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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Upwey vacation rentals

Property grounds

Beautiful Pad Near World Heritage Jurassic Coast

Beautiful Pad Near World Heritage Jurassic Coast
3.0 star property
Bridport
$223 nightly
The price is $267
Jul 18 - Jul 19
Total with taxes and fees
Beautiful Pad Near World Heritage Jurassic Coast
Exterior

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.
$262 nightly
The price is $262
Jul 22 - Jul 23
Total with taxes and fees
Spring Cottage Escape for Couples
Exterior

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.
$364 nightly
The price is $364
Jul 26 - Jul 27
Total with taxes and fees
The Apple House at Moorbath Farm
Beach

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
$481 nightly
The price is $481
Jul 19 - Jul 20
Total with taxes and fees
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Exterior

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.
$262 nightly
The price is $262
Jul 28 - Jul 29
Total with taxes and fees
Ideal Spring Breaks for Couples
Interior

Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
10.0 out of 10, Exceptional, (1 review)
"Very nice cottage in quiet location with room opening onto garden with lots of bird song. Snug with TV is very comfortable. Parking spot just outside cottage. Well appointed kitchen. Location is good for access to portland, but going elsewhere requires travelling through Weymouth which can be slow."
United Kingdom
Terry
$555 nightly
The price is $666
Jul 31 - Aug 1
Total with taxes and fees
Mermaid Cottage
Dishwasher

South Lodge, Hazelbury Bryan

South Lodge, Hazelbury Bryan
Sturminster Newton
$574 nightly
The price is $574
Jul 20 - Jul 21
Total with taxes and fees
South Lodge, Hazelbury Bryan
Interior

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.
$242 nightly
The price is $242
Aug 9 - Aug 10
Total with taxes and fees
Hardy View Farm House
Outdoor dining

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)
"Great location & lovely place to stay, had everything you need for a weekend break or longer…"
United Kingdom
Dominic
$303 nightly
The price is $303
Aug 7 - Aug 8
Total with taxes and fees
1 bedroom accommodation in Ibberton, Blandford Forum
WiFi

The Halt Maiden Newton, Dorset

The Halt Maiden Newton, Dorset
Dorchester
$458 nightly
The price is $458
Jul 18 - Jul 19
Total with taxes and fees
The Halt Maiden Newton, Dorset
Interior

Half Pint Cottage, Beaminster.

Half Pint Cottage, Beaminster.
Beaminster
$634 nightly
The price is $634
Jul 17 - Jul 18
Total with taxes and fees
Half Pint Cottage, Beaminster.
Beach

Keepers Cottage, Winterborne Stickland

Keepers Cottage, Winterborne Stickland
Blandford Forum
9.4 out of 10, Exceptional, (3 reviews)
"Quiet but well located for many Dorset attractions"
United Kingdom
Peter M.
$561 nightly
The price is $561
Jul 23 - Jul 24
Total with taxes and fees
Keepers Cottage, Winterborne Stickland
Smart TV, books

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

The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Winterborne Whitechurch
$607 nightly
The price is $607
Jul 19 - Jul 20
Total with taxes and fees
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Cottage | Marina

2 Driftwood

2 Driftwood
3.5 star property
Bridport
10.0 out of 10, Exceptional, (2 reviews)
"Our family had a wonderful time at West Bay staying at 2 Driftwood. The accommodation was clean, warm and situated in the heart of the town. It was only a few minutes walk from the beach, restaurants and the jetty. It is such a pretty place, the view along the beach is stunning and everyone we met was friendly and welcoming. I recommend staying here."
United Kingdom
Louis
$565 nightly
The price is $678
Jul 20 - Jul 21
Total with taxes and fees
2 Driftwood
1 bedroom, desk, travel crib, WiFi

Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!

Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!
Weymouth
8.4 out of 10, Very Good, (5 reviews)
"Lovely property, well equipped and comfy beds"
United Kingdom
Kim E.
$213 nightly
The price is $213
Jul 16 - Jul 17
Total with taxes and fees
Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!
Outdoor dining

Oke Apple Cottage, Okeford Fitzpaine

Oke Apple Cottage, Okeford Fitzpaine
Blandford Forum
$834 nightly
The price is $834
Aug 14 - Aug 15
Total with taxes and fees
Oke Apple Cottage, Okeford Fitzpaine
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

Aaran Guesthouse

Aaran Guesthouse

10/10 Excellent
"We loved this place. Our room looked out on the English Channel, giving us a delightful view of the beach. Our hosts were wonderful and a pleasure to spend time with. We will return!!😎"
Jonathan 2-night trip
Posted 12 hours ago
Aaran Guesthouse

Find out more about Upwey

Everything you need to know about Upwey vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upwey vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Upwey vacation 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 low season months. For more hustle and bustle, you may prefer to visit Upwey in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Upwey rentals

At Expedia, we put the best Upwey vacation 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 vacation.

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 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 are some of the best vacation home rentals that Upwey has to offer?

Quiet location, short walk to beach, with views of Portland and Jurassic coast: You might want to consider this vacation rental near Upwey, which is located on the waterfront and has a balcony, a terrace, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of books.

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 larger area, you’ll find Durdle Door and Lodmoor Country Park.

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.