Upwey holiday rentals, Weymouth: holiday houses & more

Discover a selection of 34 cottages and other holiday rentals in Upwey that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the amenities that you need and want, which might include a fireplace and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Find the best place to stay - Upwey

Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.

Sleeps 6 · 3 bedrooms

Refurbished in 2018 with granite worktop, butler sink, dishwasher, USB points.

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

Sleeps 4 · 2 bedrooms · 1 bathroom

Find spaces that suit your style

House

Condo/Apartment

Top rated rentals - Upwey

The Wood Fired Hot tub and an evening sunset!

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40th anniversary

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Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Choose a holiday rental for your Upwey getaway

Learn about the unique charm of Upwey with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Upwey

Are you hoping to discover attractions to visit during your stay? Venture out of your holiday home and check out everything that makes Upwey a fun spot to go on holiday. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

SEA LIFE Centre Weymouth (2.8 mi / 4.6 km)
Abbotsbury Swannery (5.6 mi / 9 km)
Monkey World Ape Rescue Center (11.5 mi / 18.5 km)
Bridport and West Dorset Golf Club (12.3 mi / 19.7 km)
Kingston Maurward Park and Gardens (4.9 mi / 8 km)
Abbotsbury Children's Farm (5.4 mi / 8.7 km)

Exploring the natural landscape of Upwey

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Upwey is a great place to get outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

Durdle Door (9.1 mi / 14.7 km)
Bowleaze Cove Beach (2.9 mi / 4.7 km)
Osmington Bay Beach (3.6 mi / 5.9 km)
Weymouth Beach (3.7 mi / 6 km)
Weymouth Harbour (3.8 mi / 6.1 km)
Weymouth Bay (5.1 mi / 8.2 km)

Travelling to and around Upwey

Fly into Bournemouth (BOH-Bournemouth Intl.), the closest airport, located 29.2 mi (47 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday rental in Upwey?

Length of stay, property type and season are some things that can affect the price of a holiday home. Simply enter your dates of travel to find your ideal escape. From quaint country cottages to sprawling villas, all Vrbo holiday rentals offer amazing value.

How much does it cost to rent a beach house in Upwey?

The average price for a holiday rental by the beach in Upwey will depend on when you're going and the size and type of property you're looking for. Find prices quickly and easily on Vrbo by entering your dates of travel. Then use our filter tool to choose the number of bedrooms and amenities that you require, like WiFi, air conditioning and a hot tub.

What are the top attractions for families in Upwey?

Keeping the kids happy during your Upwey holiday is simple with these cool family-friendly attractions:

Weymouth Beach
Chesil Beach
Abbotsbury Swannery

How old do you have to be to rent a holiday rental in Upwey?

We recommend you check with the Upwey holiday property you're looking at on Vrbo as the minimum age varies. However, it's generally 16, 18 or 21.

How long can I rent a holiday rental in Upwey for?

The amount of time you can stay in an Upwey holiday rental for depends on each property. Just enter your preferred travel dates to browse available options that offer long-term stays. They have the things you need to make your extended trip more enjoyable and convenient, such as air conditioning and kitchens. Some Vrbo holiday rentals may also offer discounted weekly or monthly prices, so you can stick around for longer for less.