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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Upwey vacation rentals

Exterior

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
$656 nightly
The price is $787
Sep 2 - Sep 3
Total with taxes and fees
The Little Cottage
Smart TV

2. Cosy Peacehaven. Free on site Parking! Pet friendly!

Cosy Peacehaven. Free on site Parking! Pet friendly!
Weymouth
9.4 out of 10, Exceptional, (3 reviews)
"Perfect flat which contained everything we needed for a great stay. It is in an excellent location and parking was a great bonus to us. Communication was great with clear instructions and thoughtful little extras."
United Kingdom
Chloe
$174 nightly
The price is $174
Sep 6 - Sep 7
Total with taxes and fees
Cosy Peacehaven. Free on site Parking! Pet friendly!
Interior

3. 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.
$231 nightly
The price is $231
Sep 2 - Sep 3
Total with taxes and fees
Hardy View Farm House
Beach nearby

4. The Sailors Studio|Sleeps2|Weymouth Beach|

The Sailors Studio|Sleeps2|Weymouth Beach|
Dorset Weymouth
$210 nightly
The price is $210
Aug 31 - Sep 1
Total with taxes and fees
The Sailors Studio|Sleeps2|Weymouth Beach|
1 bedroom, desk, travel crib, WiFi

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

Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!
Weymouth Town Center
8.4 out of 10, Very Good, (5 reviews)
"Lovely property, well equipped and comfy beds"
United Kingdom
Kim E.
$191 nightly
The price is $191
Sep 13 - Sep 14
Total with taxes and fees
Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!
Beach

6. 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, (5 reviews)
"The house was outstanding, probably the best we’ve ever experienced. It is exceptionally clean, comfortable for our family of 5, and convenient to the sites in the area. We would stay there again if we return."
United States
Kristina
$463 nightly
The price is $463
Sep 6 - Sep 7
Total with taxes and fees
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Exterior

7. Ideal Spring Breaks for Couples

Ideal Spring Breaks for Couples
Morcombelake
9.6 out of 10, Exceptional, (7 reviews)
"Great place to stay, "
United Kingdom
Gary C.
$249 nightly
The price is $249
Aug 31 - Sep 1
Total with taxes and fees
Ideal Spring Breaks for Couples
Exterior

8. 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.
$265 nightly
The price is $265
Aug 31 - Sep 1
Total with taxes and fees
Spring Cottage Escape for Couples
Exterior

9. 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.
$282 nightly
The price is $282
Sep 27 - Sep 28
Total with taxes and fees
The Apple House at Moorbath Farm
Outdoor dining

10. Battys Barn at Moorbath Farm

Battys Barn at Moorbath Farm
Bridport
10.0 out of 10, Exceptional, (7 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.
$407 nightly
The price is $407
Sep 1 - Sep 2
Total with taxes and fees
Battys Barn at Moorbath Farm
Property grounds

11. 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
$468 nightly
The price is $562
Sep 2 - Sep 3
Total with taxes and fees
Hide-a-way
Smart TV, books

12. 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
$494 nightly
The price is $494
Sep 21 - Sep 22
Total with taxes and fees
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Interior

13. The Apple Loft at Jordan House

The Apple Loft at Jordan House
3.0 star property
Overcombe
$583 nightly
The price is $700
Sep 8 - Sep 9
Total with taxes and fees
The Apple Loft at Jordan House
2 bedrooms, WiFi (free), individually decorated, individually furnished

14. Sea Spray

Sea Spray
3.0 star property
Overcombe
$544 nightly
The price is $653
Sep 6 - Sep 7
Total with taxes and fees
Sea Spray
Marina

15. Brewery View

Brewery View
2.0 star property
Rodwell
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
$520 nightly
The price is $624
Sep 2 - Sep 3
Total with taxes and fees
Brewery View
Exterior

16. 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
$528 nightly
The price is $634
Sep 12 - Sep 13
Total with taxes and fees
Bracken Cottage
Interior

17. 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
$496 nightly
The price is $596
Sep 24 - Sep 25
Total with taxes and fees
2 Bathsheba Terrace
Marina

18. Day Cottage

Day Cottage
3.0 star property
Weymouth
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
$453 nightly
The price is $544
Sep 3 - Sep 4
Total with taxes and fees
Day Cottage
Terrace/patio

19. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
$932 nightly
The price is $1,118
Sep 4 - Sep 5
Total with taxes and fees
Ash Corner Cottage
Marina

20. Harbour Retreat

Harbour Retreat
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"A very good location and a lovely property. You are in the centre of town so expect some noise. The only downside is the parking. I misunderstood the zone map and got a ticket. When I did understand the map I couldn’t find a space anywhere so use the recommended car park across the river which is reasonably priced. Visit was in May half term and the town was busy on a bank holiday weekend so probably why"
United Kingdom
christian
$501 nightly
The price is $601
Sep 5 - Sep 6
Total with taxes and fees
Harbour Retreat
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

George Albert Hotel & Spa

George Albert Hotel & Spa

10/10 Excellent
"Really good stay high standards maintained throughout without being intrusive"
ian 2-night trip
Posted 6 hours ago
George Albert Hotel & Spa

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 $236 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?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: Visitors like this Upwey vacation home rental. It comes with WiFi so 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 larger area, you’ll find Bowleaze Cove Beach and Osmington Bay 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.