Upwey Holiday Rentals

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Upwey holiday rentals

Beach nearby

The Grain Store

The Grain Store
3.0 star property
Weymouth
The price is HK$6,529
HK$7,835 total
includes taxes & fees
30 May - 31 May
The Grain Store
Beach

Braiders Rest

Braiders Rest
3.0 star property
Bridport
The price is HK$4,506
HK$5,407 total
includes taxes & fees
2 Jun - 3 Jun
Braiders Rest
Dining

Sunningdale Rise

Sunningdale Rise
3.0 star property
Overcombe
The price is HK$10,795
HK$12,954 total
includes taxes & fees
9 Jun - 10 Jun
Sunningdale Rise
Beach nearby

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is HK$4,139
HK$4,967 total
includes taxes & fees
7 Jun - 8 Jun
74 Reap Lane
Outdoor dining

Littlesea Holiday Park - Holiday Accommodation 19270

Littlesea Holiday Park - Holiday Accommodation 19270
2.5 star property
Weymouth
The price is HK$3,485
HK$4,182 total
includes taxes & fees
1 Jun - 2 Jun
Littlesea Holiday Park - Holiday Accommodation 19270
Interior

Mill House

Mill House
3.0 star property
Dorchester
The price is HK$11,986
HK$11,986 total
includes taxes & fees
9 Jun - 10 Jun
Mill House
Interior

Tithe Barn Cottage

Tithe Barn Cottage
2.0 star property
Dorchester
The price is HK$5,162
HK$6,194 total
includes taxes & fees
3 Jun - 4 Jun
Tithe Barn Cottage
Beach nearby

Betty's Buoy

Betty's Buoy
2.0 star property
Weymouth
The price is HK$3,780
HK$4,537 total
includes taxes & fees
23 Jun - 24 Jun
Betty's Buoy
Exterior

Bracken Cottage

Bracken Cottage
2.0 star property
Weymouth
The price is HK$4,031
HK$4,838 total
includes taxes & fees
7 Jun - 8 Jun
Bracken Cottage
Interior

Jay Cottage

Jay Cottage
3.5 star property
Weymouth
The price is HK$3,306
HK$3,967 total
includes taxes & fees
6 Jun - 7 Jun
Jay Cottage
Living area

Groves House

Groves House
3.0 star property
Portland
Groves House
Beach

Fairways

Fairways
2.0 star property
Weymouth
The price is HK$4,829
HK$5,795 total
includes taxes & fees
31 May - 1 Jun
Fairways
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 HK$3,885
HK$4,662 total
includes taxes & fees
7 Jun - 8 Jun
Half Pint Cottage
Interior

The Shambles

The Shambles
3.5 star property
Portland
The price is HK$5,554
HK$6,665 total
includes taxes & fees
10 Jun - 11 Jun
The Shambles
Beach

Agua de Plata, 16 Wakeling Island, Silverlake

Agua de Plata, 16 Wakeling Island, Silverlake
3.0 star property
Dorchester
The price is HK$7,256
HK$8,708 total
includes taxes & fees
31 May - 1 Jun
Agua de Plata, 16 Wakeling Island, Silverlake
Interior

Admiral's Quarter Apartment 5

Admiral's Quarter Apartment 5
3.0 star property
Weymouth
The price is HK$4,146
HK$4,975 total
includes taxes & fees
19 Jun - 20 Jun
Admiral's Quarter Apartment 5
Interior

Harbour Reach 6

Harbour Reach 6
3.0 star property
Weymouth
The price is HK$3,480
HK$4,176 total
includes taxes & fees
30 May - 31 May
Harbour Reach 6
Interior

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is HK$6,322
HK$7,587 total
includes taxes & fees
19 Jun - 20 Jun
Pebbles Reach
Outdoor spa tub

Anchor House

Anchor House
3.0 star property
Weymouth
The price is HK$12,157
HK$14,588 total
includes taxes & fees
7 Jun - 8 Jun
Anchor House
Outdoor dining

Two @ No36

Two @ No36
3.0 star property
Weymouth
The price is HK$5,747
HK$6,896 total
includes taxes & fees
5 Jun - 6 Jun
Two @ No36
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

Fairhaven Hotel

Fairhaven Hotel

10/10 Excellent
"Superb location, amazing views of the bay and a short walk to pretty much everything that Weymouth has to offer. The room was clean and tidy, and well stocked with a variety of refreshments (tea, coffee and milk portions). The hotel offers discounted parking with the Q Park at Commercial Road which is worth having (no need to pre-book). I'd happily book another stay here in the future."
David 2-night trip
Posted 8 hours ago
Fairhaven Hotel

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 SEA LIFE Centre Weymouth, or get outside and enjoy nature at Dorset Area of Outstanding Natural Beauty. In the wider area, you’ll find Durdle Door 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.