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

Upwey Holiday Rentals

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Our top choices for Upwey holiday rentals

1. 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 NZ$1,331
includes taxes & fees
14 Aug - 15 Aug
The Little Cottage

2. Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Australia
Carol S.
The price is NZ$382
includes taxes & fees
2 Sept - 3 Sept
Hardy View Farm House

3. Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (4 reviews)
"Responsive owner and lovely property"
United Kingdom
Benjamin
The price is NZ$778
includes taxes & fees
6 Sept - 7 Sept
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

4. Ideal Spring Breaks for Couples

Ideal Spring Breaks for Couples
Morcombelake
9.8 out of 10, Exceptional, (6 reviews)
"Great place to stay, "
United Kingdom
Gary C.
The price is NZ$412
includes taxes & fees
31 Aug - 1 Sept
Ideal Spring Breaks for Couples

5. 1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (11 reviews)
"Lovely place, lovely countryside."
United States
Paul Mitchell
1 bedroom accommodation in Ibberton, Blandford Forum

6. Battys Barn at Moorbath Farm

Battys Barn at Moorbath Farm
Bridport
10.0 out of 10, Exceptional, (6 reviews)
"Host was very helpful with good communication. The property was very well presented and very clean. It was a really nice stay."
United Kingdom
James A.
The price is NZ$869
includes taxes & fees
11 Aug - 12 Aug
Battys Barn at Moorbath Farm

7. Spring Cottage Escape for Couples

Spring Cottage Escape for Couples
BRIDPORT
9.4 out of 10, Exceptional, (6 reviews)
"We had a great stay ...house was lovely, well equipped & communication was very good with owner."
United Kingdom
Tracey H.
The price is NZ$415
includes taxes & fees
19 Aug - 20 Aug
Spring Cottage Escape for Couples

8. The Apple House at Moorbath Farm

The Apple House at Moorbath Farm
Bridport
10.0 out of 10, Exceptional, (5 reviews)
"Really nice property ,all nicely finished to a high standard.liked the oak used. We had a nice few days-if you want somewhere peaceful and quiet this is ideal. "
United Kingdom
christopher b.
The price is NZ$504
includes taxes & fees
2 Sept - 3 Sept
The Apple House at Moorbath Farm

9. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Winterborne Whitechurch
10.0 out of 10, Exceptional, (1 review)
"Great place!"
United States
Cord
The price is NZ$868
includes taxes & fees
2 Sept - 3 Sept
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

10. Oke Apple Cottage, Okeford Fitzpaine

Oke Apple Cottage, Okeford Fitzpaine
Blandford Forum
Oke Apple Cottage, Okeford Fitzpaine

11. Brewery View

Brewery View
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Very clean, location great, comfortable and we received regular updates and communication. All very helpful"
United Kingdom
Helen
The price is NZ$1,056
includes taxes & fees
15 Aug - 16 Aug
Brewery View

12. Bracken Cottage

Bracken Cottage
3.0 star property
Weymouth
8.0 out of 10, Very good, (1 review)
"Had a great 6 night stay here. Check in was very easy, key safe on the wall outside. As soon as we got inside the cottage, which had a lovely warm welcoming cosy feel to it. We loved all the little extra decorations scattered around. Well stocked with plates, glasses cutlery etc.. Even some extras that we didn't expect like the smoothie blender and spice rack. Only downside was all the towels were bundled in a heap on the bathroom floor. Not sure what had happened here, whether the cleaners had...
United Kingdom
michael
The price is NZ$1,051
includes taxes & fees
14 Aug - 15 Aug
Bracken Cottage

13. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
The price is NZ$1,892
includes taxes & fees
4 Sept - 5 Sept
Ash Corner Cottage

14. 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 NZ$1,007
includes taxes & fees
23 Aug - 24 Aug
2 Bathsheba Terrace

15. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is NZ$1,105
includes taxes & fees
6 Sept - 7 Sept
Sea Spray

16. Hide-a-way

Hide-a-way
2.5 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 NZ$950
includes taxes & fees
16 Aug - 17 Aug
Hide-a-way

17. Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Nice"
United Kingdom
Neil
The price is NZ$1,193
includes taxes & fees
3 Sept - 4 Sept
Badgers Cottage

18. Harbour Reach 7

Harbour Reach 7
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"They should state there’s not drying machine but besides that it was an amazing stay. My group and I really enjoyed the place as well as the local area. Excellent experience overall, and I think this place made our first international trip very enjoyable."
United States
Austin
The price is NZ$1,319
includes taxes & fees
16 Aug - 17 Aug
Harbour Reach 7

19. Lobster Cottage

Lobster Cottage
3.5 star property
Weymouth
10.0 out of 10, Exceptional, (2 reviews)
"The property was clean and included everything you would need. The outside space was disappointing as it was just a table and chairs in a small concrete space rather than what is shown on the pictures depicting the outside space. The location made ot easy to score with a few shops, pubs and places near by."
United Kingdom
Sharon
The price is NZ$1,161
includes taxes & fees
5 Sept - 6 Sept
Lobster Cottage

20. Coastguard Lookout

Coastguard Lookout
2.0 star property
Weymouth
Coastguard Lookout
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

Everything you need to know about Upwey holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upwey holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upwey holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Upwey holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upwey. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upwey holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upwey holiday rentals we have selected for you start as low as NZ$417 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Upwey rentals

At Expedia, we put the best Upwey holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Upwey rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upwey holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upwey. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This holiday home rental outside of Upwey comes with WiFi so that you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop and a microwave.

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 National Landscape. 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.