A lush garden with a pond, ferns, and flowering plants.

Upwey Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Upwey holiday rentals

A stone house with a paved patio, a small garden, and a view of the sea.

1. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
The price is HK$7,154
HK$8,585 total
includes taxes & fees
1 Oct - 2 Oct
Ash Corner Cottage
A bathroom with a window, a sink, and two potted plants.

2. Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"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 !!"
Australia
Carol S.
The price is HK$1,663
HK$1,829 total
includes taxes & fees
26 Oct - 27 Oct
Hardy View Farm House
A cozy living room with a green sofa, a dining table set with plates and cups, and a variety of wall art.

3. Cosy Peacehaven. Free on site Parking! Pet friendly!

Cosy Peacehaven. Free on site Parking! Pet friendly!
Weymouth Town Center
9.4 out of 10, Exceptional, (3 reviews)
"Perfect flat which contained everything we needed for a great stay. It is in an excellent location and parking was a great bonus to us. Communication was great with clear instructions and thoughtful little extras."
United Kingdom
Chloe
The price is HK$919
HK$1,345 total
includes taxes & fees
6 Oct - 7 Oct
Cosy Peacehaven. Free on site Parking! Pet friendly!
A beach with people, a large striped tower, and buildings in the background.

4. The Sailors Studio|Sleeps2|Weymouth Beach|

The Sailors Studio|Sleeps2|Weymouth Beach|
Weymouth Town Center
The price is HK$571
HK$1,351 total
includes taxes & fees
29 Sept - 30 Sept
The Sailors Studio|Sleeps2|Weymouth Beach|
A beach with a natural rock arch formation.

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

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (5 reviews)
"The house was outstanding, probably the best we’ve ever experienced. It is exceptionally clean, comfortable for our family of 5, and convenient to the sites in the area. We would stay there again if we return."
United States
Kristina
The price is HK$935
HK$2,670 total
includes taxes & fees
29 Sept - 30 Sept
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
A marina with boats docked, a statue in the foreground, and buildings in the background.

6. The Lighthouse Suite|Sleeps4|Weymouth Beach|

The Lighthouse Suite|Sleeps4|Weymouth Beach|
Weymouth Town Center
6.0 out of 10, (1 review)
"Property very difficult to find as out of date pictures & false impression of outside. Property inside was fairly clean. But access stairs & Outlook really let it down as not clean. Apartmentment was well equipped & comfortable. Sadly shower was not working nor was the fan in the bathroom. It is however in a very noisy area late at night & early in the morning, so personally would not stay here with children. However it is very close to all amenities."
United Kingdom
Lynn
The price is HK$727
HK$1,611 total
includes taxes & fees
29 Sept - 30 Sept
The Lighthouse Suite|Sleeps4|Weymouth Beach|
A small wooden structure with a door and steps leading up to it, surrounded by greenery and a picnic table with cushions.

7. 1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (11 reviews)
"Lovely place, lovely countryside."
United States
Paul Mitchell
The price is HK$1,701
HK$1,701 total
includes taxes & fees
2 Oct - 3 Oct
1 bedroom accommodation in Ibberton, Blandford Forum
A room with a sloped ceiling, wooden beams, a white wall with a shelf, two windows with curtains, and a bed with a red skirt.

8. 2 bedroom accommodation in Glanvilles Wootton, near Sherborne

2 bedroom accommodation in Glanvilles Wootton, near Sherborne
Glanvilles Wootton, near Sherborne
10.0 out of 10, Exceptional, (30 reviews)
"The accommodation was very spacious and the hospitality was great"
United Kingdom
Caroline H.
The price is HK$4,414
HK$4,414 total
includes taxes & fees
12 Oct - 13 Oct
2 bedroom accommodation in Glanvilles Wootton, near Sherborne
A brick house with a sloped roof, a patio with a table and chairs, and a garden with various plants.

9. Battys Barn at Moorbath Farm

Battys Barn at Moorbath Farm
Bridport
10.0 out of 10, Exceptional, (7 reviews)
"Host was very helpful with good communication. The property was very well presented and very clean. It was a really nice stay."
United Kingdom
James A.
The price is HK$1,875
HK$2,654 total
includes taxes & fees
30 Sept - 1 Oct
Battys Barn at Moorbath Farm
A two-story house with a sloped roof, a front porch with chairs, and a small garden area.

10. Cosy country cottage for couples

Cosy country cottage for couples
BRIDPORT
9.4 out of 10, Exceptional, (6 reviews)
"We had a great stay ...house was lovely, well equipped & communication was very good with owner."
United Kingdom
Tracey H.
The price is HK$1,559
HK$2,286 total
includes taxes & fees
29 Sept - 30 Sept
Cosy country cottage for couples
A bedroom with a bed, a wooden chair, a desk with a mirror, and a window with curtains.

11. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is HK$4,178
HK$5,013 total
includes taxes & fees
2 Oct - 3 Oct
Sea Spray
A cozy room with exposed brick walls, wooden beams, and a mix of leather and fabric seating.

12. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Winterborne Whitechurch
10.0 out of 10, Exceptional, (1 review)
"Excellent cottage! Super quirky and perfect for a large group. My husband’s family all met at the Langham vineyard (jut 8 minute’s drive up the road from the accommodation) to celebrate his 50th ; adults, kids, dog…we had a wonderful time and carried on the celebrations with an evening of chat in the comfortable lounge and some food in the spacious dining area before heading to bed (all 10 of us). Martin was a wonderful host, very quick responses and super accommodating. The whole area is...
United States
Stacia B.
The price is HK$3,502
HK$3,741 total
includes taxes & fees
26 Oct - 27 Oct
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
A stone house with a thatched-roof extension, a stone well, and a grassy yard.

13. The Apple House at Moorbath Farm

The Apple House at Moorbath Farm
Bridport
10.0 out of 10, Exceptional, (6 reviews)
"Really nice property ,all nicely finished to a high standard.liked the oak used. We had a nice few days-if you want somewhere peaceful and quiet this is ideal. "
United Kingdom
christopher b.
The price is HK$1,223
HK$2,002 total
includes taxes & fees
7 Oct - 8 Oct
The Apple House at Moorbath Farm
A traditional stone building with a thatched roof, a small window, and a sign prohibiting parking on the grass.

14. Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Nice"
United Kingdom
Neil
The price is HK$4,513
HK$5,416 total
includes taxes & fees
9 Oct - 10 Oct
Badgers Cottage
A coastal area with a beach, boats, and a clear sky.

15. Marina Vista

Marina Vista
3.5 star property
Southlands
10.0 out of 10, Exceptional, (2 reviews)
"Great, well appointed apartment which is very central. Can be quite noisy at night especially having to have the windows open when it’s hot. Seemed to be a popular location for late night drinkers to have heart to hearts in the wee hours. Can’t fault the apartment, it had everything you could need. Minutes away from the town and beach. On the rainy days we had there were even board games for kids which my son loved. Thanks for a great stay. "
United Kingdom
M
The price is HK$5,820
HK$6,984 total
includes taxes & fees
1 Oct - 2 Oct
Marina Vista

16. Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (2 reviews)
"It was in a peaceful location, although a bit far for walking into town. But the facilities were spot on, though there is no oven to cook proper meals. For someone who needs a quiet, chilled out, restful timeout, it is the perfect place to stay."
United Kingdom
Kim
The price is HK$3,595
HK$4,314 total
includes taxes & fees
3 Oct - 4 Oct
Hide-a-way
A marina with multiple sailboats docked along a waterfront promenade.

17. Harbour Reach 7

Harbour Reach 7
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"They should state there’s not drying machine but besides that it was an amazing stay. My group and I really enjoyed the place as well as the local area. Excellent experience overall, and I think this place made our first international trip very enjoyable."
United States
Austin
The price is HK$4,990
HK$5,988 total
includes taxes & fees
1 Oct - 2 Oct
Harbour Reach 7

18. Anchor Cottage

Anchor Cottage
3.0 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
"Very nice cottage. Very clean, and a lovely stay."
United Kingdom
Carolyn
The price is HK$4,098
HK$4,918 total
includes taxes & fees
4 Oct - 5 Oct
Anchor Cottage
A wicker table with a bottle of wine, a bowl of fruit, two glasses, and a magazine.

19. Two @ No36

Two @ No36
3.0 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
The price is HK$5,096
HK$6,115 total
includes taxes & fees
2 Oct - 3 Oct
Two @ No36
A cozy living room with a grey sofa, a green throw blanket, and a dining area with wicker chairs.

20. 2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is HK$3,810
HK$4,572 total
includes taxes & fees
13 Oct - 14 Oct
2 Bathsheba Terrace
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

Driftwood B&B

Driftwood B&B

8/10 Good
"landlord was very friendly."
ivan 1-night trip
Posted 5 hours ago
Driftwood B&B

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:

  • View our selection of featured holiday rentals in Upwey
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Look no further and take a look at our great range of rental properties in Upwey!

Frequently asked questions

Can I find a holiday rental in Upwey?

Yes, there are holiday rentals close to the most popular sights in Upwey, or you can select a more secluded option if you're looking for a relaxing stay.

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

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This holiday home rental outside of Upwey comes with WiFi so that you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop and a microwave.

What’s there to see and do in Upwey?

While exploring the area, visit family-friendly sights like Abbotsbury Swannery, or get outside and enjoy nature at Dorset National Landscape. In the wider area, you’ll find Lodmoor Country Park and Bowleaze Cove Beach.

What’s a holiday rental in Upwey like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Upwey. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for families.