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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Winterborne Monkton holiday rentals

Outdoor dining

Cottage in Weymouth

Two @ No36
3.0 star property
The price is 21.723.666 ₫
26.068.540 ₫ total
includes taxes & fees
7 Mar - 8 Mar
Two @ No36
Dining

Residence in Dorchester

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
2.0 star property
The price is 21.621.313 ₫
30.161.511 ₫ total
includes taxes & fees
3 Mar - 4 Mar
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Cottage | Interior

Cottage in Portland

The Shambles
3.5 star property
The price is 18.152.065 ₫
21.782.338 ₫ total
includes taxes & fees
5 Mar - 6 Mar
The Shambles
Cottage | Interior

Cottage in Weymouth

Admiral's Quarter Apartment 5
3.0 star property
The price is 13.496.969 ₫
16.196.222 ₫ total
includes taxes & fees
6 Mar - 7 Mar
Admiral's Quarter Apartment 5
Cottage | Interior

Cottage in Weymouth

Jay Cottage
3.5 star property
The price is 10.803.337 ₫
12.964.004 ₫ total
includes taxes & fees
13 Mar - 14 Mar
Jay Cottage
Property grounds

Cottage in Weymouth

Mackerel Cottage
3.0 star property
The price is 14.990.113 ₫
17.987.995 ₫ total
includes taxes & fees
5 Mar - 6 Mar
Mackerel Cottage
Beach nearby

Cottage in Portland

74 Reap Lane
3.0 star property
The price is 13.526.129 ₫
16.231.355 ₫ total
includes taxes & fees
7 Mar - 8 Mar
74 Reap Lane
Cottage | Interior

Cottage in Portland

Pebbles Reach
3.5 star property
The price is 20.581.850 ₫
24.698.361 ₫ total
includes taxes & fees
5 Mar - 6 Mar
Pebbles Reach
Cottage | Outdoor dining

Cottage in Bridport

Lea Cottage
3.0 star property
The price is 14.375.289 ₫
17.250.206 ₫ total
includes taxes & fees
4 Mar - 5 Mar
Lea Cottage
Cottage | Interior

Cottage in Portland

Old Higher Lighthouse Branscombe Lodge
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"This property was absolutely amazed and having Access to one of the first lighthouses there "
United Kingdom
Trevor
The price is 15.224.098 ₫
18.269.058 ₫ total
includes taxes & fees
23 Mar - 24 Mar
Old Higher Lighthouse Branscombe Lodge
Interior

Cottage in Overcombe

The Apple Loft at Jordan House
3.0 star property
The price is 14.843.609 ₫
17.812.331 ₫ total
includes taxes & fees
5 Mar - 6 Mar
The Apple Loft at Jordan House
Dining

Cottage in Weymouth

Anchor Cottage
3.0 star property
The price is 13.584.801 ₫
16.301.621 ₫ total
includes taxes & fees
5 Mar - 6 Mar
Anchor Cottage
Cottage | Living room | TV

Cabin in Crewkerne

Sunnyside Lodge
3.5 star property
The price is 16.892.906 ₫
20.271.628 ₫ total
includes taxes & fees
27 Mar - 28 Mar
Sunnyside Lodge
Cottage | Dining

Cottage in Weymouth

Saddlers Cottage
3.0 star property
The price is 11.389.001 ₫
13.666.661 ₫ total
includes taxes & fees
7 Mar - 8 Mar
Saddlers Cottage
Cottage | Balcony

Cottage in Weymouth

Quay Cottage
3.5 star property
The price is 17.859.058 ₫
21.431.010 ₫ total
includes taxes & fees
5 Mar - 6 Mar
Quay Cottage
Beach

Cottage in Bridport

Braiders Rest
3.0 star property
The price is 14.726.617 ₫
17.671.800 ₫ total
includes taxes & fees
5 Mar - 6 Mar
Braiders Rest
Beach nearby

Cottage in Portland

Home From Home
3.0 star property
The price is 13.701.793 ₫
16.442.152 ₫ total
includes taxes & fees
5 Mar - 6 Mar
Home From Home
Property grounds

Cottage in Weymouth

Hide-a-way
3.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is 10.780.501 ₫
12.936.601 ₫ total
includes taxes & fees
5 Mar - 6 Mar
Hide-a-way
Property grounds

Cottage in Dorchester

The Coach House - Trinity Lodge
3.0 star property
The price is 10.217.673 ₫
12.261.348 ₫ total
includes taxes & fees
5 Mar - 6 Mar
The Coach House - Trinity Lodge
Exterior

Cottage in Dorchester

The Elbow
3.0 star property
The price is 16.453.746 ₫
19.744.636 ₫ total
includes taxes & fees
5 Mar - 6 Mar
The Elbow
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

Crown Hotel

Crown Hotel

10/10 Excellent
"Lovely room!"
Deborah 1-night trip
Posted 2 days ago
Crown Hotel

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 Area of Outstanding Natural Beauty. 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.