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Winterbourne Steepleton Vacation Rentals

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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Winterbourne Steepleton vacation 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 AED 2,409
AED 2,891 total
includes taxes & fees
21 Sep - 22 Sep
The Little Cottage
Apartment, Ensuite, Garden View | Lounge

2. Streamside Apartments

Streamside Apartments
3.5 star property
Yeovil
10.0 out of 10, Exceptional, (37 reviews)
"Excellent accommodation!"
Norway
Anonymous traveler
The price is AED 547
AED 547 total
includes taxes & fees
1 Oct - 2 Oct
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 AED 284
AED 341 total
includes taxes & fees
1 Sep - 2 Sep
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 AED 2,160
AED 2,592 total
includes taxes & fees
3 Sep - 4 Sep
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 AED 1,475
AED 1,770 total
includes taxes & fees
4 Sep - 5 Sep
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 AED 1,823
AED 2,188 total
includes taxes & fees
23 Sep - 24 Sep
2 Bathsheba Terrace
Cottage | Private kitchen | Fridge, stovetop, cookware/dishes/utensils

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 AED 2,147
AED 2,576 total
includes taxes & fees
3 Sep - 4 Sep
Way's Forge
Cottage | 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 AED 2,350
AED 2,820 total
includes taxes & fees
5 Sep - 6 Sep
The Old School House
Cottage | 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 AED 3,030
AED 3,636 total
includes taxes & fees
3 Sep - 4 Sep
Beach View House
Cottage | 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 AED 2,785
AED 3,342 total
includes taxes & fees
5 Sep - 6 Sep
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 AED 1,720
AED 2,064 total
includes taxes & fees
6 Sep - 7 Sep
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 AED 1,910
AED 2,292 total
includes taxes & fees
11 Sep - 12 Sep
Brewery View
Cottage | Private kitchen | Dishwasher, cookware/dishes/utensils

13. Coastguard Lookout

Coastguard Lookout
2.0 star property
Wyke Regis
The price is AED 1,893
AED 2,272 total
includes taxes & fees
7 Sep - 8 Sep
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 AED 4,332
AED 5,198 total
includes taxes & fees
12 Sep - 13 Sep
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 AED 2,388
AED 2,866 total
includes taxes & fees
4 Sep - 5 Sep
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 AED 3,326
AED 3,991 total
includes taxes & fees
20 Sep - 21 Sep
Still Waters
Interior

17. The Cow Shed

The Cow Shed
3.0 star property
Dorchester
The price is AED 4,091
AED 4,909 total
includes taxes & fees
9 Sep - 10 Sep
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 AED 2,570
AED 3,084 total
includes taxes & fees
10 Sep - 11 Sep
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 AED 2,067
AED 2,480 total
includes taxes & fees
3 Sep - 4 Sep
Mermaid Cottage
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 AED 2,054
AED 2,465 total
includes taxes & fees
10 Sep - 11 Sep
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

Lulworth Cove Inn

Lulworth Cove Inn

10/10 Excellent
"Fantastic staff, they really made our stay a 10/10! Thank you. The location is also unbelievable, perhaps the best I’ve ever stayed in, would highly recommend for a long weekend away"
James 2-night trip
Posted 14 hours ago
Lulworth Cove Inn

Frequently asked questions

Can I find vacation rentals in Winterbourne Steepleton?

Yes, we give you a choice of vacation rentals close to well known local attractions in Winterbourne Steepleton, or you can select a more secluded option if you're looking for relaxation.

What's the top vacation rental that Winterbourne Steepleton has to offer?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This vacation home rental outside of Winterbourne Steepleton comes with WiFi so you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 larger area.

What’s a vacation rental in Winterbourne Steepleton like?

Vacation rentals are private properties you can stay in for a long or short time in Winterbourne Steepleton. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a small group gathering.