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The best holiday rentals in Upwey

Check out our pick of great holiday rentals in Upwey

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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Carpenters Cottage is set in Upwey, 38 km from Corfe Castle, 46 km from Poole Harbour, and 14 km from Portland Castle. Featuring free private parking, the 4-star holiday home is 23 km from Monkey World. The property is non-smoking and is situated 34 km from Golden Cap.

Very well equipped and everything you need. The hamper was a very nice touch.

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9.6
Exceptional
25 reviews
Price from
£152.50
per night

Blacksmiths Cottage is located in Upwey, 38 km from Corfe Castle, 46 km from Poole Harbour, as well as 14 km from Portland Castle. Offering free private parking, the 4-star holiday home is 23 km from Monkey World. The property is non-smoking and is set 34 km from Golden Cap.

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!

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9.6
Exceptional
21 reviews
Price from
£157.50
per night

This holiday home comes with 1 bedroom, a kitchen with dishwasher, a TV, a seating area and 1 bathroom with a walk-in shower.

Guests at the holiday home can enjoy cycling nearby, or make the most of the garden.

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10
Exceptional
2 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.

The holiday home features 1 bedroom, a fully equipped kitchen with a fridge and a stovetop, a washing machine, and 1 bathroom.

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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
£393.88
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.

Clean and luxurious cosy cottage with lovely hosts Sue and Paul, who made us feel so welcome into their pristine B&B. Breakfast was exceptional and you can feel the love and pride the couple pour into their cottage. Love the garden with the hares and woodpeckers.

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9.9
Exceptional
68 reviews
Price from
£135
per night

The holiday home features 1 bedroom, 1 bathroom, bed linen, towels, a flat-screen TV with satellite channels, a dining area, a fully equipped kitchen, and a patio with garden views. Guests can take in the ambience of the surroundings from an outdoor dining area. For added privacy, the accommodation features a private entrance.

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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9.6
Exceptional
29 reviews
Price from
£120
per night

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.

Guests at the holiday home will be able to enjoy activities in and around Weymouth, like golfing, cycling and fishing.

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
£226.55
per night

The spacious holiday home features 3 bedrooms, 2 bathrooms, bed linen, towels, a TV, a dining area, a fully equipped kitchen, and a terrace with garden views. For added privacy, the accommodation features a private entrance.

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10
Exceptional
1 reviews
Price from
£342.33
per night

Most booked holiday rentals in Upwey this month

Holiday rentals that guests love in Upwey

  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 21 reviews
    So well furnished and fitted out. Excellent location in attractive village. Owners friendly and helpful.
    John
    Young couple
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