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Upwey Holiday Rentals

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Holiday Rentals in Upwey

Everdene

3.0 star property
10.0 out of 10, Exceptional, (2)
"Great property in a very quiet location. Really clean with a nice starter pack of drinks and biscuits, along with cleaning kit, dishwasher and washing tablets to get you going. Good communication when required, but the visit went smoothly so it was just for the welcome in this case. Will definitely be staying here again."
Everdene

Budmouth

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great property nice and clean, well maintained."
Budmouth

Shepherd Oak

3.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent location, lovely accommodation with private decking area. Not a thing to dislike"
Shepherd Oak

The Dorset Resort

4.0 star property
9.8 out of 10, Exceptional, (41)
"PRPOERTY VERY SPACIOUS, VERY CLEAN AND JUST A LOVELY PROPERTY TO UNWIND AND RELAX WITH FAMILY, LOVED THE SAUNA"
The Dorset Resort

The Victorian Barn self catering holidays with pool & hot tubs

4.0 star property
9.0 out of 10, Wonderful, (4)
"We stayed in Helena, it was very clean and well equipped. Concern about escape routes in the event of a fire. Some rooms didn’t have a large enough window to get out of. Swimming pool great, as was the hot tub. Lovely setting near Blandford. Would recommend getting shopping delivered as quite remote. "
The Victorian Barn self catering holidays with pool & hot tubs

Self Contained Garden Studio With Private Decked Terrace, close to town and sea

9.6 out of 10, Exceptional, (139)
"Lovely studio with everything you needed very friendly and helpful hosts "
Self Contained Garden Studio With Private Decked Terrace, close to town and sea

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

10.0 out of 10, Exceptional, (49)
"This is our second visit to Blue Horizon. Another fantastic stay, felt like coming home. Love the addition of the summer room, especially great on a rainy day. Lots of walking routes directly from the property. We explored Portland, the quarry park, walking to Portland Bill along the coastal path. Highly recommend a stay at this beautiful property."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom

9.6 out of 10, Exceptional, (44)
"A lovely relaxed stay, nice peaceful area, plenty of places to walk, highly recommend gor a bit of r&r."
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom

Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr

9.2 out of 10, Wonderful, (88)
"Great location for a peaceful family stay. beautiful surroundings."
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr

Luxury mobile home with spectacular sea views.

9.8 out of 10, Exceptional, (118)
"Very clean, great communication, amazing views."
Luxury mobile home with spectacular sea views.

Private detached cottage to rent on Chesil Beach

10.0 out of 10, Exceptional, (68)
"It was once again a perfect stay."
Private detached cottage to rent on Chesil Beach

18 Chamberlaine Road

2.5 star property
The price is AU$816
includes taxes & fees
19 Sept - 20 Sept
18 Chamberlaine Road

Apartment near the beach with private parking and pet friendly

9.2 out of 10, Wonderful, (28)
"Couldn't as for more, clean, lovely little property about 10 mins from the beach and town center."
Apartment near the beach with private parking and pet friendly

4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

2.0 star property
The price is AU$657
includes taxes & fees
8 Sept - 9 Sept
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

Luxury Apartment close to shops, coast and stunning beaches. Far reaching views

10.0 out of 10, Exceptional, (72)
"nice location, clean apartment and very well equipped for a short break!"
Luxury Apartment close to shops, coast and stunning beaches. Far reaching views

Dorchester Nook

8.8 out of 10, Excellent, (5)
"The en-suite room in Fiona's home was perfect for our short stay. The bed and pillows were very comfortable and we had a lovely peaceful sleep. The shower was really powerful, nice big bath towels and shampoo, conditioner and body wash were provided. The location was great for us to visit Weymouth and Durdle Door. Thanks for having us!"
The price is AU$181
includes taxes & fees
6 Sept - 7 Sept
Dorchester Nook

Bay View Luxury Stays - Mount Pleasant, 6 bed with indoor pool

10.0 out of 10, Exceptional, (10)
"The property is done up to a really high standard and was ideal for our group. Great Facilities, kids had a blast Location is fabulous"
Bay View Luxury Stays - Mount Pleasant, 6 bed with indoor pool

Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town

10.0 out of 10, Exceptional, (55)
"Quiet, peaceful location with amenities close to hand just the place for a relaxing week. Property is very well equipped and the secluded garden at the back a bonus."
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town

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

10.0 out of 10, Exceptional, (2)
"A wonderful experience - THANK YOU!"
The price is AU$569
includes taxes & fees
7 Sept - 8 Sept
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Hide-a-way

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$697
includes taxes & fees
19 Sept - 20 Sept
Hide-a-way
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

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 favourite 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 depend 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 AU$181 per night. Entering your travel dates in the search wizard might find you 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?

The Victorian Barn self catering holidays with pool & hot tubs: This holiday home rental outside of Upwey is located in a rural location, and has an indoor pool, a patio and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. It offers a terrace, a garden and a selection of games so that you can immerse yourself in your holiday.

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.