Holiday homes & rentals in Isle of Portland - HomeToGo base64Hash Holiday homes & rentals in Isle of Portland - HomeToGo

Holiday homes & rentals in Isle of Portland

Find 364 available offers from 10 partners
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Top 15 Recommended holiday lettings in Isle of Portland

Find your perfect holiday home, apartment or cottage in Isle of Portland from just £33 per night!

Cottage Isle of Portland
Cottage ∙ 5 guests ∙ 3 bedrooms

Child-friendly cottage with terrace & garden | Water view | Beach nearby | Pets are welcome

Isle of Portland, Weymouth and Portland District, United Kingdom
This Portland cottage offers a seaview, garden, and kitchen, perfect for families and pets, accommodating up to five guests.
from £66
per night
from £66
per night
View deal
Cottage Isle of Portland
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden | Water view

Isle of Portland, Weymouth and Portland District, United Kingdom
This Portland cottage offers a waterside garden, fireplace, and seaview, perfect for a relaxing getaway with family or friends.
from £96
per night
from £96
per night
View deal
Cottage Isle of Portland
Cottage ∙ 5 guests ∙ 3 bedrooms

Family-oriented charming cottage with garden | Beach nearby | Dogs allowed

Isle of Portland, Weymouth and Portland District, United Kingdom
This Portland cottage offers a fireplace, kitchen, and event space, making it perfect for families and pets alike.
from £118
per night
Outstanding(42 ratings)
from £118
per night
View deal
Cottage Isle of Portland
Cottage ∙ 4 guests ∙ 2 bedrooms

Fully equipped lovely cottage with hot tub & garden | Beach view | Pets are welcome

Isle of Portland, Weymouth and Portland District, United Kingdom
This Portland cottage features a kitchen, garden, hot tub, and welcomes pets, perfect for a getaway with up to four guests.
from £69
per night
Very good(9 ratings)
from £69
per night
View deal
Cottage Isle of Portland
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden & hot tub | Beach view

Isle of Portland, Weymouth and Portland District, United Kingdom
This Portland cottage features a kitchen, hot tub, and garden, perfect for family gatherings of up to six people.
from £100
per night
from £100
per night
View deal
House Isle of Portland
House ∙ 4 guests ∙ 3 bedrooms

Holiday home with garden & barbeque | Nature view

Isle of Portland, Weymouth and Portland District, United Kingdom
This Portland house rental offers a fireplace, kitchen, garden, and parking, perfect for a family getaway with up to 4 guests.
from £104
per night
Outstanding(33 ratings)
from £104
per night
View deal
Cottage Isle of Portland
Cottage ∙ 5 guests ∙ 3 bedrooms

Fully equipped big cottage with BBQ & garden

Isle of Portland, Weymouth and Portland District, United Kingdom
This Portland cottage offers a garden and parking, accommodating up to five guests for a perfect getaway.
from £87
per night
Outstanding(4 ratings)
from £87
per night
View deal
Cottage Isle of Portland
Cottage ∙ 4 guests ∙ 3 bedrooms

Fully equipped cottage with garden & terrace | Next to the beach | Pets allowed

Isle of Portland, Weymouth and Portland District, United Kingdom
This cottage in Fortuneswell offers a fireplace, kitchen, garden, and parking, perfect for a getaway with pets and friends.
from £159
per night
Excellent(34 ratings)
from £159
per night
View deal
House Isle of Portland
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly holiday home with barbecue, garden & terrace | Nature view | Close to the beach | Perfect for remote work | Pets are welcome

Isle of Portland, Weymouth and Portland District, United Kingdom
This pet-friendly house in Portland offers a garden, fireplace, kitchen, and parking, perfect for family getaways with up to 6 guests.
from £137
per night
Outstanding(3 ratings)
from £137
per night
View deal
Cottage Isle of Portland
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with pool & garden

Isle of Portland, Weymouth and Portland District, United Kingdom
This family-friendly cottage in Portland features a pool, kitchen, garden, and parking, perfect for a memorable getaway.
from £96
per night
Excellent(59 ratings)
from £96
per night
View deal
Cottage Isle of Portland
Cottage ∙ 4 guests ∙ 2 bedrooms

