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Winterborne Monkton Holiday Rentals

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Our top choices for Winterborne Monkton holiday rentals

1. 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 NZ$1,011
includes taxes & fees
23 Sept - 24 Sept
2 Bathsheba Terrace

2. Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Australia
Carol S.
The price is NZ$347
includes taxes & fees
6 Sept - 7 Sept
Hardy View Farm House

3. Cosy Peacehaven. Free on site Parking! Pet friendly!

Cosy Peacehaven. Free on site Parking! Pet friendly!
Weymouth Town Center
9.4 out of 10, Exceptional, (3 reviews)
"Perfect flat which contained everything we needed for a great stay. It is in an excellent location and parking was a great bonus to us. Communication was great with clear instructions and thoughtful little extras."
United Kingdom
Chloe
The price is NZ$299
includes taxes & fees
11 Sept - 12 Sept
Cosy Peacehaven. Free on site Parking! Pet friendly!

4. The Lighthouse Suite|Sleeps4|Weymouth Beach|

The Lighthouse Suite|Sleeps4|Weymouth Beach|
Weymouth Town Center
6.0 out of 10, (1 review)
"Property very difficult to find as out of date pictures & false impression of outside. Property inside was fairly clean. But access stairs & Outlook really let it down as not clean. Apartmentment was well equipped & comfortable. Sadly shower was not working nor was the fan in the bathroom. It is however in a very noisy area late at night & early in the morning, so personally would not stay here with children. However it is very close to all amenities."
United Kingdom
Lynn
The Lighthouse Suite|Sleeps4|Weymouth Beach|

5. Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!

Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!
Weymouth Town Center
8.4 out of 10, Very good, (5 reviews)
"Lovely property, well equipped and comfy beds"
United Kingdom
Kim E.
The price is NZ$331
includes taxes & fees
13 Sept - 14 Sept
Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!

6. Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (5 reviews)
"The house was outstanding, probably the best we’ve ever experienced. It is exceptionally clean, comfortable for our family of 5, and convenient to the sites in the area. We would stay there again if we return."
United States
Kristina
The price is NZ$763
includes taxes & fees
4 Oct - 5 Oct
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

7. Cosy cottage for Autumn breaks

Cosy cottage for Autumn breaks
Morcombelake
9.6 out of 10, Exceptional, (7 reviews)
"Great place to stay, "
United Kingdom
Gary C.
The price is NZ$506
includes taxes & fees
29 Sept - 30 Sept
Cosy cottage for Autumn breaks

8. 1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (11 reviews)
"Lovely place, lovely countryside."
United States
Paul Mitchell
The price is NZ$411
includes taxes & fees
2 Oct - 3 Oct
1 bedroom accommodation in Ibberton, Blandford Forum

9. The Apple House at Moorbath Farm

The Apple House at Moorbath Farm
Bridport
10.0 out of 10, Exceptional, (5 reviews)
"Really nice property ,all nicely finished to a high standard.liked the oak used. We had a nice few days-if you want somewhere peaceful and quiet this is ideal. "
United Kingdom
christopher b.
The price is NZ$471
includes taxes & fees
27 Sept - 28 Sept
The Apple House at Moorbath Farm

10. Cosy country cottage for couples

Cosy country cottage for couples
BRIDPORT
9.4 out of 10, Exceptional, (6 reviews)
"We had a great stay ...house was lovely, well equipped & communication was very good with owner."
United Kingdom
Tracey H.
The price is NZ$531
includes taxes & fees
29 Sept - 30 Sept
Cosy country cottage for couples

11. 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 NZ$1,336
includes taxes & fees
6 Oct - 7 Oct
The Little Cottage

12. Battys Barn at Moorbath Farm

Battys Barn at Moorbath Farm
Bridport
10.0 out of 10, Exceptional, (7 reviews)
"Host was very helpful with good communication. The property was very well presented and very clean. It was a really nice stay."
United Kingdom
James A.
The price is NZ$653
includes taxes & fees
6 Sept - 7 Sept
Battys Barn at Moorbath Farm

13. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Winterborne Whitechurch
10.0 out of 10, Exceptional, (1 review)
"Great place!"
United States
Cord
The price is NZ$811
includes taxes & fees
16 Sept - 17 Sept
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

14. 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 NZ$253
includes taxes & fees
2 Oct - 3 Oct
Streamside Apartments

15. 2 bedroom accommodation in Goathill, near Sherborne

2 bedroom accommodation in Goathill, near Sherborne
Goathill, near Sherborne
10.0 out of 10, Exceptional, (18 reviews)
"Idyllic location, beautiful cottage with everything we needed. Friendly welcome. Central location meant we were able to easily visit many places from Stonehenge to Lyme Regis and beyond."
United States
Jill Leeson
The price is NZ$706
includes taxes & fees
19 Sept - 20 Sept
2 bedroom accommodation in Goathill, near Sherborne

16. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is NZ$1,109
includes taxes & fees
2 Oct - 3 Oct
Sea Spray

17. 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 NZ$818
includes taxes & fees
26 Sept - 27 Sept
The Coach House - Trinity Lodge

18. Bracken Cottage

Bracken Cottage
3.0 star property
Weymouth
8.0 out of 10, Very good, (1 review)
"Had a great 6 night stay here. Check in was very easy, key safe on the wall outside. As soon as we got inside the cottage, which had a lovely warm welcoming cosy feel to it. We loved all the little extra decorations scattered around. Well stocked with plates, glasses cutlery etc.. Even some extras that we didn't expect like the smoothie blender and spice rack. Only downside was all the towels were bundled in a heap on the bathroom floor. Not sure what had happened here, whether the cleaners had...
United Kingdom
michael
The price is NZ$1,076
includes taxes & fees
12 Sept - 13 Sept
Bracken Cottage

19. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
The price is NZ$1,900
includes taxes & fees
21 Sept - 22 Sept
Ash Corner Cottage

20. Coastguard Lookout

Coastguard Lookout
2.0 star property
Wyke Regis
The price is NZ$1,051
includes taxes & fees
12 Sept - 13 Sept
Coastguard Lookout
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 Winterborne Monkton Hotel Reviews

Find out more about Winterborne Monkton

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winterborne Monkton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winterborne Monkton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Winterborne Monkton. Seeing all the best attractions is bound to make you fall in love with Winterborne Monkton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Winterborne Monkton short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Winterborne Monkton?

Yes, there are holiday rentals close to the most popular sights in Winterborne Monkton, 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 Winterborne Monkton has to offer?

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

What can I see and do in Winterborne Monkton?

While exploring the area, visit family-friendly sights like SEA LIFE Centre Weymouth, or get outside and enjoy nature at Dorset National Landscape. In the wider area, you’ll find Maiden Castle and Tutankhamun: The Exhibition.

What are holiday rentals like in Winterborne Monkton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winterborne Monkton. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips.