A coastal cliff with a lighthouse and a pier extending into the sea.

Photo by Nikolay Dimitrov

Weymouth and Portland District holiday lettings

We found 952 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Weymouth and Portland District

Showing deals for:19 Feb - 26 Feb

A charming seaside cottage 5 minutes walk from beach on Jurassic Coast

Jungle room
Double bed

Private detached cottage to rent on Chesil Beach

Outdoor dining

5 bed, 5 bath, Slps 18, Town Ho. 60 yds Weymth beach & harbour, NEWLY RENOVATED!

Room

REALLY luxurious pair of shepherd's huts, overlooking our alpacas!

Our house is at the entrance to the grounds.

Pretty Cottage Close To The Dorset Coast.

Exterior

Beautifully appointed west Dorset Cottage With Open Parkland Views

Our herd of 19 alpacas live in our field opposite the cottage (but CAN stray!)

The Hide With Wood Fired Hot Tub Option A truly romantic couples retreat

The Wood Fired Hot tub and an evening sunset!

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Find properties near top attractions in Weymouth and Portland District

A beach with striped beach chairs and umbrellas, a sandy shore, and a cityscape in the background.

1

Weymouth Beach

A coastal landscape with a prominent red and white lighthouse, rocky cliffs, and a white building with a green roof.

2

Portland Bill Lighthouse

The entrance to Nothe Fort with a stone wall, a gate, and a signboard.

3

Nothe Fort

The entrance to Weymouth Sea Life Adventure Park with a colorful mural and a map sign.

4

Lodmoor Country Park

A rocky coastline with waves crashing against the rocks.

5

Portland Bill

A blue building with murals of sea creatures and a sign reading "Welcome to SealiFE Adventure Park".

6

SEA LIFE Centre Weymouth

A harbor with colorful boats docked along the waterfront, surrounded by historic buildings.

7

Weymouth Marina

A stone ruin with a gate and a small building in the center, overlooking a body of water with sailboats.

8

Sandsfoot Castle

Find the best place to stay - Weymouth and Portland District

LITTLE GULL COTTAGE, pet friendly, with a garden in Weymouth

Image of LITTLE GULL COTTAGE, pet friendly, with a garden in Weymouth

Sleeps 5 · 3 bedrooms · 1 bathroom

One bed apartment next to Chesil Beach Dorset

Image of One bed apartment next to Chesil Beach Dorset

Premier Host

Sleeps 4 · 1 bedroom · 1 bathroom

Get Away From It All And Relax In This Characterful Period Thatched

Image of Get Away From It All And Relax In This Characterful Period Thatched

Sleeps 6 · 3 bedrooms · 1 bathroom

Beautiful, family friendly Cottage with sea views of Chesil Beach

Image of  Beautiful, family friendly Cottage with sea views of Chesil Beach

Sleeps 4 · 3 bedrooms · 1 bathroom

80m to Beach. Pool Table. Home Cinema

Image of 80m to Beach. Pool Table. Home Cinema

Sleeps 12 · 5 bedrooms · 2+ bathrooms

Classic Holiday Home for 6, relaxing family getaway near Durdle Door

Image of Classic Holiday Home for 6, relaxing family getaway near Durdle Door

Premier Host

Sleeps 6 · 3 bedrooms · 1 bathroom

Find out more about Weymouth and Portland District

Why visit Weymouth and Portland District

Popular types of accommodation around Weymouth and Portland District

If you’re considering a getaway to Weymouth and Portland District, you’ll find a delightful range of accommodation options to suit your needs. Our most popular choices include charming Weymouth cottages, inviting houses, and comfortable apartments. Whether you’re seeking a cosy holiday cottage or spacious accommodation in Weymouth, we’re here to provide you with transparent information and reassurance for a memorable stay.

Top attractions near Weymouth and Portland District

Weymouth and Portland District offers a perfect blend of outdoor adventure and stunning scenery, ideal for a memorable holiday. Key attractions include the beautiful beaches, historic castles, and the vibrant harbour. Visitors can enjoy cultural experiences at the Weymouth Museum, partake in the lively Weymouth Carnival, or indulge in a relaxing cottage break. For those seeking adventure, the Dorset Holiday Adventure promises excitement, making it a fantastic destination for all types of travellers.

Things to do recommended for couples

For a romantic getaway in Weymouth and Portland, consider the thrill of the Weymouth and Portland National Sailing Academy for water sports, or enjoy a playful round at Pirate Adventure Mini Golf. For a delightful meal, head to Mangerton Mill, where you can relish a romantic dining experience.

Things to do recommended for families

Families visiting Weymouth and Portland District can unwind at Lodmoor Country Park and Greenhill Beach, both offering relaxing vibes. For a bit of adventure, Skirmish Dorset provides thrilling fun just 9.3km away, ensuring a memorable experience for everyone.

