Winterborne Monkton holiday homes

We found 869 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:27 Nov - 4 Dec

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

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

Dorchester

9% off
NZ$1,592
for 7 nights, 1 cabin
NZ$227 per night
includes taxes & fees
REALLY luxurious pair of shepherd's huts, overlooking our alpacas!
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$2,729
for 7 nights, 1 cabin
NZ$390 per night
includes taxes & fees
The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard
Outdoor dining
Exterior
Kitchen
Double bedroom
Wonderful
(46 reviews)

Pretty Cottage Close To The Dorset Coast.

Weymouth

23% off
NZ$1,523
for 7 nights, 1 cottage
NZ$218 per night
includes taxes & fees
Pretty Cottage Close To The Dorset Coast.
Living area
Interior
Property grounds
Outdoor dining
Wonderful
(7 reviews)

Bay View Luxury Stays- Southdown, 4 bed with hot tub and views

Weymouth

9% off
NZ$5,039
for 7 nights, 1 home
NZ$720 per night
includes taxes & fees
Bay View Luxury Stays- Southdown, 4 bed with hot tub and views
Outdoor dining
Jungle room
Double bed
Living area
Dining
Wonderful
(35 reviews)

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

Weymouth

20% off
NZ$7,674
for 7 nights, 1 home
NZ$1,096 per night
includes taxes & fees
A charming seaside cottage 5 minutes walk from beach on Jurassic Coast
Interior
Room
Grade II listed bay front
Private kitchen
Excellent
(9 reviews)

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

Weymouth

9% off
NZ$5,008
for 7 nights, 1 home
NZ$715 per night
includes taxes & fees
5 bed, 5 bath, Slps 18, Town Ho. 60 yds Weymth beach & harbour, NEWLY RENOVATED!
Living area
Living area
Room
Private kitchen
Wonderful
(36 reviews)

Apartment near the beach with private parking and pet friendly

Weymouth

18% off
NZ$1,320
for 7 nights, 1 apartment
NZ$189 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:

  • SEA LIFE Centre Weymouth (4.7 mi / 7.6 km)
  • Warmwell Holiday Park Ski Slope (5.3 mi / 8.5 km)
  • Monkey World Ape Rescue Center (10.8 mi / 17.3 km)
  • Abbotsbury Swannery (6.7 mi / 10.7 km)
  • Bridport and West Dorset Golf Club (12.4 mi / 20 km)
  • The Blue Pool and Tea House (16.1 mi / 25.9 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:

  • Dorset National Landscape (3.9 mi / 6.2 km)
  • Bowleaze Cove Beach (4.3 mi / 7 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 SEA LIFE Centre Weymouth, or get outside and enjoy nature at Dorset National Landscape. In the wider area, you'll find Maiden Castle and Bowleaze Cove Beach.
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.