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Winterbourne Steepleton Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Winterbourne Steepleton holiday rentals

Exterior

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$1,003
includes taxes & fees
2 Sept - 3 Sept
The Little Cottage
Lounge

2. Streamside Apartments

Streamside Apartments
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (37 reviews)
"Excellent accommodation!"
Norway
Anonymous traveller
The price is S$259
includes taxes & fees
31 Aug - 1 Sept
Streamside Apartments
Living area

3. Yeovil 1-bed Annex Sleeps 2 With Wifi

Yeovil 1-bed Annex Sleeps 2 With Wifi
3.0 star property
Yeovil
10.0 out of 10, Exceptional, (1 review)
"Very pleased with our stay here, was very clean and tidy and had everything we needed to accomodate our stay, hosts were very lovely and made us feel very welcome, would definatly recommend"
United Kingdom
Leigh
The price is S$118
includes taxes & fees
1 Sept - 2 Sept
Yeovil 1-bed Annex Sleeps 2 With Wifi
Exterior

4. 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$899
includes taxes & fees
3 Sept - 4 Sept
Badgers Cottage
Property grounds

5. The Coach House - Trinity Lodge

The Coach House - Trinity Lodge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"Klein, aber fein, sehr ruhige Lage alles sehr sauber mit dem Hund ideal Zentral gelegen Umkreis von einer knappen Stunde kann man ne ganze Woche jeden Tag was anderes anschauen der Gastgeber sehr angenehm"
Germany
Steffen
The price is S$614
includes taxes & fees
4 Sept - 5 Sept
The Coach House - Trinity Lodge
Interior

6. 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$759
includes taxes & fees
23 Sept - 24 Sept
2 Bathsheba Terrace
Private kitchen

7. Way's Forge

Way's Forge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"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 S$894
includes taxes & fees
2 Sept - 3 Sept
Way's Forge
Exterior

8. The Old School House

The Old School House
3.5 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"a spacious and comfortable property that was well equipped for our stay"
United Kingdom
NIGEL
The price is S$978
includes taxes & fees
5 Sept - 6 Sept
The Old School House
Front of property

9. 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$1,261
includes taxes & fees
2 Sept - 3 Sept
Beach View House
Interior

10. Marina Vista

Marina Vista
3.5 star property
Southlands
10.0 out of 10, Exceptional, (2 reviews)
"Great, well appointed apartment which is very central. Can be quite noisy at night especially having to have the windows open when it’s hot. Seemed to be a popular location for late night drinkers to have heart to hearts in the wee hours. Can’t fault the apartment, it had everything you could need. Minutes away from the town and beach. On the rainy days we had there were even board games for kids which my son loved. Thanks for a great stay. "
United Kingdom
M
The price is S$1,159
includes taxes & fees
5 Sept - 6 Sept
Marina Vista
Property grounds

11. Hide-a-way

Hide-a-way
2.5 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$716
includes taxes & fees
2 Sept - 3 Sept
Hide-a-way
Marina

12. 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$795
includes taxes & fees
2 Sept - 3 Sept
Brewery View
Private kitchen

13. Coastguard Lookout

Coastguard Lookout
2.0 star property
Wyke Regis
The price is S$788
includes taxes & fees
7 Sept - 8 Sept
Coastguard Lookout
Exterior

14. 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$1,803
includes taxes & fees
2 Sept - 3 Sept
Bay Cottage
Marina

15. Harbour Reach 7

Harbour Reach 7
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"They should state there’s not drying machine but besides that it was an amazing stay. My group and I really enjoyed the place as well as the local area. Excellent experience overall, and I think this place made our first international trip very enjoyable."
United States
Austin
The price is S$994
includes taxes & fees
2 Sept - 3 Sept
Harbour Reach 7
Interior

16. 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$1,385
includes taxes & fees
25 Sept - 26 Sept
Still Waters
Interior

17. The Cow Shed

The Cow Shed
3.0 star property
Dorchester
The price is S$1,703
includes taxes & fees
2 Sept - 3 Sept
The Cow Shed
Terrace/patio

18. Home Waters

Home Waters
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
The price is S$1,070
includes taxes & fees
10 Sept - 11 Sept
Home Waters
Interior

19. Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
10.0 out of 10, Exceptional, (1 review)
"Very nice cottage in quiet location with room opening onto garden with lots of bird song. Snug with TV is very comfortable. Parking spot just outside cottage. Well appointed kitchen. Location is good for access to portland, but going elsewhere requires travelling through Weymouth which can be slow."
United Kingdom
Terry
The price is S$860
includes taxes & fees
3 Sept - 4 Sept
Mermaid Cottage
Property grounds

20. Wessex View

Wessex View
3.5 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
"Stunning view, great location. We loved the property so much we booked to go again as soon as we got home. Looking forward to our next trip!"
United Kingdom
Kimberley
The price is S$855
includes taxes & fees
10 Sept - 11 Sept
Wessex View
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 Winterbourne Steepleton Hotel Reviews

George Albert Hotel & Spa

George Albert Hotel & Spa

10/10 Excellent
"Really good stay high standards maintained throughout without being intrusive"
ian 2-night trip
Posted 10 hours ago
George Albert Hotel & Spa

Frequently asked questions

Can I find holiday rentals in Winterbourne Steepleton?

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

What’s there to see and do in Winterbourne Steepleton?

While exploring the area, visit family-friendly sights like SEA LIFE Centre Weymouth, or get outside and enjoy nature at Dorset and East Devon Coast. Tutankhamun: The Exhibition and West Bexington Beach are a couple of places you'll find in the wider area.

What’s a holiday rental in Winterbourne Steepleton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winterbourne Steepleton. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family trips or small group gatherings.