Holiday lettings in Dorset - Wimdu base64Hash Holiday lettings in Dorset - Wimdu

Holiday lettings in Dorset

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Choose from 14,012 holiday lettings and homes for your trip!

Best-rated holiday lettings in Dorset

Discover holiday rentals with top-notch guest ratings

Cottage Bridport
from £77 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

56 m² Cottage

4.7
Excellent(125 ratings)
Bridport, West Dorset District, Dorset
Vrbo
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Cottage Dewlish
from £131 per night
8 guests ∙ 4 bedrooms

Cottage

4.6
Excellent(48 ratings)
Dewlish, West Dorset District, Dorset
HomeToGo
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Cottage Chideock
from £474 per night
18 guests ∙ 9 bedrooms

Cottage

5.0
Outstanding(36 ratings)
Chideock, West Dorset District, Dorset
Vrbo
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Pet-friendly rentals in Dorset

Explore best dog-friendly accommodation offers and enjoy holidays with your pet

Cottage West Bay
from £56 per night
4 guests ∙ 2 bedrooms

Cottage

West Bay, Bridport, Dorset
Pet-friendly
HomeToGo
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Cottage Swyre
from £86 per night
8 guests ∙ 5 bedrooms

Cottage

4.3
Very good(29 ratings)
Swyre, West Dorset District, Dorset
Pet-friendly
HomeToGo
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House Weymouth
from £295 per night
8 guests ∙ 4 bedrooms

House

5.0
Outstanding(70 ratings)
Weymouth, Weymouth and Portland District, Dorset
Pet-friendly
Vrbo
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See all pet-friendly offers

Holiday cottages with pool in Dorset

Discover best holiday homes and cottages with pool in Dorset

Cottage Portland
from £68 per night
4 guests ∙ 2 bedrooms

Cottage

4.7
Excellent(7 ratings)
Portland, Weymouth and Portland District, Dorset
Pool
HomeToGo
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Cottage Dewlish
from £359 per night
15 guests ∙ 8 bedrooms

Cottage

4.6
Excellent(48 ratings)
Dewlish, West Dorset District, Dorset
Pool
HomeToGo
View deal
Cottage Chideock
from £518 per night
18 guests ∙ 9 bedrooms

Cottage

5.0
Outstanding(36 ratings)
Chideock, West Dorset District, Dorset
Pool
HomeToGo
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See all offers with pool

Best holiday rental offers in Dorset

Cottage Crossways
from £234 per night
8 guests ∙ 4 bedrooms

Cottage

Crossways, West Dorset District, Dorset
Vrbo
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Cottage Swanage
from £105 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

112 m² Cottage

Swanage, Purbeck District, Dorset
Vrbo
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Cabin Osmington Mills
from £110 per night
6 guests ∙ 3 bedrooms

Cabin

4.8
Outstanding(123 ratings)
Osmington Mills, Osmington, Dorset
Vrbo
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Cottage Swanage
from £152 per night
6 guests ∙ 3 bedrooms

Cottage

4.6
Excellent(100 ratings)
Swanage, Purbeck District, Dorset
Vrbo
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House Warmwell
from £272 per night
10 guests ∙ 5 bedrooms

House

Warmwell, West Dorset District, Dorset
Vrbo
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Cottage Osmington
from £72 per night
Cottage ∙ 2 guests ∙ 1 bedroom

45 m² Cottage

Osmington, West Dorset District, Dorset
HomeToGo
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Cottage Lyme Regis
from £69 per night
4 guests ∙ 2 bedrooms

Cottage

4.0
Very good(15 ratings)
Lyme Regis, West Dorset District, Dorset
HomeToGo
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Cottage Ringstead
from £124 per night
4 guests ∙ 2 bedrooms

Cottage

4.7
Excellent(12 ratings)
Ringstead, Osmington, Dorset
HomeToGo
View deal
Cottage Weymouth
from £134 per night
6 guests ∙ 3 bedrooms

Cottage

4.9
Outstanding(21 ratings)
Weymouth, Weymouth and Portland District, Dorset
HomeToGo
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Cottage Lyme Regis
from £98 per night
4 guests ∙ 2 bedrooms

Cottage

5.0
Outstanding(71 ratings)
Lyme Regis, West Dorset District, Dorset
Vrbo
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Cottage Langton Matravers
from £123 per night
10 guests ∙ 4 bedrooms

Cottage

4.9
Outstanding(84 ratings)
Langton Matravers, Purbeck District, Dorset
HomeToGo
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House Melcombe Horsey
from £152 per night
7 guests ∙ 4 bedrooms

House

4.6
Excellent(36 ratings)
Melcombe Horsey, West Dorset District, Dorset
Vrbo
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Cottage Winterborne Whitechurch
from £48 per night
2 guests ∙ 1 bedroom

