Photo by Sue Wormald

Upwey Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Upwey vacation rentals

Beach nearby
The Grain Store

Cottage in Weymouth

The Grain Store
3.0 star property
The price is P47,723
P57,267 total
includes taxes & fees
Jan 18 - Jan 19
The Grain Store
Interior
Waterson

Cottage in Weymouth

Waterson
3.0 star property
8.0 out of 10, Very Good, (1)
"lovely location , inside house a little tired "
United Kingdom
Nigel
The price is P61,242
P73,490 total
includes taxes & fees
Jan 19 - Jan 20
Waterson
Dining
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

Residence in Dorchester

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
2.0 star property
The price is P48,941
P68,272 total
includes taxes & fees
Jan 12 - Jan 13
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Exterior
Keepers Cottage

Cottage in Blandford Forum

Keepers Cottage
3.5 star property
The price is P27,038
P32,446 total
includes taxes & fees
Jan 13 - Jan 14
Keepers Cottage
Exterior
The Elbow

Cottage in Dorchester

The Elbow
3.0 star property
The price is P37,989
P45,587 total
includes taxes & fees
Jan 13 - Jan 14
The Elbow
Exterior
Badgers Cottage

Cottage in Weymouth

Badgers Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice"
United Kingdom
Neil
The price is P34,541
P41,450 total
includes taxes & fees
Jan 18 - Jan 19
Badgers Cottage
Private kitchen
Way's Forge

Cottage in Dorchester

Way's Forge
3.0 star property
10.0 out of 10, Exceptional, (3)
"Way's Forge is a quirky, convenient accommodation for exploring a wide variety of locations in the area and further afield. . It was a very comfortable stay and we enjoyed it very much. "
United Kingdom
Virginia
The price is P34,339
P41,206 total
includes taxes & fees
Jan 17 - Jan 18
Way's Forge
Exterior
The Old Stables

Cottage in Blandford Forum

The Old Stables
3.5 star property
The price is P31,770
P38,124 total
includes taxes & fees
Jan 13 - Jan 14
The Old Stables
Terrace/patio
Home Waters

Cottage in Weymouth

Home Waters
3.5 star property
10.0 out of 10, Exceptional, (1)
The price is P41,098
P49,318 total
includes taxes & fees
Jan 13 - Jan 14
Home Waters
Interior
Meadow View Barn

Cottage in Wareham

Meadow View Barn
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great little place, perfect for my stay. Nice and clean, all amenities and good communication from the owner."
United Kingdom
Mitch
The price is P31,838
P38,205 total
includes taxes & fees
Jan 13 - Jan 14
Meadow View Barn
Interior
Old Higher Lighthouse Branscombe Lodge

Cottage in Portland

Old Higher Lighthouse Branscombe Lodge
3.0 star property
10.0 out of 10, Exceptional, (1)
"This property was absolutely amazed and having Access to one of the first lighthouses there "
United Kingdom
Trevor
The price is P35,150
P42,180 total
includes taxes & fees
Jan 13 - Jan 14
Old Higher Lighthouse Branscombe Lodge
Interior
The Barn

Cottage in Beaminster

The Barn
3.5 star property
10.0 out of 10, Exceptional, (1)
"Absolutely lovely stay at the Barn. Such a great location: a friendly host, comfortable beds, super clean with large living areas. We will certainly be back. Great few days fossil hunting."
United Kingdom
Anonymous traveler
The price is P29,171
P29,171 total
includes taxes & fees
Jan 12 - Jan 13
The Barn
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

The Jubilee Hotel East- with Spa Facilities

The Jubilee Hotel East- with Spa Facilities

10/10 Excellent
"Clean room"
Ritchie 1-night trip
Posted 5 days ago
The Jubilee Hotel East- with Spa Facilities

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!

Explore a world of travel with Expedia

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’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 larger area, you’ll find Bowleaze Cove Beach and Osmington Bay 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.