Upwey Vacation 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
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Upwey holiday rentals

Beach nearby

The Grain Store

The Grain Store
3.0 star property
Weymouth
The price is RM3,284
RM3,941 total
includes taxes & fees
30 May - 31 May
The Grain Store
Interior

Jay Cottage

Jay Cottage
3.5 star property
Weymouth
The price is RM1,669
RM2,003 total
includes taxes & fees
6 Jun - 7 Jun
Jay Cottage
Beach

Lea Cottage

Lea Cottage
3.0 star property
Bridport
The price is RM1,954
RM2,345 total
includes taxes & fees
29 May - 30 May
Lea Cottage
Dining

Saddlers Cottage

Saddlers Cottage
3.0 star property
Weymouth
The price is RM1,768
RM2,122 total
includes taxes & fees
6 Jun - 7 Jun
Saddlers Cottage
Interior

Harbour Reach 6

Harbour Reach 6
3.0 star property
Weymouth
The price is RM1,751
RM2,101 total
includes taxes & fees
30 May - 31 May
Harbour Reach 6
Beach nearby

The Loft @ No36

The Loft @ No36
3.0 star property
Weymouth
The price is RM2,194
RM2,633 total
includes taxes & fees
29 May - 30 May
The Loft @ No36
Outdoor dining

Littlesea Holiday Park - Holiday Accommodation 19270

Littlesea Holiday Park - Holiday Accommodation 19270
2.5 star property
Weymouth
The price is RM1,760
RM2,111 total
includes taxes & fees
29 May - 30 May
Littlesea Holiday Park - Holiday Accommodation 19270
Living area

Groves House

Groves House
3.0 star property
Portland
The price is RM2,099
RM2,519 total
includes taxes & fees
14 Jun - 15 Jun
Groves House
Beach nearby

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is RM2,090
RM2,508 total
includes taxes & fees
6 Jun - 7 Jun
74 Reap Lane
Interior

The Shambles

The Shambles
3.5 star property
Portland
The price is RM2,804
RM3,365 total
includes taxes & fees
30 May - 31 May
The Shambles
Beach

Keepers Cottage

Keepers Cottage
3.5 star property
Blandford Forum
The price is RM1,809
RM2,171 total
includes taxes & fees
28 May - 29 May
Keepers Cottage
Property grounds

Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
The price is RM1,841
RM2,209 total
includes taxes & fees
5 Jun - 6 Jun
Hide-a-way
Interior

Beach Side

Beach Side
3.5 star property
Bridport
The price is RM2,099
RM2,519 total
includes taxes & fees
2 Jun - 3 Jun
Beach Side
Interior

Admiral's Quarter Apartment 5

Admiral's Quarter Apartment 5
3.0 star property
Weymouth
The price is RM2,085
RM2,502 total
includes taxes & fees
19 Jun - 20 Jun
Admiral's Quarter Apartment 5
Beach nearby

Home From Home

Home From Home
3.0 star property
Portland
The price is RM2,117
RM2,540 total
includes taxes & fees
28 May - 29 May
Home From Home
Living area

Betty's Buoy

Betty's Buoy
2.0 star property
Weymouth
The price is RM1,909
RM2,291 total
includes taxes & fees
31 May - 1 Jun
Betty's Buoy
Beach

Rowdens Barn

Rowdens Barn
3.5 star property
Blandford Forum
10.0 out of 10, Exceptional, (2 reviews)
"Lovely countryside location. "
Canada
Michael
The price is RM1,778
RM2,133 total
includes taxes & fees
26 May - 27 May
Rowdens Barn
Interior

6 The Beaches

6 The Beaches
3.5 star property
Weymouth
The price is RM1,886
RM2,263 total
includes taxes & fees
25 May - 26 May
6 The Beaches
Exterior

Bracken Cottage

Bracken Cottage
2.0 star property
Weymouth
Bracken Cottage
Fridge, dishwasher, electric kettle, toaster

Half Pint Cottage

Half Pint Cottage
3.0 star property
Beaminster
10.0 out of 10, Exceptional, (1 review)
"We stayed here for 3 nights, the property was spotlessly clean on arrival. Parking at the cottage was a blessing as the road outside was busy with residents cars. An ideal base to explore Dorset, and several pubs within easy walking distance. Would stay here again."
United Kingdom
nikki
The price is RM1,954
RM2,345 total
includes taxes & fees
5 Jun - 6 Jun
Half Pint Cottage
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

8/10 Good
"If you want a gym & swim then this is your place. I also recommend breakfast which has everything you could want and is quite £reasonable. I can imagine rooms are quite hot in the summer and decor is a bit dated but clean and spacious. No complaints!"
PAUL 2-night trip
Posted 20 hours ago
Best Western Weymouth Hotel Rembrandt

Find out more about Upwey

Search for holiday rentals in Upwey on Expedia.co.uk! 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!

Explore a world of travel with Expedia

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’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.