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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Upwey holiday rentals

Beach nearby
The Grain Store

The Grain Store

The Grain Store
3.0 star property
Weymouth
The price is Rp13.613.350
Rp16.336.020 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Grain Store
Cottage | Interior
Meadow View Barn

Meadow View Barn

Meadow View Barn
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1)
"Great little place, perfect for my stay. Nice and clean, all amenities and good communication from the owner."
United Kingdom
Mitch
The price is Rp9.081.994
Rp10.898.393 total
includes taxes & fees
5 Jan - 6 Jan 2026
Meadow View Barn
Fridge, microwave, oven, stovetop
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
2.0 star property
Dorchester
The price is Rp13.936.864
Rp19.441.783 total
includes taxes & fees
19 Jan - 20 Jan 2026
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Cottage | Interior
Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge
3.0 star property
Portland
10.0 out of 10, Exceptional, (1)
"This property was absolutely amazed and having Access to one of the first lighthouses there "
United Kingdom
Trevor
The price is Rp10.026.830
Rp12.032.196 total
includes taxes & fees
5 Jan - 6 Jan 2026
Old Higher Lighthouse Branscombe Lodge
Dining
The Old Stables

The Old Stables

The Old Stables
3.5 star property
Blandford Forum
The price is Rp8.931.671
Rp10.718.005 total
includes taxes & fees
29 Dec - 30 Dec
The Old Stables
Cottage | Interior
Way's Forge

Way's Forge

Way's Forge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (3)
"Way's Forge is a quirky, convenient accommodation for exploring a wide variety of locations in the area and further afield. . It was a very comfortable stay and we enjoyed it very much. "
United Kingdom
Virginia
The price is Rp9.778.640
Rp11.734.368 total
includes taxes & fees
22 Jan - 23 Jan 2026
Way's Forge
4 bedrooms, individually decorated, individually furnished, free WiFi
Sunningdale Rise

Sunningdale Rise

Sunningdale Rise
3.0 star property
Overcombe
The price is Rp23.176.146
Rp27.811.375 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sunningdale Rise
Cottage | Exterior
Keepers Cottage

Keepers Cottage

Keepers Cottage
3.5 star property
Blandford Forum
The price is Rp7.616.534
Rp9.139.841 total
includes taxes & fees
28 Dec - 29 Dec
Keepers Cottage
Outdoor dining
Home Waters

Home Waters

Home Waters
3.5 star property
Weymouth
10.0 out of 10, Exceptional, (1)
The price is Rp11.415.160
Rp13.698.192 total
includes taxes & fees
2 Jan - 3 Jan 2026
Home Waters
Dining
The Elbow

The Elbow

The Elbow
3.0 star property
Dorchester
The price is Rp10.354.630
Rp12.425.556 total
includes taxes & fees
28 Dec - 29 Dec
The Elbow
Property grounds
Badgers Cottage

Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
"Nice"
United Kingdom
Neil
The price is Rp9.602.618
Rp11.523.141 total
includes taxes & fees
2 Jan - 3 Jan 2026
Badgers Cottage
Cottage | Marina
2 Driftwood

2 Driftwood

2 Driftwood
3.5 star property
Bridport
10.0 out of 10, Exceptional, (2)
"2 Driftwood was a perfect place to stay at the perfect location of West Bay. The flat is very new, immaculate and well equipped with all you need for a holiday stay. Only one issue we had was finding the meter cupboard where the key safe was located. This is outside of the rear entrance of the building at ground level. One of the residents advised us of the key safe location and said many other guests had struggled with this. Everything else was perfect and Iwould love to live there."
United Kingdom
Debbie
The price is Rp8.503.523
Rp10.204.227 total
includes taxes & fees
5 Jan - 6 Jan 2026
2 Driftwood
Cottage | Interior
Pound Cottage

Pound Cottage

Pound Cottage
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2)
"Lovely peaceful place "
United Kingdom
Enid
The price is Rp6.440.310
Rp7.728.372 total
includes taxes & fees
8 Jan - 9 Jan 2026
Pound Cottage
Fridge, dishwasher, electric kettle, toaster
Half Pint Cottage

Half Pint Cottage

Half Pint Cottage
3.0 star property
Beaminster
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."
United Kingdom
nikki
The price is Rp8.117.876
Rp9.741.451 total
includes taxes & fees
2 Jan - 3 Jan 2026
Half Pint 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

Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

10/10 Excellent
"The room was nicely appointed and clean, staff were helpful and friendly. Would stay there again."
Susan 2-night trip
Posted 4 days ago
Best Western Weymouth Hotel Rembrandt

Find out more about Upwey

Search for holiday rentals in Upwey on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Upwey using one of the methods below:

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Look no further and take a look at our great range of rental properties in Upwey!

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 Abbotsbury Swannery, or get outside and enjoy nature at Dorset Area of Outstanding Natural Beauty. In the wider area, you’ll find Bowleaze Cove Beach and Osmington Bay 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.