Cottage

4.4
Very good(36 ratings)
Winterborne Whitechurch, North Dorset District, Dorset
HomeToGo
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House Winterborne St. Martin
from £89 per night
House ∙ 6 guests ∙ 2 bedrooms

130 m² House

4.7
Excellent(69 ratings)
Winterborne St. Martin, West Dorset District, Dorset
Vrbo
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Cottage Lyme Regis
from £108 per night
Cottage ∙ 2 guests ∙ 1 bedroom

90 m² Cottage

Lyme Regis, West Dorset District, Dorset
Vrbo
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Cottage Lytchett Matravers
from £167 per night
10 guests ∙ 4 bedrooms

Cottage

5.0
Outstanding(16 ratings)
Lytchett Matravers, Purbeck District, Dorset
HomeToGo
View deal
Cottage Weymouth
from £85 per night
7 guests ∙ 3 bedrooms

Cottage

4.8
Outstanding(21 ratings)
Weymouth, Weymouth and Portland District, Dorset
HomeToGo
View deal
Cottage West Bexington
from £71 per night
4 guests ∙ 2 bedrooms

Cottage

4.3
Very good(54 ratings)
West Bexington, Puncknowle, Dorset
HomeToGo
View deal
Apartment Weymouth
from £55 per night
4 guests ∙ 1 bedroom

Apartment

Weymouth, Weymouth and Portland District, Dorset
Vrbo
View deal
Cottage Burton Bradstock
from £127 per night
Cottage ∙ 8 guests ∙ 5 bedrooms

160 m² Cottage

4.0
Very good(4 ratings)
Burton Bradstock, West Dorset District, Dorset
Vrbo
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Cottage Swanage
from £120 per night
4 guests ∙ 2 bedrooms

Cottage

Swanage, Purbeck District, Dorset
Vrbo
View deal
Apartment Swanage
from £82 per night
6 guests ∙ 2 bedrooms

Apartment

5.0
Outstanding(129 ratings)
Swanage, Purbeck District, Dorset
Vrbo
View deal
Cottage West Lulworth
from £81 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

105 m² Cottage

West Lulworth, Purbeck District, Dorset
Vrbo
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House Highcliffe
from £93 per night
House ∙ 6 guests ∙ 3 bedrooms

102 m² House

4.8
Outstanding(54 ratings)
Highcliffe, Dorset, United Kingdom
Vrbo
View deal
Cottage Crossways
from £224 per night
8 guests ∙ 4 bedrooms

Cottage

5.0
Outstanding(1 rating)
Crossways, West Dorset District, Dorset
Vrbo
View deal
Cottage Portland
from £83 per night
7 guests ∙ 3 bedrooms

Cottage

4.1
Very good(7 ratings)
Portland, Weymouth and Portland District, Dorset
HomeToGo
View deal
Cottage Swanage
from £167 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

45 m² Cottage

Swanage, Purbeck District, Dorset
HomeToGo
View deal
Cottage Puncknowle
from £71 per night
6 guests ∙ 3 bedrooms

Cottage

4.4
Very good(14 ratings)
Puncknowle, West Dorset District, Dorset
HomeToGo
View deal
House Swanage
from £55 per night
3 guests ∙ 3 bedrooms

House

Swanage, Purbeck District, Dorset
Vrbo
View deal
Apartment Swanage
from £115 per night
6 guests ∙ 3 bedrooms

Apartment

4.9
Outstanding(81 ratings)
Swanage, Purbeck District, Dorset
Vrbo
View deal
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Price and Availability Index for Dorset

Click on any bar to see price and availability information

Holiday Letting Price Information in Dorset

In the graph above you can see the typical prices of holiday rentals in Dorset in each month. If you plan to book your accommodation in august, remember it's the most expensive period, with average prices of £205. October is the cheapest month to book your holiday rental, so make sure to consider it when planning your next trip.

Rental availability information in Dorset

This graph shows the availability rate in Dorset over the next year. The busiest time of year in Dorset is March. The quietest time of year in Dorset is September (27/09 – 04/10), when 36 of the holiday lettings are available.

Dorset Cottages and Self-Catering Accommodation

View of a self-catering Wimdu holiday resort in Dorset Miles of unspoilt coastline, beautiful countryside, pretty villages sprinkled with thatched cottages and historic towns make Dorset a perfect choice for a laid back British holiday. It even has some of the best weather in the UK, with warm, dry summers (most of the time!). Whether your interests lie in sailing and surfing, theme parks or fossiling expeditions, history and ruined castles... or just good local food and drink in gorgeous surroundings, rent a pretty Dorset holiday home for a relaxing week in this beautifully green corner of England.

