Photo by Sue Wormald

Upwey Holiday Rentals

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Holiday Rentals in Upwey

Fridge, microwave, oven, stovetop
Apartment near the beach with private parking and pet friendly

Apartment near the beach with private parking and pet friendly

Weymouth
9.0 out of 10, Wonderful, (30)
"Comfortable apartment with just a short walk to the beach and the centre of Weymouth."
United Kingdom
sue p.
Apartment near the beach with private parking and pet friendly
Outdoor spa tub
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom

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

Maiden Newton
9.6 out of 10, Exceptional, (46)
"A lovely relaxed stay, nice peaceful area, plenty of places to walk, highly recommend gor a bit of r&r."
United Kingdom
Spencer C.
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
3 bedrooms, desk, laptop workspace, blackout curtains
The Dorset Resort

The Dorset Resort

4.0 star property
Wareham
9.8 out of 10, Exceptional, (44)
"PRPOERTY VERY SPACIOUS, VERY CLEAN AND JUST A LOVELY PROPERTY TO UNWIND AND RELAX WITH FAMILY, LOVED THE SAUNA"
United Kingdom
tina
The Dorset Resort
Dining
Private detached cottage to rent on Chesil Beach

Private detached cottage to rent on Chesil Beach

Abbotsbury
10.0 out of 10, Exceptional, (68)
"Greenbanks is outstanding and most definitely 5 starLocation is superb , the house was impeccable , we thoroughly enjoyed our stay and will hopefully visit again "
United Kingdom
Anonymous traveller
Private detached cottage to rent on Chesil Beach
Dining
18 Chamberlaine Road

18 Chamberlaine Road

2.5 star property
Weymouth
The price is HK$3,374
HK$4,049 total
includes taxes & fees
29 Nov - 30 Nov
18 Chamberlaine Road
Dining
Dolmans Retreat

Dolmans Retreat

Lytchett Matravers
The price is HK$690
HK$1,109 total
includes taxes & fees
20 Nov - 21 Nov
Dolmans Retreat
Fridge, microwave, oven, stovetop
Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset

Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset

West Milton
9.8 out of 10, Exceptional, (86)
"Comfortable accommodation in a superb location."
United Kingdom
Amanda S.
Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset
Beach nearby
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town

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

Beaminster
10.0 out of 10, Exceptional, (57)
"Perfect property, just as described. Beautiful views at the back, as the picture shows. Convenient location with shops in walking distance, and a choice of lovely beaches just a short drive. Helpful hosts too. Highly recommend!"
United Kingdom
Jenny D.
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town
Beach
Cosy Country & Coastal Barn Retreat for Couples in Dorset

Cosy Country & Coastal Barn Retreat for Couples in Dorset

Morcombelake
9.6 out of 10, Exceptional, (5)
"Great place to stay, "
United Kingdom
Gary C.
Cosy Country & Coastal Barn Retreat for Couples in Dorset
Beach
A beautiful comfortable cottage in the centre of Bridport.

A beautiful comfortable cottage in the centre of Bridport.

Bridport
10.0 out of 10, Exceptional, (2)
"Lovely place to stay! Really great location too - would come back for sure!"
United Kingdom
Ru P.
A beautiful comfortable cottage in the centre of Bridport.
Interior
Leo's Place

Leo's Place

3.0 star property
Weymouth
Leo's Place
Fridge, microwave, oven, stovetop
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

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

2.0 star property
Dorchester
The price is HK$1,928
HK$3,050 total
includes taxes & fees
1 Dec - 2 Dec
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
Interior
The Studio - Arne

The Studio - Arne

3.5 star property
Wareham
The price is HK$11,699
HK$14,039 total
includes taxes & fees
22 Nov - 23 Nov
The Studio - Arne
Beach nearby
Luxury mobile home with spectacular sea views.

Luxury mobile home with spectacular sea views.

Weymouth
9.8 out of 10, Exceptional, (123)
"Very clean, great communication, amazing views."
United Kingdom
Neil
Luxury mobile home with spectacular sea views.
Fridge, dishwasher, electric kettle, toaster
Half Pint Cottage

Half Pint Cottage

3.0 star property
Beaminster
10.0 out of 10, Exceptional, (1)
"We stayed here for 3 nights, the property was spotlessly clean on arrival. Parking at the cottage was a blessing as the road outside was busy with residents cars. An ideal base to explore Dorset, and several pubs within easy walking distance. Would stay here again."
United Kingdom
nikki
The price is HK$3,587
HK$4,305 total
includes taxes & fees
22 Nov - 23 Nov
Half Pint Cottage
Interior
Luxury barn conversion sleeping 16 with hot tub and ensuite bedrooms

Luxury barn conversion sleeping 16 with hot tub and ensuite bedrooms

Woolland Blandford Forum
9.4 out of 10, Exceptional, (10)
"This house has everything and more than we wanted and was perfect for our weekend. "
United Kingdom
Anonymous traveller
Luxury barn conversion sleeping 16 with hot tub and ensuite bedrooms
Fridge, microwave, oven, stovetop
Upwey - Wessex Quarters

Upwey - Wessex Quarters

Weymouth
8.0 out of 10, Very good, (1)
"Excellent location. Well priced convenient parking near property "
United Kingdom
rachel g.
Upwey - Wessex Quarters
Beach nearby
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea

Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea

Weymouth
8.8 out of 10, Excellent, (45)
"A lovely stay in Weymouth. Minutes to the beach and the train station. Harbour within 15 minutes. Downstairs space amazing . "
United Kingdom
Gemma K.
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea
Terrace/patio
Tadnoll Escape- Shepards Hut- Sleeps 2- Bbq- Lake

Tadnoll Escape- Shepards Hut- Sleeps 2- Bbq- Lake

2.0 star property
Dorchester
Tadnoll Escape- Shepards Hut- Sleeps 2- Bbq- Lake
Outdoor dining
Beautiful large Georgian house with a big garden. Perfect for a family or two!

Beautiful large Georgian house with a big garden. Perfect for a family or two!

Wareham
10.0 out of 10, Exceptional, (73)
"Great stay and lovely house! "
United Kingdom
Matt
Beautiful large Georgian house with a big garden. Perfect for a family or two!
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
"Nice hotel in a good location, just a short walk to the seafront. Leisure facilities looked good but we didn't use it or eat at the hotel."
Patricia 1-night trip
Posted 1 day ago
Best Western Weymouth Hotel Rembrandt

Find out more about Upwey

Search for holiday rentals in Upwey on Expedia! 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 are some of the best holiday rentals that Upwey has to offer?

Private detached cottage to rent on Chesil Beach: This holiday home rental outside of Upwey is located on the beach, and has a fireplace, a private balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. 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 Abbotsbury Swannery, or get outside and enjoy nature at Dorset Area of Outstanding Natural Beauty. In the wider area, you’ll find Maiden Castle and Lodmoor Country Park.

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.