A lush garden with a pond, ferns, and flowering plants.

Upwey Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Upwey vacation rentals

A modern kitchen with a dining area.

1. Sunningdale Rise

Sunningdale Rise
3.0 star property
Overcombe
Sunningdale Rise
A two-story house with a white exterior, a stone wall on the right, and a small garden with potted plants and flowers.

2. 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 P40,311
P48,373 total
includes taxes & fees
Oct 27 - Oct 28
The Little Cottage
A cozy living room with a grey sofa, a green throw blanket, and a dining area with wicker chairs.

3. 2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is P30,485
P36,582 total
includes taxes & fees
Oct 14 - Oct 15
2 Bathsheba Terrace
A bedroom with a bed, a wooden chair, a desk with a mirror, and a window with curtains.

4. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is P33,427
P40,112 total
includes taxes & fees
Nov 10 - Nov 11
Sea Spray
A cozy room with a stone wall, a fireplace, a sofa, and a window.

5. 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
Norden Cottage
Property grounds

6. 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 P28,762
P34,515 total
includes taxes & fees
Oct 14 - Oct 15
Hide-a-way
A traditional stone building with a thatched roof, a small window, and a sign prohibiting parking on the grass.

7. Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Nice"
United Kingdom
Neil
The price is P36,139
P43,366 total
includes taxes & fees
Oct 13 - Oct 14
Badgers Cottage
A coastal view with boats on the water, a sandy beach, and a clear sky.

8. Beach View House

Beach View House
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Vi var meget godt fornøyde med både beliggenhet og renhold, og hadde veldig fine dager her. Dette kan vi anbefale på det varmeste!"
Norway
Arve Moen
The price is P50,670
P60,804 total
includes taxes & fees
Oct 24 - Oct 25
Beach View House
A palm tree by a beach with a clear sky.

9. Flat 6, Thornlow Heights

Flat 6, Thornlow Heights
3.0 star property
Southlands
The price is P34,769
P41,723 total
includes taxes & fees
Oct 21 - Oct 22
Flat 6, Thornlow Heights
Outdoor spa tub

10. Anchor House

Anchor House
3.0 star property
Westham
The price is P101,980
P122,376 total
includes taxes & fees
Oct 23 - Oct 24
Anchor House
A waterfront with several boats docked, a row of buildings with various businesses, and a clear sky.

11. Day Cottage

Day Cottage
3.0 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
"The cottage was absolutely excellent , clean, had everything you need,cosy, couldn’t ask for more ,also not far from the beach "
United Kingdom
Cindy
The price is P27,844
P33,413 total
includes taxes & fees
Oct 19 - Oct 20
Day 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.
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Top Upwey Hotel Reviews

Find out more about Upwey

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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 National Landscape. In the larger area, you’ll find Lodmoor Country Park and Bowleaze Cove 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.