Things to do recommended for groups

In Weymouth and Portland District, your group can enjoy a lively evening at the Weymouth Pavilion, embark on scenic hikes along the South West Coast Path and Osmington Roman Walk, soaking in the beautiful outdoor views and adventure vibes that this stunning region has to offer.

What do I need to keep in mind when booking a vacation around Weymouth and Portland District

No matter if you’re travelling with a group, as a family, bringing your pets along, or seeking longer stays, be sure to apply the appropriate filters based on your priorities. Here are some helpful booking tips for using Vrbo.

Where to stay near Weymouth and Portland District

Weymouth and Portland District offer a delightful blend of outdoor adventure and stunning scenery, perfect for a memorable getaway. With friendly locals and a family-friendly atmosphere, visitors can explore the beautiful Weymouth Beach, enjoy recreational activities, and immerse themselves in the region's rich history. Whether you're planning a Dorset getaway or a quick escape for Weymouth holidays, this charming area promises relaxation and adventure for everyone.

Best time to go to Weymouth and Portland District

If you're planning a trip to Weymouth and Portland District, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January44.6°F (7.0°C)Light RainMostly CloudyAverageAverage
February44.4°F (6.9°C)Light RainMostly CloudyAverageSlightly Low
March46.0°F (7.800000000000001°C)Light RainMostly CloudyAverageSlightly Low
April49.1°F (9.5°C)Light RainMostly SunnyAverageAverage
May53.8°F (12.1°C)Light RainMostly SunnyAverageAverage
June58.8°F (14.9°C)Light RainMostly SunnySlightly HighAverage
July62.2°F (16.8°C)Light RainMostly SunnySlightly HighSlightly High
August62.4°F (16.900000000000002°C)Light RainMostly SunnySlightly HighSlightly High
September60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
October56.5°F (13.6°C)Light RainMostly CloudySlightly LowAverage
November51.1°F (10.6°C)Light RainMostly CloudySlightly LowSlightly Low
December47.1°F (8.4°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Are you hoping to save money on your upcoming holiday? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you might find considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of accommodation.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy platform for you to plan new trips, continue from where you last left off, or manage your existing arrangements. You can easily view your saved or booked properties, which are conveniently sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently Asked Questions

What is the best area to stay in Weymouth and Portland District when booking a holiday rental?

If you're thinking about a stop in Weymouth and Portland District, Southwell is one of the most sought-after locations to book a holiday rental. While you're here, stop by wonderful sights like Portland Bill Lighthouse and Church Ope Cove.

What is the most popular type of holiday rental accommodation in Weymouth and Portland District?

Based on our research, cottages are the most sought-after type of holiday property in Weymouth and Portland District. But as you might expect, everyone's idea of the perfect trip isn't the same. Vrbo has holiday rentals with every shape, size and budget in mind, and we'll help you find the best fit for your needs.

How much does it cost to rent a holiday rental in Weymouth and Portland District?

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 match. From comfy cabins to expansive luxury villas, all Vrbo holiday rentals provide unbeatable value.

How much does it cost to rent a beach house in Weymouth and Portland District?

When you travel and the size and style of the property will determine the cost of your beachside stay. Enter your Weymouth and Portland District travel dates to see all your options on Vrbo. Did someone just say "hot tub"? Use the filters to choose the amenities and features you want in your holiday home.

What are popular rental amenities in Weymouth and Portland District?

When it comes to rental amenities that guests are searching for in Weymouth and Portland District, a dishwasher, a washing machine and off-street parking options rank the highest. With Vrbo holiday rentals, there are options to fit your style and taste, whether you're planning to get away with friends, family or even pets.

Are there large group holiday rentals in Weymouth and Portland District?

Weymouth and Portland District has 17 holiday rentals that can accommodate 10 or more guests. These properties come with the space you need to share good times with family and friends.

What are the top attractions for families in Weymouth and Portland District?

There are loads of exciting things to see and do with the family in Weymouth and Portland District, including:

Can I find two-bedroom holiday rentals in Weymouth and Portland District?

You can pick from 182 two-bedroom holiday properties in Weymouth and Portland District. Put the kids in the second room or maybe fill it with a couple of your best friends. There's ample space for whoever's fortunate enough to come along for the ride.

Are there holiday rentals with WiFi in Weymouth and Portland District?

Whether you'd like to keep up with the latest news, reply to emails or surf social networks, there are 47 holiday homes with WiFi in Weymouth and Portland District. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.

How old do you have to be to rent a holiday rental in Weymouth and Portland District?

The age limit can vary across properties on Vrbo, so double-check the rules of the holiday rental in Weymouth and Portland District you want. But typically, it's 16, 18 or 21.

How long can I rent a holiday rental in Weymouth and Portland District for?

The amount of time you can book a Weymouth and Portland District holiday rental for is down to the property. Just put in your preferred travel dates to view available options offering longer term stays. They come with all you require to make your extended holiday more convenient and enjoyable, like air conditioning and kitchens. Some Vrbo holiday rentals may also offer weekly or monthly discounts, so you can have a longer stay for less.

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