Photo by Nigel Mykura (CC BY-SA)

Upwey vacation rentals

We found 712 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 34 cottages and other vacation rentals in Upwey that are perfect for your trip. Whether you're staying in a vacation rental with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include WiFi and a pool. What you'll find is a rental for everyone's needs, including options that are accessible or non-smoking.

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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a vacation rental for your Upwey getaway

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

Sightseeing in and around Upwey

Are you hoping to discover top things to see and do while you're in town? Venture out of your cozy vacation rental and check out everything that Upwey has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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 an outdoor enthusiast 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 features, all within 30 miles (48.2 km) of the city center:

  • 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)

Traveling to and around Upwey

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

Frequently asked questions

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

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

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

The average price for a vacation 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 vacation is simple with these cool family-friendly attractions:

  • Weymouth Beach
  • Chesil Beach
  • Abbotsbury Swannery

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

We recommend you check with the Upwey vacation 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 vacation rental in Upwey for?

The amount of time you can stay in an Upwey vacation 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 vacation rentals may also offer discounted weekly or monthly prices, so you can stick around for longer for less.