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The best cottages in Upwey

Check out our pick of great cottages in Upwey

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Located 34 km from Golden Cap, 38 km from Corfe Castle and 46 km from Poole Harbour, Blacksmiths Cottage offers accommodation situated in Upwey. The property is around 14 km from Portland Castle, 16 km from Athelhampton House and 17 km from Portland Museum. The property is non-smoking and is set 23 km from Monkey World.

Everything was perfect for a relaxing break fully equipped including the best welcome pack we have had the owners were lovely and helpful we highly recommend this cottage and will definitely be returning top marks thank you

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9.5
Exceptional
22 reviews

Mill Cottage is situated in Upwey, 31 km from Golden Cap, 39 km from Corfe Castle, and 47 km from Poole Harbour. Complimentary WiFi is provided throughout the property and private parking is available on site. The property is non-smoking and is located 24 km from Monkey World.

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10
Exceptional
3 reviews

Sixpenny Cottage, a property with a garden, is located in Upwey, 39 km from Corfe Castle, 48 km from Poole Harbour, as well as 15 km from Portland Castle. The 4-star holiday home is 30 km from Golden Cap. Free WiFi is available throughout the property and Monkey World is 25 km away.

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8.3
Very good
3 reviews

Little Retreat, a property with a garden, is located in Upwey, 35 km from Golden Cap, 38 km from Corfe Castle, as well as 46 km from Poole Harbour. Complimentary WiFi is offered throughout the property and private parking is available on site. The property is non-smoking and is set 23 km from Monkey World.

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8
Very good
1 reviews

The spacious holiday home features 4 bedrooms, a TV, a fully equipped kitchen with an oven and a microwave, a washing machine, and 2 bathrooms with a walk-in shower. There is also a seating area and a fireplace.

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10
Exceptional
2 reviews
Price from
£394.45
per night

Pump Cottage features garden views, free WiFi and free private parking, set in Weymouth, 26 km from Monkey World. 31 km from Golden Cap and 40 km from Corfe Castle, the property offers a garden and a terrace. Poole Harbour is 48 km away and Portland Castle is 16 km from the bed and breakfast.

Great hosts, extremely friendly and helpful,supplied everything we needed and more.Very quiet location,good base for exploring southern Dorset.Superb cooked breakfast and very clean

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9.9
Exceptional
68 reviews
Price from
£140
per night

Situated in Weymouth in the Dorset region, Pump Lodge features accommodation with free WiFi and free private parking. 31 km from Golden Cap and 40 km from Corfe Castle, the property provides a garden and a terrace. The property is non-smoking and is located 26 km from Monkey World.

Modern, compact property, ideal for 2 people. Everything to hand. Owners very friendly and helpful. Allowed us to check in earlier than planned.

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9.5
Exceptional
28 reviews
Price from
£120
per night

40 The Ridgeway, a property with a garden, is set in Weymouth, 34 km from Golden Cap, 38 km from Corfe Castle, as well as 46 km from Poole Harbour. The property is located 14 km from Portland Castle, 16 km from Athelhampton House and 17 km from Portland Museum. Free WiFi is available throughout the property and Monkey World is 23 km away.

The holiday home has 2 bedrooms, a TV, a fully equipped kitchen with an oven and a microwave, a washing machine, and 1 bathroom with a shower. There is also a seating area and a fireplace.

We loved this cottage as it was very pretty, clean and had everything we needed. Thank you very much.

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8.6
Fabulous
12 reviews
Price from
£227.12
per night

The Old Chapel - Exclusive Retreat, a property with a garden, is located in Weymouth, 31 km from Golden Cap, 38 km from Corfe Castle, as well as 47 km from Poole Harbour. This property offers access to a balcony, free private parking and free WiFi. The property is non-smoking and is situated 24 km from Monkey World.

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10
Exceptional
1 reviews
Price from
£342.33
per night

Casterbridge, a property with a garden, is set in Broadwey, 38 km from Corfe Castle, 47 km from Poole Harbour, as well as 13 km from Portland Castle. The 5-star holiday home is 36 km from Golden Cap. Free WiFi is available throughout the property and Monkey World is 24 km away.

The property was absolutely as described. Roomy, clean, warm with very good bathrooms. We had two grown up kids with us who could hide in the separate bedrooms if needed as so much space. Kitchen area excellent too and enjoyed the all in one living space. We went in November so didn’t make use of the garden spaces this time. The location is ideal for the Jurassic coast and especially Chesil bank. We would stay again.

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9.2
Superb
6 reviews
Price from
£439.88
per night

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.
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Cottages that guests love in Upwey

  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 22 reviews
    Good location and easy access, the host was friendly and helpful in helping us settle in. The house has everything needed for a cozy stay. Just the beds are a bit small but perfectly fine for our needs. Thank you, would recommend!
    Mattia
    Family with young children
  • 8.3
    Scored 8.3
    Very good
    Rated very good
     · 3 reviews
    Sixpenny Cottage is in a great location, under 15 minutes drive into Weymouth, or 5 minutes on the train from Upwey station. The cottage itself is well presented with everything you need for a self catering holiday and the beds are really comfortable with good quality linen. We enjoyed breakfast on the lovely patio overlooking the owner's pretty garden. I would recommend Sixpenny Cottage as a great base for exploring the Weymouth area.
    Heather
    Family with young children
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