A lush garden with a pond, ferns, and flowering plants.

Upwey Vacation Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Upwey holiday rentals

A two-story house with a white exterior, a stone wall on the right, and a small garden with potted plants and flowers.

1. The Little Cottage

The Little Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Clean cottage, great location, comfortable beds."
Australia
Lea
The price is RM2,620
RM3,145 total
includes taxes & fees
27 Oct - 28 Oct
The Little Cottage
A bedroom with a bed, a wooden chair, a desk with a mirror, and a window with curtains.

2. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is RM2,174
RM2,609 total
includes taxes & fees
17 Oct - 18 Oct
Sea Spray
Property grounds

3. Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (2 reviews)
"It was in a peaceful location, although a bit far for walking into town. But the facilities were spot on, though there is no oven to cook proper meals. For someone who needs a quiet, chilled out, restful timeout, it is the perfect place to stay."
United Kingdom
Kim
The price is RM1,871
RM2,245 total
includes taxes & fees
8 Oct - 9 Oct
Hide-a-way
A cozy room with a stone wall, a fireplace, a sofa, and a window.

4. Norden Cottage

Norden Cottage
3.0 star property
Weymouth
6.0 out of 10, (1 review)
"The cottage itself is lovely, and has a lot of potential. It’s a large cottage which accomodates 5. Lighting wasn’t working in all rooms which was a nuisance and the facilities in the kitchen were dirty and not maintained well. Oven and stove worked, coffee machine filthy. Given that you would hire a cottage to do self catering, it wasn’t one of the better cottages we have stayed in. We found it a cold welcoming, no welcome note, only a small box of biscuits on entry. Cottage was really...
United Kingdom
Hilary
The price is RM2,653
RM3,183 total
includes taxes & fees
17 Oct - 18 Oct
Norden Cottage
A cozy living room with a grey sofa, a green throw blanket, and a dining area with wicker chairs.

5. 2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is RM1,983
RM2,380 total
includes taxes & fees
13 Oct - 14 Oct
2 Bathsheba Terrace
A traditional stone building with a thatched roof, a small window, and a sign prohibiting parking on the grass.

6. Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Nice"
United Kingdom
Neil
The price is RM2,349
RM2,819 total
includes taxes & fees
10 Oct - 11 Oct
Badgers Cottage
A modern kitchen with a dining area, featuring a large window, a microwave, and a sink.

7. Coastguard Lookout

Coastguard Lookout
2.0 star property
Wyke Regis
The price is RM2,060
RM2,471 total
includes taxes & fees
10 Oct - 11 Oct
Coastguard Lookout
A wooden deck with a pergola, a table with chairs, and a brick pathway.

8. Home Waters

Home Waters
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
The price is RM2,795
RM3,354 total
includes taxes & fees
31 Oct - 1 Nov
Home Waters
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

The Jubilee Hotel West- with Spa Facilities

The Jubilee Hotel West- with Spa Facilities

10/10 Excellent
"The room was a good size, we had a family room for 5. The room was clean and tidy and good amenities in the room itself. The best aspect was the seaview which was fantastic helped by some good October weather. We didn't use the bar much as we were visiting relatives who live in Weymouth - but it looked good with plenty to do. The best thing about staying in the older hotels on the front is access to the beach/Weymouth centre, room size and view. Overall very happy with the hotel and the price. Would definitely stay again - thanks."
Ben 2-night trip
Posted 1 hour ago
The Jubilee Hotel West- with Spa Facilities

Find out more about Upwey

Search for holiday rentals in Upwey on Expedia.co.uk! 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 National Landscape. In the wider area, you’ll find Lodmoor Country Park 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.