Lovely cottage with garden, hot tub & BBQ

Isle of Portland, Weymouth and Portland District, United Kingdom
This Portland cottage features a kitchen, garden, hot tub, and parking, perfect for a relaxing getaway for four.
from £84
per night
Outstanding(64 ratings)
from £84
per night
View deal
Cottage Isle of Portland
Cottage ∙ 4 guests ∙ 2 bedrooms

Children-friendly nice cottage with garden | Sea view | Close to the beach | Pet-friendly

Isle of Portland, Weymouth and Portland District, United Kingdom
This cottage in Portland offers a garden, ocean views, and waterside access, perfect for families and events with pets welcome.
from £91
per night
from £91
per night
View deal
Cottage Isle of Portland
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage | Beach view

Isle of Portland, Weymouth and Portland District, United Kingdom
This Portland cottage offers a kitchen and parking, perfect for a romantic getaway or a peaceful retreat for two.
from £47
per night
Very good(3 ratings)
from £47
per night
View deal
Cottage Isle of Portland
Cottage ∙ 4 guests ∙ 2 bedrooms

Family-friendly wonderful cottage | Beach view

Isle of Portland, Weymouth and Portland District, United Kingdom
This Portland cottage features a kitchen and is perfect for families, accommodating up to four guests in a vibrant setting.
from £76
per night
Very good(10 ratings)
from £76
per night
View deal
Cottage Isle of Portland
Cottage ∙ 4 guests ∙ 3 bedrooms

Fully equipped pleasant cottage with pool

Isle of Portland, Weymouth and Portland District, United Kingdom
This Dorset cottage features a pool and kitchen, perfect for a relaxing getaway with family or friends.
from £74
per night
Outstanding(2 ratings)
from £74
per night
View deal

Holiday homes and cottages with a garden

Cottage  Isle of Portland
from £89 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with jacuzzi, garden & barbeque

3.6
Good(4 ratings)
Isle of Portland, Weymouth and Portland District, United Kingdom
Garden
View deal
Cottage  Isle of Portland
from £67 per night
Cottage ∙ 2 guests ∙ 2 bedrooms

Fully equipped cottage with garden

5.0
Outstanding(1 rating)
Isle of Portland, Weymouth and Portland District, United Kingdom
Garden
View deal
Cottage  Isle of Portland
from £86 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden, hot tub & barbecue

4.8
Outstanding(5 ratings)
Isle of Portland, Weymouth and Portland District, United Kingdom
Garden
View deal
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Holiday lettings and apartments with air conditioning

Accommodation  Isle of Portland
from £144 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Nice letting | City view | Beach nearby

5.0
Outstanding(81 ratings)
Isle of Portland, Weymouth and Portland District, United Kingdom
Air conditioning
View deal
Accommodation  Isle of Portland
from £194 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Lovely letting | Garden view | Beach nearby | Perfect for remote work

5.0
Outstanding(81 ratings)
Isle of Portland, Weymouth and Portland District, United Kingdom
Air conditioning
View deal
Accommodation  Isle of Portland
from £170 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Letting | Sea view

5.0
Outstanding(81 ratings)
Isle of Portland, Weymouth and Portland District, United Kingdom
Air conditioning
View deal
See all offers

Best holiday rentals with a balcony

Cottage  Isle of Portland
from £82 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage | Beach view

Isle of Portland, Weymouth and Portland District, United Kingdom
Balcony
View deal
Cottage  Isle of Portland
from £95 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Child-friendly cottage | Beach view | Beach nearby

Isle of Portland, Weymouth and Portland District, United Kingdom
Balcony
View deal
Cottage  Isle of Portland
from £99 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden, pool & jacuzzi

5.0
Outstanding(3 ratings)
Isle of Portland, Weymouth and Portland District, United Kingdom
Balcony
View deal
See all offers

Budget-friendly Holiday Homes in Isle of Portland

Find Fantastic yet Cheap Lettings

Cottage Isle of Portland
from £81 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Lovely cottage with barbecue, terrace & garden

