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Upwey Vacation Rentals

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Check prices for these dates

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
This weekend
Aug 29 - Aug 31
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Sep 5 - Sep 7

Vacation Rentals in Upwey

Shepherd Oak
Cottage | Private kitchen | Fridge, microwave, stovetop, dishwasher

Shepherd Oak

3.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent location, lovely accommodation with private decking area. Not a thing to dislike"
Shepherd Oak
Budmouth
Cottage | Marina

Budmouth

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great property nice and clean, well maintained."
Budmouth
The Dorset Resort
Deluxe Chalet, 3 Bedrooms, Resort View, Garden Area | 3 bedrooms, desk, laptop workspace, blackout drapes

The Dorset Resort

4.0 star property
9.8 out of 10, Exceptional, (40)
"PRPOERTY VERY SPACIOUS, VERY CLEAN AND JUST A LOVELY PROPERTY TO UNWIND AND RELAX WITH FAMILY, LOVED THE SAUNA"
The Dorset Resort
The Victorian Barn self catering holidays with pool & hot tubs
Exclusive House, 4 Bedrooms, Hot Tub, Garden Area | Dining room

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 Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
TV

Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr

9.2 out of 10, Wonderful, (88)
"Great location for a peaceful family stay. beautiful surroundings."
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town
Beach nearby

Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town

10.0 out of 10, Exceptional, (55)
"Quiet, peaceful location with amenities close to hand just the place for a relaxing week. Property is very well equipped and the secluded garden at the back a bonus."
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
Fridge, microwave, oven, stovetop

4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

2.0 star property
The price is ￥40,853
￥63,322 total
includes taxes & fees
Sep 8 - Sep 9
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
Apartment with stunning Sea View
Exterior

Apartment with stunning Sea View

9.4 out of 10, Exceptional, (56)
"We stayed over a long weekend so I could participate in the Ultra Challenge event and see a little bit of the local area. The weather was good and we had an enjoyable stay. The location is West Bay was ideal for our needs as well as being quiet so restful as well."
Apartment with stunning Sea View
Self Contained Garden Studio With Private Decked Terrace, close to town and sea
Exterior detail

Self Contained Garden Studio With Private Decked Terrace, close to town and sea

9.6 out of 10, Exceptional, (139)
"Lovely studio with everything you needed very friendly and helpful hosts "
Self Contained Garden Studio With Private Decked Terrace, close to town and sea
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Terrace/patio

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

10.0 out of 10, Exceptional, (48)
"An excellent property in a great location."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Luxury Apartment close to shops, coast and stunning beaches. Far reaching views
Marina

Luxury Apartment close to shops, coast and stunning beaches. Far reaching views

10.0 out of 10, Exceptional, (72)
"nice location, clean apartment and very well equipped for a short break!"
Luxury Apartment close to shops, coast and stunning beaches. Far reaching views
18 Chamberlaine Road
Dining

18 Chamberlaine Road

2.5 star property
The price is ￥65,532
￥78,638 total
includes taxes & fees
Sep 2 - Sep 3
18 Chamberlaine Road
Luxury mobile home with spectacular sea views.
Beach nearby

Luxury mobile home with spectacular sea views.

9.8 out of 10, Exceptional, (118)
"Very clean, great communication, amazing views."
Luxury mobile home with spectacular sea views.
Apartment near the beach with private parking and pet friendly
Fridge, microwave, oven, stovetop

Apartment near the beach with private parking and pet friendly

9.4 out of 10, Exceptional, (26)
"Couldn't as for more, clean, lovely little property about 10 mins from the beach and town center."
Apartment near the beach with private parking and pet friendly
Dorchester Nook
1 bedroom, iron/ironing board, free WiFi, bed sheets

Dorchester Nook

9.6 out of 10, Exceptional, (4)
"Fiona is a very friendly host, and we had a nice room, well located in the centre of the town! "
The price is ￥13,404
￥17,574 total
includes taxes & fees
Sep 2 - Sep 3
Dorchester Nook
Luxury coastal property with private indoor pool.
Dining

Luxury coastal property with private indoor pool.

10.0 out of 10, Exceptional, (9)
"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.
Charming Country Retreat on Old Sherbourne Road
Terrace/patio

Charming Country Retreat on Old Sherbourne Road

8.0 out of 10, Very Good, (1)
"A small cottage with a lovely terrace in the countryside above the road at the edge of a field. Very sustainably run and beautifully furnished. A short walk to town and the beach.Tracy is a very pleasant host."
Charming Country Retreat on Old Sherbourne Road
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
Outdoor spa tub

The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom

9.6 out of 10, Exceptional, (43)
"A lovely relaxed stay, nice peaceful area, plenty of places to walk, highly recommend gor a bit of r&r."
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
Hidden Retreat - 4 mins to beach & 3 mins to train station. Pet friendly!
Outdoor dining

Hidden Retreat - 4 mins to beach & 3 mins to train station. Pet friendly!

8.0 out of 10, Very Good, (7)
"Lovely host, well presented and loved the fact it had a bbq. Travel cot provided which helped good communication with host. "
Hidden Retreat - 4 mins to beach & 3 mins to train station. Pet friendly!
Quiet location, short walk to beach, with views of Portland and Jurassic coast
Beach nearby

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

10.0 out of 10, Exceptional, (101)
"Lovely house in a great area for the beaches and walks. "
Quiet location, short walk to beach, with views of Portland and Jurassic coast
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

Find out more about Upwey

Find out more about Upwey

Search for holiday rentals in Upwey on Expedia! You can easily find your home rentals, villas, holiday apartments in Upwey using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Upwey?

Yes, we offer vacation rentals near well known points of interest in Upwey, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Upwey has to offer?

The Victorian Barn self catering holidays with pool & hot tubs: Visitors like this Upwey vacation home rental. It is located in a rural location and has an indoor pool, a patio, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Upwey?

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 larger area, you’ll find Durdle Door and Bowleaze Cove Beach.

What’s a vacation rental in Upwey like?

Vacation rentals are private properties you can book for a long or short time in Upwey. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for families.