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Upwey House Rentals

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    Travellers to Upwey are booking November dates now. Secure your holiday rental today, and have the perfect trip.
    23 Matching Rentals in the Upwey AreaView all 55 rentals
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    CASTERBRIDGE, superb semi-detached cottage, en-suite, Smart TV, dog-friendly, in1 / 20
    (2)Excellent
    Upwey
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upwey
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    EVERDENE, superb semi-detached cottage, en-suite, off road parking, in Upwey, Re1 / 17
    (1)Excellent
    Upwey
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    BUDMOUTH, superb, modern cottage, en-suite, Smart TV, in Upwey, Ref 9321571 / 19
    (2)Excellent
    Upwey
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Private Garden
    • Parking
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2016
    I stayed here for a week at the beginning of August with my Wife and two teenage children (16 and 13). The property itself was nice and modern and perfectly laid out for the...
    Reviewed 7 August 2016
    The cottage/apartment was very well appointed, with Smart TV's & excellent WiFi and broadband, good quality furnishings, and a very compact but functional kitchen. We made use...
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    About this property
    This wonderful semi-detached cottage is in a courtyard location, on the edge of Upwey village near Weymouth.Budmouth is a superb semi-detached cottage, one of five on-site, on the outskirts of Upwey and 3.5 miles from Weymouth in Dorset. This wonderful cottage is set mostly on the ground floor and...
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    Location Information
    Upwey, Weymouth DT3 5QD
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Upwey
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
    • Washer
    • Parking
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This wonderful semi-detached cottage is situated in the village of Upwey, near Weymouth and sleeps four people in two bedrooms.Shepherd Oak is a quality semi-detached cottage, in a courtyard setting and is one of five on-site, 3.5 miles from Weymouth. This superb holiday home is set mostly on the...
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    Upwey, Weymouth DT3 5QD
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    BRAMSHURST, superb terraced cottage, en-suite, dog-friendly, watersports nearby,1 / 15
    (1)Excellent
    Upwey
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Private Garden
    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2016
    We had a fantastic weeks stay in this new, modern and fully equipped holiday home. It had everything we needed for a short break and we felt very at home. The location is...
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    About this property
    This wonderful terraced cottage is situated in a courtyard location, one of a group of five on the edge of Upwey near Weymouth and sleeps four people in two bedrooms.Bramshurst is a superb terraced cottage, the middle one of three, in a courtyard development of five holiday cottages, on the...
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    Upwey, Weymouth DT3 5QD
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    SNOOKS COTTAGE, woodburning stove, off road parking, garden, in Upwey, Ref 916911 / 31
    (5)Excellent
    Upwey
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Garden
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2018
    Snooks cottage is everything holiday accommodation should be. Beautifully decorated, spotlessly clean and delightfully quirky. You have absolutely everything you need with...
    Reviewed 5 June 2018
    This cottage is without doubt set in beautiful surroundings the Quality I could not recommend highly enough without doubt a stunning little cottage with fixtures and fittings...
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    About this property
    This is a wonderful Grade II listed, 17th century thatched cottage, nestling opposite the village church in the picturesque Dorset village of Upwey, just four miles from Weymouth, and can sleep four people in two bedrooms.Snooks Cottage is a wonderful Grade II listed, 17th century thatched cottage,...
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    Upwey, Weymouth DT3 5QE
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The following rentals are within 10 kilometers of Upwey.
    Chickerell
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Child friendly resort 'Littlesea'. In the resort, 100 m from the sea. For shared use: swimming pool, indoor pool heated (09.03.-04.11.). Tennis, children's playground. In the complex: reception, restaurant, bar, bistro with TV, billiard table, laundry (for shared use, extra). Parking. Railway...
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    Chickerell, Weymouth DT49DT
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Chickerell
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Child friendly resort 'Littlesea'. In the resort, 100 m from the sea. For shared use: swimming pool, indoor pool heated (09.03.-04.11.). Tennis, children's playground. In the complex: reception, restaurant, bar, bistro with TV, billiard table, laundry (for shared use, extra). Parking. Railway...
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    Chickerell, Weymouth DT49DT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Chickerell
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Child friendly resort 'Littlesea'. In the resort, 100 m from the sea. For shared use: swimming pool, indoor pool heated (09.03.-04.11.). Tennis, children's playground. In the complex: reception, restaurant, bar, bistro with TV, billiard table, laundry (for shared use, extra). Parking. Railway...
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    Chickerell, Weymouth DT49DT
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Chickerell
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Child friendly resort 'Littlesea'. In the resort, 100 m from the sea. For shared use: swimming pool, indoor pool heated (09.03.-04.11.). Tennis, children's playground. In the complex: reception, restaurant, bar, bistro with TV, billiard table, laundry (for shared use, extra). Parking. Railway...
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    Chickerell, Weymouth DT49DT
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Chickerell
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Child friendly resort 'Littlesea'. In the resort, 100 m from the sea. For shared use: swimming pool, indoor pool heated (09.03.-04.11.). Tennis, children's playground. In the complex: reception, restaurant, bar, bistro with TV, billiard table, laundry (for shared use, extra). Parking. Railway...
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    Chickerell, Weymouth DT49DT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Chickerell
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Child friendly resort 'Littlesea'. In the resort, 100 m from the sea. For shared use: swimming pool, indoor pool heated (09.03.-04.11.). Tennis, children's playground. In the complex: reception, restaurant, bar, bistro with TV, billiard table, laundry (for shared use, extra). Parking. Railway...
