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Vacation Homes in Upwey

Our top choices for Upwey vacation homes

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

10.0 out of 10, Exceptional, (49)
"This is our second visit to Blue Horizon. Another fantastic stay, felt like coming home. Love the addition of the summer room, especially great on a rainy day. Lots of walking routes directly from the property. We explored Portland, the quarry park, walking to Portland Bill along the coastal path. Highly recommend a stay at this beautiful property."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

Private detached cottage to rent on Chesil Beach

10.0 out of 10, Exceptional, (68)
"It was once again a perfect stay."
Private detached cottage to rent on Chesil Beach

Beautiful, family friendly Cottage with sea views of Chesil Beach

9.4 out of 10, Exceptional, (23)
"Great little cottage, within walking distance of the beach. Great host "
Beautiful, family friendly Cottage with sea views of Chesil Beach

Farm House in stunning Dorset countryside with Hardy views

10.0 out of 10, Exceptional, (2)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Farm House in stunning Dorset countryside with Hardy views

4 bedroom accommodation in Weymouth

9.4 out of 10, Exceptional, (15)
"Good comfortable house conveniently situated close to town, beach and all local facilities. "
4 bedroom accommodation in Weymouth

Foxearth - sleeps 4 guests in 2 bedrooms

10.0 out of 10, Exceptional, (1)
"Very well furnished and laid out property. Definitely will appeal to someone to get away from it all even a strong phone signal and the gps can't even find the street! But peace and quiet with the lovely aroma of the gardens with fresh cut flowers in every room made it all worth the drive. The only noise you will hear are the sheep and cows in the fields and the very rare passing of a tractor or one of the neighbors in their car. We absolutely loved sitting on the patio and enjoying our...
Foxearth - sleeps 4 guests in 2 bedrooms

The Victorian Barn self catering holidays with pool & hot tubs

4.0 star property
9.0 out of 10, Wonderful, (4)
"We stayed in Helena, it was very clean and well equipped. Concern about escape routes in the event of a fire. Some rooms didn’t have a large enough window to get out of. Swimming pool great, as was the hot tub. Lovely setting near Blandford. Would recommend getting shopping delivered as quite remote. "
The Victorian Barn self catering holidays with pool & hot tubs

Luxury coastal property with private indoor pool.

10.0 out of 10, Exceptional, (10)
"The property is done up to a really high standard and was ideal for our group. Great Facilities, kids had a blast Location is fabulous"
Luxury coastal property with private indoor pool.

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

10.0 out of 10, Exceptional, (2)
"A wonderful experience - THANK YOU!"
The price is SAR 457
SAR 1,376 total
includes taxes & fees
21 Sep - 22 Sep
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Quiet location, short walk to beach, with views of Portland and Jurassic coast

10.0 out of 10, Exceptional, (102)
"Lovely house in a great area for the beaches and walks. "
Quiet location, short walk to beach, with views of Portland and Jurassic coast

Comfy 2 bed house at Wareham train station; the ‘Gateway to the Purbecks’

10.0 out of 10, Exceptional, (9)
"A nice house, with all the modern equipment and furnishings. We had a very pleasant and relaxing stay and would happily visit again!"
Comfy 2 bed house at Wareham train station; the ‘Gateway to the Purbecks’

4 Bed-2 Bath-Sleeps 8-Large Garden-Pet Friendly

The price is SAR 1,285
SAR 1,590 total
includes taxes & fees
15 Sep - 16 Sep
4 Bed-2 Bath-Sleeps 8-Large Garden-Pet Friendly

Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea

8.8 out of 10, Excellent, (45)
"Very nice and i will stay again"
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea

Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)

9.8 out of 10, Exceptional, (35)
"Eleven of us 8 adults and 3 children had a lovely time. We stayed for 3 nights. The farmhouse had everything you needed and the views were wonderful Will try to go back"
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)

2-bedroom terrace house in Weymouth

2-bedroom terrace house in Weymouth

A Stones Throw from the Beach :-)

9.0 out of 10, Wonderful, (2)
"Very spacious and cosy. In fact, if he could, my Husband would have bought the place! Extremely close to the sea front, and for train travel, it is perfect, being literally just across from the station. Not as noisy as we had expected being on the main road which was nice. We were lucky with the weather too, as it only rained through the nights. For convenience I would highly recommend this property."
A Stones Throw from the Beach :-)

Beautiful large Georgian house with a big garden. Perfect for a family or two!

10.0 out of 10, Exceptional, (73)
"This stay was perfect. The property has everything.Lots of beds and bathtooms. Two well equiped kitchen and a games room.We could have asked for more. We will be trying to book again next year."
Beautiful large Georgian house with a big garden. Perfect for a family or two!

Grove Lodge - sleeps 11 guests in 6 bedrooms

10.0 out of 10, Exceptional, (1)
"Myself and my family had a fabulous weeks holiday. The house was absolutely perfect for the 11 of us. The house is beautiful and the grounds are superb. We had two dogs with us and they were able to run around everywhere with no worries of getting out. Dinning table big enough to seat us all which was great. The house is beautifully decorated and enough room for everyone. It’s a 5 minute drive to the nearest beach which was pebbly. Make sure you have those waterproof shoes otherwise it’s...
Grove Lodge - sleeps 11 guests in 6 bedrooms

4 Bed 4 bath 4 star family town house 80 yds to beach, sky & wifi Recent refurb

9.2 out of 10, Wonderful, (40)
"Had a few issues with showers and whatnot, but the owner responded immediately and attended the property to put things right."
4 Bed 4 bath 4 star family town house 80 yds to beach, sky & wifi Recent refurb

8 Driftwood

3.5 star property
"Great place and so close to everything, balcony needs a bit of a clean and the view was a bit disappointing but overall had a great time "
The price is SAR 1,820
SAR 2,184 total
includes taxes & fees
26 Sep - 27 Sep
8 Driftwood
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 Upwey Hotel Reviews