Upwey Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

Our top choices for Upwey holiday rentals

Beach nearby

The Grain Store

The Grain Store
3.0 star property
Weymouth
The price is HK$6,401
HK$7,681 total
includes taxes & fees
21 Apr - 22 Apr
The Grain Store
Terrace/patio

Dolmans Retreat

Dolmans Retreat
Lytchett Matravers
The price is HK$707
HK$1,137 total
includes taxes & fees
16 Apr - 17 Apr
Dolmans Retreat
Beach

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, (3 reviews)
"The house was so very clean and we had such a peaceful time will definitely will return to this property . The way they have done the house up is amazing "
United Kingdom
Angel F.
The price is HK$1,348
HK$3,236 total
includes taxes & fees
13 Apr - 14 Apr
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Beach nearby

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is HK$4,073
HK$4,888 total
includes taxes & fees
11 Apr - 12 Apr
74 Reap Lane
Outdoor dining

1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (10 reviews)
"Great location & lovely place to stay, had everything you need for a weekend break or longer…"
United Kingdom
Dominic
The price is HK$2,083
HK$2,083 total
includes taxes & fees
24 Apr - 25 Apr
1 bedroom accommodation in Ibberton, Blandford Forum
1 bedroom, desk, travel cot, WiFi

Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!

Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!
Weymouth
8.4 out of 10, Very good, (5 reviews)
"Lovely property, well equipped and comfy beds"
United Kingdom
Kim E.
The price is HK$1,017
HK$1,442 total
includes taxes & fees
10 Apr - 11 Apr
Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!
Outdoor dining

Battys Barn at Moorbath Farm

Battys Barn at Moorbath Farm
Bridport
10.0 out of 10, Exceptional, (4 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$2,054
HK$2,832 total
includes taxes & fees
16 Apr - 17 Apr
Battys Barn at Moorbath Farm
Interior

1 bedroom accommodation in Boys Hill, near Sherborne

1 bedroom accommodation in Boys Hill, near Sherborne
Boys Hill, near Sherborne
10.0 out of 10, Exceptional, (3 reviews)
"Willow Lodge exceeded our expectations - small and perfectly formed, comfortable, well equipped, peaceful, private, beautiful wildlife pond. Would love to return."
United Kingdom
Anthony B.
The price is HK$3,515
HK$3,515 total
includes taxes & fees
16 Apr - 17 Apr
1 bedroom accommodation in Boys Hill, near Sherborne
Smart TV

Cosy Peacehaven. Free on site Parking! Pet friendly!

Cosy Peacehaven. Free on site Parking! Pet friendly!
Weymouth
9.0 out of 10, Wonderful, (2 reviews)
"Beautifully decorated little apartment. Perfect for exploring Weymouth and the surrounding area. We had a lovely little break. "
United Kingdom
Louise P.
The price is HK$882
HK$1,307 total
includes taxes & fees
12 Apr - 13 Apr
Cosy Peacehaven. Free on site Parking! Pet friendly!
Interior

Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (2 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$1,504
HK$1,701 total
includes taxes & fees
5 May - 6 May
Hardy View Farm House
Interior

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, (29 reviews)
"The accommodation was very spacious and the hospitality was great"
United Kingdom
Caroline H.
The price is HK$4,411
HK$4,411 total
includes taxes & fees
26 Apr - 27 Apr
2 bedroom accommodation in Glanvilles Wootton, near Sherborne
Dining

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
2.0 star property
Dorchester
The price is HK$6,224
HK$8,713 total
includes taxes & fees
16 Apr - 17 Apr
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Living area

The Hideaway

The Hideaway
3.0 star property
Bridport
The price is HK$3,665
HK$4,398 total
includes taxes & fees
29 Apr - 30 Apr
The Hideaway
Interior

Jay Cottage

Jay Cottage
3.5 star property
Weymouth
The price is HK$3,253
HK$3,904 total
includes taxes & fees
11 Apr - 12 Apr
Jay Cottage
Exterior

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$4,505
HK$5,406 total
includes taxes & fees
11 Apr - 12 Apr
Badgers Cottage
Beach

Lea Cottage

Lea Cottage
3.0 star property
Bridport
The price is HK$3,809
HK$4,571 total
includes taxes & fees
20 Apr - 21 Apr
Lea Cottage
Beach

Braiders Rest

Braiders Rest
3.0 star property
Bridport
The price is HK$4,435
HK$5,322 total
includes taxes & fees
18 Apr - 19 Apr
Braiders Rest
Interior

2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is HK$3,803
HK$4,564 total
includes taxes & fees
18 Apr - 19 Apr
2 Bathsheba Terrace
Marina

2 Driftwood

2 Driftwood
3.5 star property
Bridport
10.0 out of 10, Exceptional, (2 reviews)
"Our family had a wonderful time at West Bay staying at 2 Driftwood. The accommodation was clean, warm and situated in the heart of the town. It was only a few minutes walk from the beach, restaurants and the jetty. It is such a pretty place, the view along the beach is stunning and everyone we met was friendly and welcoming. I recommend staying here."
United Kingdom
Louis
The price is HK$3,888
HK$4,666 total
includes taxes & fees
19 Apr - 20 Apr
2 Driftwood
Interior

Beach Side

Beach Side
3.5 star property
Bridport
Beach Side
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upwey Hotel Reviews

Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

10/10 Excellent
"Great hotel with very friendly staff and facilities. Family room was a very good size and the little one loved the indoor pool. "
Eugenio 1-night trip
Posted 5 hours ago
Best Western Weymouth Hotel Rembrandt

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
  • Use the map to find apartments and other holiday homes in the Upwey neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Upwey while they last

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?

Quiet location, short walk to beach, with views of Portland and Jurassic coast: This holiday home rental outside of Upwey is located on the waterfront, and has a balcony, a terrace and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of books.

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 Area of Outstanding Natural Beauty. In the wider area, you’ll find Bowleaze Cove Beach and Osmington Bay 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.