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    Chickerell, Weymouth DT49DT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Dorset period cottage sleeps 61 / 18
    (14)Excellent
    Osmington Mills, UK
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Private Garden
    • Washer
    • Housekeeping Included
    • Central Heating
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2018
    We loved this cottage, which as well as being beautiful had excellent facilities, was very comfortable and was very well equipped. It was perfect for our group of 4 adults...
    Reviewed 30 January 2018
    Had the most wonderful time at this beautiful cottage. Excellently equipped with everything we could have possibly needed, comfy beds, great bath and shower facilities and a...
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    About this property
    Melcombe Cottage is a beautiful 18C stone cottage in the heart of the quintessential Dorset village of Osmington surrounded by thatched cottages. It combines the quaint features of a period property with the conveniences of modern living having been extensively renovated. It has 3 bedrooms, two...
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    Osmington Mills, Dorset DT3 6EJ
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Corner Cottage Osmington Dorset Thatched 4 bedroom cottage near beach pub & shop1 / 33
    (3)Excellent
    Osmington Mills, UK
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Balcony
    • Patio
    • Washer
    • Wi-Fi
    • DVD Player
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This lovely cottage is well-situated in Osmington with good access to local attractions and coastal walks. The beach is about a mile away and many good walks within a few miles...
    Reviewed 2 weeks ago
    This was the perfect spot for my family break. The cottage is in a great location for exploring the area. We absolutely loved the local pub. The cottage was superb - the beds...
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    About this property
    Corner Cottage in Osmington (not Osmington Mills, but this website doesn't seem to recognise Osmington which is just half a mile away) is a beautiful thatched property which we bought in May 2016. It has a lovely sunny garden which gets the summer sun for most of the day. It has one kingsize bed...
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    Osmington Mills, Dorset DT3 6ET
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Osmington Mills, UK
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This semi-detached house is in the town of Preston near to Weymouth and can sleep five people in three bedrooms.Oceana is a lovely semi-detached house situated in the town of Preston just one mile from Weymouth in Dorset. The house can sleep five people and has one king-size double bedroom, one...
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    Osmington Mills, Dorset DT3 6DG
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Osmington Mills, UK
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This delightful detached house is in the village of Preston near to Weymouth in Dorset and can sleep six people in three bedrooms. Tanzey Hollow is a lovely detached house situated in the village of Preston near Weymouth and the coast. The property sleeps six with three bedrooms, two of which are...
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    Osmington Mills, Dorset DT3 6DL
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Broadmayne, UK
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Hot Tub
    • Parking
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A charming bungalow based in the village of Broadmayne, just outside of Dorchester, it can sleep four people.10 Knighton Lane is a bungalow within the charming village of Broadmayne, located two miles from the county town of Dorchester. It has two bedrooms, one with a king-size bed and one with two...
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    Broadmayne, Dorset DT2 8EZ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    THE COACH HOUSE, family friendly, character holiday cottage, with a garden in Ch1 / 9
    (9)Average
    Charminster, UK
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2011
    The Coach House is well situated for exploring central Dorset and has a real wow factor when you walk through the door - large open plan living area, well designed kitchen and a...
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    About this property
    Able to sleep four people, this charming cottage has two bedrooms - one double with en suite and a balcony, as well as an en suite twin with colour TV and DVD player.As one of two properties in a charming courtyard setting, this accommodation offers views over countryside and an adjoining golf...
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    Charminster, Dorset DT2 7SG
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Blagdon Lower Barn1 / 11
    (2)Excellent
    Winterbourne Abbas, UK
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • DVD Player
    • Washer
    • Parking
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2016
    Absolutely stunning barn in a picturesque location, we couldn't have wanted a more peaceful trip. Exactly as it looks in the pictures. We would love to return.
    Reviewed 20 November 2015
    We have been staying at Lower Barn now for over 4 years and try to rent it 4 to 5 times a year we love it so much. It is situated on its own surrounded by stunning countryside...
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    About this property
    The barn is located two miles from the Dorset villages of Martinstown and Portesham, four miles from Abbotsbury and six miles from the expanse of Chesil Beach. Blagdon Lower Barn is totally secluded and is accessed via a 400m long drive from the road. An ideal location for an outdoor break in the...
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    Winterbourne Abbas, Dorset DT2 9HY
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Osmington Mills, UK
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This end-terrace cottage in the village of Preston near Weymouth and sleeps four people in three bedrooms.Chapel Cottage is an end-terrace cottage in the village of Preston near Weymouth. The cottage sleeps four people in three bedrooms which are a ground floor double, a four poster double and a...
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    Osmington Mills, Dorset DT3 6BX
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    OLD SCHOOL, Grade II listed, en-suite, WIFI, Ref 9309561 / 17
    (3)Very good
    Broadmayne, UK
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2018
    The old school in West Knighton, Dorset is a wonderful old cottage, comfortable, with lots of character and central in the village. The village itself is lovely olde world and...
    Reviewed 25 May 2018
    Loved the location of this charming cottage in a small, very friendly village. On arrival we found that we couldn't fit two large cars on the off street parking but the charming...
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    About this property
    A converted school building set near the town of Dorchester in Dorset, it can sleep six people in three bedrooms.Old School is a grade II listed building located near the market town of Dorchester in Dorset. It has three bedrooms comprising of a king size, a twin with an en-suite and another twin,...
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    Broadmayne, Dorset DT2 8PF
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charminster, UK
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    The property is located 2 miles from Dorchester. Located down a single track road with fields in front and 5 country properties nearby it is quiet but not isolated. There is a public golf course adjacent to the property. It is possible to walk to Dorchester but a car is almost essential. There is a...
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    Charminster, Dorset DT27SG
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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