Upwey Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Upwey holiday rentals

Beach nearby

The Grain Store

The Grain Store
3.0 star property
Weymouth
The price is S$1,238
includes taxes & fees
10 Mar - 11 Mar
The Grain Store
Interior

The Shambles

The Shambles
3.5 star property
Portland
The price is S$1,058
includes taxes & fees
4 Mar - 5 Mar
The Shambles
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 S$1,408
includes taxes & fees
3 Mar - 4 Mar
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Outdoor dining

Two @ No36

Two @ No36
3.0 star property
Weymouth
The price is S$1,266
includes taxes & fees
7 Mar - 8 Mar
Two @ No36
Interior

Admiral's Quarter Apartment 5

Admiral's Quarter Apartment 5
3.0 star property
Weymouth
The price is S$786
includes taxes & fees
6 Mar - 7 Mar
Admiral's Quarter Apartment 5
Property grounds

Mackerel Cottage

Mackerel Cottage
3.0 star property
Weymouth
The price is S$873
includes taxes & fees
5 Mar - 6 Mar
Mackerel Cottage
Interior

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is S$1,199
includes taxes & fees
4 Mar - 5 Mar
Pebbles Reach
Interior

The Apple Loft at Jordan House

The Apple Loft at Jordan House
3.0 star property
Overcombe
The price is S$865
includes taxes & fees
5 Mar - 6 Mar
The Apple Loft at Jordan House
Outdoor dining

Lea Cottage

Lea Cottage
3.0 star property
Bridport
The price is S$837
includes taxes & fees
5 Mar - 6 Mar
Lea Cottage
Interior

Jay Cottage

Jay Cottage
3.5 star property
Weymouth
The price is S$629
includes taxes & fees
13 Mar - 14 Mar
Jay Cottage
Beach nearby

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is S$788
includes taxes & fees
7 Mar - 8 Mar
74 Reap Lane
Dining

Anchor Cottage

Anchor Cottage
3.0 star property
Weymouth
The price is S$791
includes taxes & fees
4 Mar - 5 Mar
Anchor Cottage
Balcony

Quay Cottage

Quay Cottage
3.5 star property
Weymouth
The price is S$1,040
includes taxes & fees
5 Mar - 6 Mar
Quay Cottage
Interior

Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge
3.0 star property
Portland
10.0 out of 10, Exceptional, (1 review)
"This property was absolutely amazed and having Access to one of the first lighthouses there "
United Kingdom
Trevor
The price is S$887
includes taxes & fees
23 Mar - 24 Mar
Old Higher Lighthouse Branscombe Lodge
Beach nearby

Home From Home

Home From Home
3.0 star property
Portland
The price is S$798
includes taxes & fees
4 Mar - 5 Mar
Home From Home
Beach

Braiders Rest

Braiders Rest
3.0 star property
Bridport
The price is S$858
includes taxes & fees
5 Mar - 6 Mar
Braiders Rest
Property grounds

Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
The price is S$628
includes taxes & fees
4 Mar - 5 Mar
Hide-a-way
Property grounds

The Coach House - Trinity Lodge

The Coach House - Trinity Lodge
3.0 star property
Dorchester
The price is S$595
includes taxes & fees
4 Mar - 5 Mar
The Coach House - Trinity Lodge
Dining

Saddlers Cottage

Saddlers Cottage
3.0 star property
Weymouth
The price is S$664
includes taxes & fees
7 Mar - 8 Mar
Saddlers Cottage
Exterior

The Elbow

The Elbow
3.0 star property
Dorchester
The price is S$959
includes taxes & fees
5 Mar - 6 Mar
The Elbow
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

Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

10/10 Excellent
"Staff were pleasant and helpful good bar and food"
MIKE 1-night trip
Posted 4 days ago
Best Western Weymouth Hotel Rembrandt

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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 SEA LIFE Centre Weymouth, 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.