Photo by Sue Wormald

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Upwey holiday rentals

A compact kitchen with a microwave, oven, washing machine, and a sink under a window.

1. Atlantic Apartment 1

Atlantic Apartment 1
3.0 star property
Weymouth
The price is ₹8,649
₹16,207 total
includes taxes & fees
18 Nov - 19 Nov
Atlantic Apartment 1
A dining table set with plates of grapes, a loaf of bread, wine glasses, and a bottle of wine.

2. The Apple Loft at Jordan House

The Apple Loft at Jordan House
3.0 star property
Overcombe
The price is ₹59,046
₹70,856 total
includes taxes & fees
18 Nov - 19 Nov
The Apple Loft at Jordan House
A narrow water channel with stone walls and greenery on both sides.

3. The Little Cottage

The Little Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Clean cottage, great location, comfortable beds."
Australia
Lea
The price is ₹66,369
₹79,643 total
includes taxes & fees
19 Nov - 20 Nov
The Little Cottage
A cozy living room with a grey sofa, a green throw blanket, and a dining area with wicker chairs.

4. 2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is ₹45,664
₹54,796 total
includes taxes & fees
21 Nov - 22 Nov
2 Bathsheba Terrace
A wooden table with a bowl of fruit and a bottle of wine, set against a scenic backdrop of a garden and a view of the sea.

5. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is ₹54,979
₹65,974 total
includes taxes & fees
18 Nov - 19 Nov
Sea Spray
A dining area with a wooden table set for four, a fireplace, and a staircase leading to another room.

6. Norden Cottage

Norden Cottage
3.0 star property
Weymouth
6.0 out of 10, (1 review)
"The cottage itself is lovely, and has a lot of potential. It’s a large cottage which accomodates 5. Lighting wasn’t working in all rooms which was a nuisance and the facilities in the kitchen were dirty and not maintained well. Oven and stove worked, coffee machine filthy. Given that you would hire a cottage to do self catering, it wasn’t one of the better cottages we have stayed in. We found it a cold welcoming, no welcome note, only a small box of biscuits on entry. Cottage was really...
United Kingdom
Hilary
The price is ₹67,066
₹80,480 total
includes taxes & fees
24 Nov - 25 Nov
Norden Cottage
A residential property with a patio, a sliding glass door, and a brick exterior.

7. Cedar Drive

Cedar Drive
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"So clean I could roll around in the property, also very thoughtful of the host, even a fly squatter was available. Would highly recommend if you’re in the area."
United Kingdom
David
The price is ₹59,512
₹71,414 total
includes taxes & fees
18 Nov - 19 Nov
Cedar Drive
Property grounds

8. Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (2 reviews)
"It was in a peaceful location, although a bit far for walking into town. But the facilities were spot on, though there is no oven to cook proper meals. For someone who needs a quiet, chilled out, restful timeout, it is the perfect place to stay."
United Kingdom
Kim
The price is ₹47,307
₹56,768 total
includes taxes & fees
19 Nov - 20 Nov
Hide-a-way
A beach with waves, pebbles, and distant hills.

9. Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Nice"
United Kingdom
Neil
The price is ₹59,512
₹71,414 total
includes taxes & fees
18 Nov - 19 Nov
Badgers Cottage
A two-story house with a conservatory, a blue door, and a view of the sea.

10. Still Waters

Still Waters
3.0 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Amazing property, had the best week staying there. Location, facilities, space.. everything!! Will be back"
United Kingdom
Rory
The price is ₹89,383
₹107,260 total
includes taxes & fees
25 Nov - 26 Nov
Still Waters
A hot tub with a wine bottle, wicker chairs, and a wooden fence.

11. Anchor House

Anchor House
3.0 star property
Westham
The price is ₹143,646
₹172,375 total
includes taxes & fees
26 Nov - 27 Nov
Anchor House
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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Find holiday rentals that suit your style

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Top Upwey Hotel Reviews

A white door with the number 8, a black mailbox, and a stone wall with purple flowers.
The Heritage Bed & Breakfast

The Heritage Bed & Breakfast

The Heritage Bed & Breakfast
Weymouth

10/10 Excellent

A lovely b&b. Absolutely perfect for us. Would recommend anyone.
United Kingdom
Carol
Reviewed October 9, 2026
The Heritage Bed & Breakfast

Find out more about Upwey

Holiday Rentals in 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:

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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’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 National Landscape. In the wider area, you’ll find Lodmoor Country Park 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.