Where to Stay in Dorset

Dorset offers a wealth of options when it comes to holiday accommodation. Whether you’re looking at cute self-catering cottages in the countryside, holiday homes by the coast or an apartment in one of Dorset’s beautiful towns, such as Dorchester, Shaftesbury or Blandford Forum, you’ll definitely find what you need! Wimdu can help by making it quick and easy to find good quality self-catering or bed and breakfast accommodation - you can search for exactly what you need, including the number of bedrooms, en-suite facilities, family friendly accommodation - or even a swimming pool!

Fun Facts about Dorset

  • Poole harbour is the largest natural harbour in the world, after Sydney in Australia!
  • Novelist Thomas Hardy was born and lived in Dorset, setting his novels in fictionalised versions of Dorset places - Casterbridge in The Mayor of Casterbridge was based on Dorchester
  • Sandbanks in Dorset is the most expensive place to live in Britain! Maybe avoid booking a cottage there for a budget weekend!
  • Things to See and Do in Dorset

    Dorset is full of events and attractions to entertain the whole family, but here are some of our favourite day trips! Spend a day at Monkey World, a 65-acre ape and monkey sanctuary which was originally opened to house abused chimpanzees which the owners had rescued from Spain. Now it is home to a huge range of primates, including 88 capuchin monkeys who were rescued from a laboratory in Chile, in the biggest rescue mission ever of that type.

    Corfe Castle is another “must see”. It was built in the 11th century and the ruins are now owned by the National Trust. From Corfe Castle you can take a steam train to the nearby town of Swanage for some fish and chips on the beach! If you would like to learn more about the glorious age of steam, make sure you visit Dorset in August when Blandford Forum hosts The Great Dorset Steam Fair!

    Another famous landmark is the Cerne Abbas Giant - a huge naked man carved out of the hillside and filled with chalk. No one knows exactly the the age or origin of the carving, but keep an eye out for it if you are driving near the village of Cerne Abbas! You get a great view from the “Giant’s View” car park, just off the A532.

    Heading to the Coast

    The 96 miles of the Jurassic Coast, which stretches from Devon to Old Harry Rocks, near Swanage in Dorset, is one of the UK’s most beautiful and interesting coastlines. Because of its geological and geographical importance, and the huge number of fossils that have been found there, it has been designated a UNESCO World Heritage Site. We recommend that you start exploring the coast at the charming old seaside town of Lyme Regis, which is the perfect place to learn about fossils (and also a great place to base yourself - it has some charming holiday cottages to rent), as the town is home to the oldest fossil shop in Britain! You can book a tour with a local fossil expert, and stop off at the Dinosaurland Fossil Museum - by the end of the day you’ll be an expert yourself!

    If you are more interested in watersports than fossil collecting, head to Bournemouth or Weymouth. The coast is south-facing, with protected waters, so it doesn’t pick up the best surf in the UK, but still manages to be home to the biggest population of surfers in the country! It is also a popular kayaking and sailing area. You’ll be able to rent whatever equipment you need easily, but check with your Wimdu host as holiday apartment rentals often come with some equipment included.

    Getting Around

    You can fly into Bournemouth International Airport from most major European cities, or Bristol and Southampton airports are both within striking distance. On the train, you can go directly from London to Weymouth, Bournemouth, Poole or Dorchester. When you arrive, the best way to get around on public transport is by bus, but be careful as some routes only run on market days. As it is such a rural county, if you want to explore, we recommend that if you are able to, you rent a car. If that’s not a possibility then make sure your bed and breakfast is near enough to a bus station or train station that you can still get around. Whatever you choose to do and however you get there, we know that you will have a lovely holiday in this beautiful destination!

    Holiday homes in the charming county of Dorset, England

    Dorset is an English county in the south-west of England and is easily accessible from Bristol Airport. A holiday accommodation in Dorset allows you to capture the essence of Dorset, including visits to amazing archaeological sites such as the Jurassic Coast and walks in romantic villages such as Shaftesbury.

    659,918 reviews
    Travellers who stayed in Dorset rated their holiday home 4.5/5 on average, based on 659,918 reviews.

    And we love our apartments

    Cottage
    112 m² Cottage
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    Cottage
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    Features of Dorset holiday rentals

    💳 Discounts up to 6%
    ⭐ Popular amenities Parking, Pets allowed and Internet
    🏊  Holiday rentals with a pool 723 rentals
    🌙 Minimum price starting at £50
    🐾 Pet friendly holiday homes 4,534 rentals
    🏡 Rentals available 14,012 rentals

    Popular regions to visit in Dorset

    Beautiful regions abroad to consider for next trip

    Beautiful regions near to consider for next trip

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