Winterborne Monkton holiday homes

We found 889 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Winterborne Monkton to find one that's perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Winterborne Monkton

Showing deals for:8 Jan - 15 Jan

Dorset Alpaca Shepherd's Hut was built to our specification, and is spacious!
Our house is at the entrance to the grounds.
Private kitchen
Interior
Exceptional
(43 reviews)

REALLY luxurious pair of shepherd's huts, overlooking our alpacas!

Dorchester

9% off
NZ$1,477
for 7 nights, 1 cabin
NZ$211 per night
includes taxes & fees
REALLY luxurious pair of shepherd's huts, overlooking our alpacas!
Living area
Jungle room
Double bed
Living area
Outdoor dining
Exceptional
(36 reviews)

A charming seaside cottage 5 minutes walk from beach on Jurassic Coast

Weymouth

21% off
NZ$7,838
for 7 nights, 1 home
NZ$1,120 per night
includes taxes & fees
A charming seaside cottage 5 minutes walk from beach on Jurassic Coast
Double bedroom
Exterior
Garden
Kitchen
Wonderful
(46 reviews)

Pretty Cottage Close To The Dorset Coast.

Weymouth

23% off
NZ$2,044
for 7 nights, 1 cottage
NZ$292 per night
includes taxes & fees
Pretty Cottage Close To The Dorset Coast.
Inside The Shepherd’s Hut at ‘The Hide’
The Wood Fired Hot tub and an evening sunset!
The Hide. A May Evening night time view with a nearly full moon!
Inside the Cabin at The Hide
Exceptional
(55 reviews)

The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard

Weymouth

9% off
NZ$2,796
for 7 nights, 1 cabin
NZ$399 per night
includes taxes & fees
The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard
Grade II listed bay front
Room
Private kitchen
Interior
Excellent
(9 reviews)

5 bed, 5 bath, Slps 18, Town Ho. 60 yds Weymth beach & harbour, NEWLY RENOVATED!

Weymouth

9% off
NZ$5,029
for 7 nights, 1 home
NZ$718 per night
includes taxes & fees
5 bed, 5 bath, Slps 18, Town Ho. 60 yds Weymth beach & harbour, NEWLY RENOVATED!
Room
Our herd of 19 alpacas live in our field opposite the cottage (but CAN stray!)
Property grounds
Exterior
Exceptional
(161 reviews)

Beautifully appointed west Dorset Cottage With Open Parkland Views

Dorchester

9% off
NZ$1,625
for 7 nights, 1 cottage
NZ$232 per night
includes taxes & fees
Beautifully appointed west Dorset Cottage With Open Parkland Views
Interior
Outdoor dining
Living area
sitting room
Exceptional
(72 reviews)

Private detached cottage to rent on Chesil Beach

Weymouth

35% off
NZ$6,021
for 7 nights, 1 home
NZ$860 per night
includes taxes & fees
Private detached cottage to rent on Chesil Beach
Private kitchen
Living area
Room
Room
Wonderful
(39 reviews)

Apartment near the beach with private parking and pet friendly

Weymouth

18% off
NZ$1,511
for 7 nights, 1 apartment
NZ$216 per night
includes taxes & fees
Apartment near the beach with private parking and pet friendly
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Winterborne Monkton getaway

Learn about the unique charm of Winterborne Monkton with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Winterborne Monkton

Are you hoping to find things to do while you're in town? Venture out of your cosy holiday rental and experience everything that makes Winterborne Monkton a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Warmwell Holiday Park Ski Slope (5.3 mi / 8.5 km)
  • Abbotsbury Swannery (6.7 mi / 10.7 km)
  • Monkey World Ape Rescue Center (10.8 mi / 17.3 km)
  • Bridport and West Dorset Golf Club (12.4 mi / 20 km)
  • SEA LIFE Centre Weymouth (4.7 mi / 7.6 km)
  • Skirmish Dorset (12 mi / 19.3 km)

Exploring the natural features in Winterborne Monkton

Whether you're an adventurous traveller or just want to appreciate the scenery, Winterborne Monkton is a great spot to appreciate mother nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Bowleaze Cove Beach (4.3 mi / 7 km)
  • Lodmoor Country Park (4.4 mi / 7.1 km)
  • Osmington Bay Beach (4.8 mi / 7.7 km)
  • Weymouth Beach (5.7 mi / 9.3 km)
  • Weymouth Harbour (5.9 mi / 9.5 km)
  • Weymouth Bay (6.7 mi / 10.7 km)

How to get to and around Winterborne Monkton

The nearest airport is in Bournemouth (BOH-Bournemouth Intl.), located 28.2 mi (45.3 km) from the city centre.

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 can I see and do in Winterborne Monkton?
While exploring the area, visit family-friendly sights like Abbotsbury Swannery, 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.