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

Upwey Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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 S$986
includes taxes & fees
29 Oct - 30 Oct
The Little Cottage
A dining table with pink plates, a glass, and a spoon set. There is a window with white curtains and a view of a building outside.

2. Walkersbase Nutallergy Friendly - Sleeps3 - Petsok

Walkersbase Nutallergy Friendly - Sleeps3 - Petsok
3.0 star property
Bridport
The price is S$241
includes taxes & fees
4 Nov - 5 Nov
Walkersbase Nutallergy Friendly - Sleeps3 - Petsok
A stone house with a paved patio, a small garden, and a view of the sea.

3. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
The price is S$1,401
includes taxes & fees
29 Oct - 30 Oct
Ash Corner Cottage
A residential property with a patio, a sliding glass door, and a brick exterior.

4. Cedar Drive

Cedar Drive
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"So clean I could roll around in the property, also very thoughtful of the host, even a fly squatter was available. Would highly recommend if you’re in the area."
United Kingdom
David
The price is S$889
includes taxes & fees
6 Nov - 7 Nov
Cedar Drive
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 S$746
includes taxes & fees
22 Oct - 23 Oct
2 Bathsheba Terrace
A bedroom with a bed, a wooden chair, a desk with a mirror, and a window with curtains.

6. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is S$818
includes taxes & fees
29 Oct - 30 Oct
Sea Spray
A traditional stone building with a thatched roof, a small window, and a sign prohibiting parking on the grass.

7. Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Nice"
United Kingdom
Neil
The price is S$887
includes taxes & fees
21 Oct - 22 Oct
Badgers Cottage
Property grounds

8. 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 S$706
includes taxes & fees
20 Oct - 21 Oct
Hide-a-way
A modern kitchen with a dining area.

9. Sunningdale Rise

Sunningdale Rise
3.0 star property
Overcombe
The price is S$1,920
includes taxes & fees
28 Oct - 29 Oct
Sunningdale Rise
A grassy area with a view of a calm body of water and distant landforms.

10. Lobster Cottage

Lobster Cottage
3.5 star property
Rodwell
10.0 out of 10, Exceptional, (2 reviews)
"The property was clean and included everything you would need. The outside space was disappointing as it was just a table and chairs in a small concrete space rather than what is shown on the pictures depicting the outside space. The location made ot easy to score with a few shops, pubs and places near by."
United Kingdom
Sharon
The price is S$860
includes taxes & fees
23 Oct - 24 Oct
Lobster Cottage
A wooden deck with a pergola, a table with chairs, and a brick pathway.

11. Home Waters

Home Waters
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
The price is S$1,052
includes taxes & fees
31 Oct - 1 Nov
Home Waters
A cozy room with a stone wall, a fireplace, a sofa, and a window.

12. 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 S$1,001
includes taxes & fees
16 Nov - 17 Nov
Norden Cottage
A bedroom with a green upholstered headboard, a floral bedspread, and a painting of flowers on the wall.

13. Rodwell Holt

Rodwell Holt
2.0 star property
Weymouth
The price is S$761
includes taxes & fees
23 Oct - 24 Oct
Rodwell Holt
A room with a large window overlooking a beach, a stone wall, and a small white table.

14. Weymouth Bay Apartment C

Weymouth Bay Apartment C
3.5 star property
Greenhill
10.0 out of 10, Exceptional, (1 review)
"Awesome morning earky dips into sea even if 10.5oc ..apartment very close for hot tea and shower..weymouth beach walking along kings beach lovely into town shops 15min or very slow paced 45mins beach combing...bowleazes walking along beach opp way to prestons fiishships mealout very tasty ..staring at the sea starring at the skys hofizons yachts tjme stopped perfect days..☀ 🛳 🌊 "
United Kingdom
STEVEN
The price is S$1,145
includes taxes & fees
14 Nov - 15 Nov
Weymouth Bay Apartment C
A row of colorful beach huts numbered 16 to 17, with a gravel path in front.

15. Bay Cottage

Bay Cottage
3.0 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
"Great location, thank you we enjoyed our stay"
United Kingdom
Neil
The price is S$1,773
includes taxes & fees
29 Oct - 30 Oct
Bay Cottage
A palm tree by a beach with a clear sky.

16. Flat 6, Thornlow Heights

Flat 6, Thornlow Heights
3.0 star property
Southlands
The price is S$851
includes taxes & fees
29 Oct - 30 Oct
Flat 6, Thornlow Heights
A harbor with boats docked, a building labeled 'The George Inn', and a cloudy sky.

17. Brewery View

Brewery View
2.0 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
"Very clean, location great, comfortable and we received regular updates and communication. All very helpful"
United Kingdom
Helen
The price is S$782
includes taxes & fees
23 Oct - 24 Oct
Brewery View
A room with a large window overlooking a body of water, a small table with candles, and a mirror on the wall.

18. Still Waters

Still Waters
2.0 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Amazing property, had the best week staying there. Location, facilities, space.. everything!! Will be back"
United Kingdom
Rory
The price is S$1,362
includes taxes & fees
27 Oct - 28 Oct
Still Waters
A modern kitchen with a dining area, featuring a large window, a microwave, and a sink.

19. Coastguard Lookout

Coastguard Lookout
2.0 star property
Wyke Regis
The price is S$775
includes taxes & fees
7 Nov - 8 Nov
Coastguard Lookout
A coastal view with boats on the water, a sandy beach, and a clear sky.

20. Beach View House

Beach View House
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Vi var meget godt fornøyde med både beliggenhet og renhold, og hadde veldig fine dager her. Dette kan vi anbefale på det varmeste!"
Norway
Arve Moen
The price is S$1,244
includes taxes & fees
21 Oct - 22 Oct
Beach View House
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

Moonfleet Manor

Moonfleet Manor

10/10 Excellent
"Very clean hotel with friendly staff and lovely location"
Peter 1-night trip
Posted 4 hours ago
Moonfleet Manor

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.