0 out of 10, Exceptional, (2)
"Lovely countryside location. "
The price is S$647
includes taxes & fees
13 Oct - 14 Oct
Rowdens Barn
Belvedere Cottage
Interior

Belvedere Cottage

2.5 star property
Belvedere Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Upwey Hotel Reviews

Sleeping Bear Hotel Dorchester

Sleeping Bear Hotel Dorchester

10/10 Excellent
"Lovely clean room with a very comfortable mattress. Had a fantastic night's sleep."
julia 1-night trip
Posted 5 days ago
Sleeping Bear Hotel Dorchester

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Frequently asked questions

Can I find a holiday rental in Upwey?

Yes, there are holiday rentals close to the most popular sights in Upwey, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Upwey?

While exploring the area, visit family-friendly sights like SEA LIFE Centre Weymouth, or get outside and enjoy nature at Dorset Area of Outstanding Natural Beauty. In the wider area, you’ll find Durdle Door and Bowleaze Cove Beach.

What’s a holiday rental in Upwey like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Upwey. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for families.