Winterbourne Steepleton Holiday Rentals from NZ$279: Search Short-Term Rentals

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Our top choices for Winterbourne Steepleton holiday rentals

A cozy living room with a grey sofa, a green throw blanket, and a dining area with wicker chairs.

1. 2 Bathsheba Terrace

Dorchester

Rachael

includes taxes & fees

20 Oct - 21 Oct

2. Walkersbase Nutallergy Friendly - Sleeps3 - Petsok

Bridport

includes taxes & fees

9 Nov - 10 Nov

A stone building with a tiled roof, a wooden bench, and a sign indicating a reception area.

3. Little Norton Mill

Stoke-sub-Hamdon

Timothy Carl

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a sofa, coffee table, and a kitchen area with a washing machine.

4. Streamside Apartments

Yeovil

Anonymous traveller

includes taxes & fees

17 Oct - 18 Oct

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

5. The Little Cottage

Weymouth

Lea

includes taxes & fees

27 Oct - 28 Oct

A wooden deck with a pergola, a table with chairs, and a brick pathway.

6. Home Waters

Wyke Regis

includes taxes & fees

31 Oct - 1 Nov

A residential property with a patio, a sliding glass door, and a brick exterior.

7. Cedar Drive

Weymouth

David

A traditional stone building with a thatched roof, a small window, and a sign prohibiting parking on the grass.

8. Badgers Cottage

Weymouth

Neil

includes taxes & fees

21 Oct - 22 Oct

A narrow waterway flanked by lush greenery and a traditional building with a tiled roof.

9. The Coach House - Trinity Lodge

Dorchester

Steffen

includes taxes & fees

30 Oct - 31 Oct

10. Hide-a-way

Weymouth

Kim

includes taxes & fees

19 Oct - 20 Oct

A traditional stone building with a green door, two windows, and a sign reading "The Old School House."

11. The Old School House

Dorchester

NIGEL

includes taxes & fees

20 Oct - 21 Oct

A rustic kitchen with wooden beams, a stone wall, a sink, a stove, and a washing machine.

12. Way's Forge

Dorchester

Virginia

includes taxes & fees

11 Nov - 12 Nov

A coastal area with a beach, boats, and a clear sky.

13. Marina Vista

Southlands

"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. "

M

A coastal beach with a prominent rock arch formation, sandy shores, and cliffs.

14. Agua de Plata, 26 Wakeling Island, Silverlake

Dorchester

barry

includes taxes & fees

19 Oct - 20 Oct

A grassy area with a view of a calm body of water and distant landforms.

15. Lobster Cottage

Rodwell

Sharon

A modern kitchen with a dining area, featuring a large window, a microwave, and a sink.

16. Coastguard Lookout

Wyke Regis

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a green upholstered headboard, a floral bedspread, and a painting of flowers on the wall.

17. Rodwell Holt

Weymouth

includes taxes & fees

23 Oct - 24 Oct

A harbor with boats docked, wooden piers, and a row of buildings in the background.

18. 2 Driftwood

Bridport

Louis

includes taxes & fees

23 Oct - 24 Oct

A coastal view with boats on the water, a sandy beach, and a clear sky.

19. Beach View House

Wyke Regis

Arve Moen

includes taxes & fees

22 Oct - 23 Oct

A room with a large window overlooking a body of water, a small table with candles, and a mirror on the wall.

20. Still Waters

Wyke Regis

Rory

includes taxes & fees

27 Oct - 28 Oct

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Top Winterbourne Steepleton Hotel Reviews

The Royal Lion Hotel

8/10 Good

"Great staff, very helpful. The property needs little upgrade especially toilet( hissing sound ), shower plumbing and room floor( uneven ). I understand it's a very historical and old building so might be difficult to deal with those issues but thought I would mention them nonetheless."

The Duchess of Cornwall Inn

10/10 Excellent

"Lovely clean large room. Great tv with a superb picture. Plenty of tea / coffee and biscuits welcome tray. We were surprised how quiet our sleep was, the pub below was busy but no sound from it. The decoration of the whole venue is incredible with so much to look at. There is a lot of car spaces but the area is very busy so it’s a bit of a search to find one."

The Bull Hotel

8/10 Good

"Late online-booking led to some issues with the location end parking nearby. Which was professionally and friendly solved by the staff. The room was rather small for two. Though the bathroom was OK and clean. The hotel has an historical flair and still many original features. Breakfast was plenty een very good. We stayed for one night."

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."

Find out more about Winterbourne Steepleton

Everything you need to know about Winterbourne Steepleton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winterbourne Steepleton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winterbourne Steepleton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winterbourne Steepleton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winterbourne Steepleton. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winterbourne Steepleton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winterbourne Steepleton holiday rentals we have selected for you start as low as NZ$279 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winterbourne Steepleton rentals

At Expedia, we put the best Winterbourne Steepleton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winterbourne Steepleton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winterbourne Steepleton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winterbourne Steepleton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 are some of the best holiday rentals that Winterbourne Steepleton has to offer?

Holiday Home of the Year | Sleeps 20 | Tennis, Gardens | 1m Jurassic Coast Beach: This holiday home rental outside of Winterbourne Steepleton is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 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.

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Check prices for these dates

Our top choices for Winterbourne Steepleton holiday rentals

1. 2 Bathsheba Terrace

2. Walkersbase Nutallergy Friendly - Sleeps3 - Petsok

3. Little Norton Mill

4. Streamside Apartments

5. The Little Cottage

6. Home Waters

7. Cedar Drive

8. Badgers Cottage

9. The Coach House - Trinity Lodge

10. Hide-a-way

11. The Old School House

12. Way's Forge

13. Marina Vista

14. Agua de Plata, 26 Wakeling Island, Silverlake

15. Lobster Cottage

16. Coastguard Lookout

17. Rodwell Holt

18. 2 Driftwood

19. Beach View House

20. Still Waters

Find holiday rentals that suit your style

Top Winterbourne Steepleton Hotel Reviews

The Royal Lion Hotel

The Manor Hotel by Greene King Inns

Durdle Door Hotel

Crown Hotel

The Duchess of Cornwall Inn

Half Moon, Sherborne by Marston's Inns

The Bull Hotel

The Jubilee Hotel West- with Spa Facilities

The Frampton Arms

Find out more about Winterbourne Steepleton

Frequently asked questions

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