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Winterbourne Steepleton Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Winterbourne Steepleton vacation rentals

A modern living room with a wooden staircase, a flat-screen TV on a wooden stand, a cozy sofa, and a window with a view.

1. Walkersbase Nutallergy Friendly - Sleeps3 - Petsok

Walkersbase Nutallergy Friendly - Sleeps3 - Petsok
3.0 star property
Bridport
The price is P5,755
P11,941 total
includes taxes & fees
Nov 16 - Nov 17
Walkersbase Nutallergy Friendly - Sleeps3 - Petsok
A cozy living room with a grey sofa, a green throw blanket, and a dining area with wicker chairs.

2. 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 P31,387
P37,664 total
includes taxes & fees
Nov 20 - Nov 21
2 Bathsheba Terrace
A stone building with a tiled roof, a wooden bench, and a sign indicating a reception area.

3. Little Norton Mill

Little Norton Mill
4.0 star property
Stoke-sub-Hamdon
10.0 out of 10, Exceptional, (38 reviews)
"A beautiful location. Spotlessly clean and we wanted to stay longer. Thank you for meeting us and making us feel welcome. Carl and Jo"
United Kingdom
Timothy Carl
The price is P7,427
P8,913 total
includes taxes & fees
Nov 3 - Nov 4
Little Norton Mill
A modern living room with a sofa, coffee table, and a kitchen area with a washing machine.

4. 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 P9,231
P9,231 total
includes taxes & fees
Oct 29 - Oct 30
Streamside Apartments
A narrow waterway flanked by lush greenery and a traditional building with a tiled roof.

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 P24,896
P29,875 total
includes taxes & fees
Oct 30 - Oct 31
The Coach House - Trinity Lodge
A two-story house with a white exterior, a stone wall on the right, and a small garden with potted plants and flowers.

6. 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 P40,660
P48,792 total
includes taxes & fees
Nov 20 - Nov 21
The Little Cottage
A residential property with a patio, a sliding glass door, and a brick exterior.

7. 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 P36,523
P43,828 total
includes taxes & fees
Nov 20 - Nov 21
Cedar Drive
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 P29,033
P34,840 total
includes taxes & fees
Oct 24 - Oct 25
Hide-a-way
A traditional stone building with a green door, two windows, and a sign reading "The Old School House."

9. 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 P39,662
P47,594 total
includes taxes & fees
Oct 30 - Oct 31
The Old School House
A coastal beach with a prominent rock arch formation, sandy shores, and cliffs.

10. Agua de Plata, 26 Wakeling Island, Silverlake

Agua de Plata, 26 Wakeling Island, Silverlake
3.0 star property
Dorchester
9.0 out of 10, Wonderful, (2 reviews)
"It was amazing Anyone who travels to this part of the country needs to stay here It was beyond our expectation"
United Kingdom
barry
The price is P57,781
P69,337 total
includes taxes & fees
Oct 28 - Oct 29
Agua de Plata, 26 Wakeling Island, Silverlake
A traditional stone building with a thatched roof, a small window, and a sign prohibiting parking on the grass.

11. Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Nice"
United Kingdom
Neil
The price is P36,452
P43,742 total
includes taxes & fees
Oct 31 - Nov 1
Badgers 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 Winterbourne Steepleton Hotel Reviews

Sleeping Bear Hotel Dorchester

Sleeping Bear Hotel Dorchester

10/10 Excellent
"Lovely place to stay, convenient for town and for visiting Dorsey County Hospital which was my main reason for visiting Dorchester."
Alan Peter 3-night trip
Posted 11 hours ago
Sleeping Bear Hotel Dorchester

Find out more about Winterbourne Steepleton

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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 there to see and do in Winterbourne Steepleton?

While exploring the area, visit family-friendly sights like Abbotsbury Swannery, or get outside and enjoy nature at Dorset and East Devon Coast. Tutankhamun: The Exhibition and Bowleaze Cove 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.