5.0
Outstanding(40 ratings)
Isle of Portland, Weymouth and Portland District, United Kingdom
View deal
Cottage Isle of Portland
from £73 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Children-friendly lovely cottage with garden | Beach view | Close to the beach

4.8
Outstanding(17 ratings)
Isle of Portland, Weymouth and Portland District, United Kingdom
View deal
House Isle of Portland
from £100 per night
House ∙ 7 guests ∙ 4 bedrooms

Holiday home with garden | Sea view

4.4
Very good(38 ratings)
Isle of Portland, Weymouth and Portland District, United Kingdom
View deal

Top-Rated Lettings and Properties in Isle of Portland

Book Holiday Letting Offers with the Highest User Rating

Apartment Isle of Portland
from £63 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Family-friendly apartment | Beach nearby | Perfect for remote work | Pets are welcome

4.7
Excellent(13 ratings)
Isle of Portland, Weymouth and Portland District, United Kingdom
View deal
House Isle of Portland
from £99 per night
House ∙ 7 guests ∙ 4 bedrooms

Fully equipped holiday home with garden | Next to the beach | Dogs allowed

4.4
Very good(38 ratings)
Isle of Portland, Weymouth and Portland District, United Kingdom
View deal
Cottage Isle of Portland
from £66 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden | Beach view

4.9
Outstanding(32 ratings)
Isle of Portland, Weymouth and Portland District, United Kingdom
View deal

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Popular holiday rental amenities in Isle of Portland

  • Pet-friendly (114)
  • Parking (7)
  • WiFi (344)
  • Garden (190)
  • Pool (26)
  • TV (285)
  • Washing machine (289)
  • Kitchen (341)
  • Microwave (177)
  • Dishwasher (199)
  • Hot tub (29)
  • No smoking (269)

Holidaymakers who are specifically searching for a pet-friendly holiday rental will find Isle of Portland convenient, since many holiday rentals are pet-friendly. Cottage are the most pet-friendly type of accommodation in Isle of Portland. A night in a pet-friendly rental there is, on average, £197. If you want to stay central, a few of the pet-friendly properties are less than 2 kilometres away from the city centre.

Information about holiday rentals in Isle of Portland

🏡 Holiday homes available 364 rentals
🌙 Nightly prices from £33
⭐ Popular amenities Pets allowed, Parking and Internet
🐾 Pet friendly rentals 111 properties
🏊 Holiday rentals with pools 26 properties
91 reviews
Isle of Portland holiday rentals have an average rating of 4.5/5 across 91 reviews left by travellers.

Frequently Asked Questions

What is the nightly rate for a holiday home in Isle of Portland?

Nightly rates for holiday rentals in Isle of Portland start from around £33. Whether you're after something simple or more luxurious, there's a wide range available. HomeToGo helps you filter by price to match your budget.

How many holiday lettings are available to rent in Isle of Portland? And what are the most popular types of holiday lets?

There are currently 364 holiday lettings from 10 providers on offer in Isle of Portland. Holiday homes in Isle of Portland often include spacious cottages and house rentals. They’re ideal whether you’re planning a romantic escape or a group getaway. Discover the most booked options quickly with HomeToGo’s smart filters.

What is the most searched holiday rental amenity in Isle of Portland?

Three most popular holiday rental amenities among our customers in Isle of Portland are Pets allowed, Parking and Internet.

Do you offer holiday homes with a swimming pool in Isle of Portland?

Yes, 7% of holiday lettings in Isle of Portland include access to a swimming pool. They’re ideal for cooling off on sunny days or relaxing poolside, with 26 properties to choose from. Use HomeToGo to browse offers with pools and book your dream holiday rental!

Are there any pet-friendly holiday cottages in Isle of Portland?

Yes, 30% of holiday cottages in Isle of Portland welcome pets. So your furry friend doesn’t have to miss out on the adventure. Just tick the ‘Pets allowed’ filter on HomeToGo to see what’s available for you and your pet.

How do I find deals on holiday homes in Isle of Portland?

You can get fabulous discounts on holiday rentals in Isle of Portland with the cost per night for a let beginning at £33 - and HomeToGo has introduced plenty of filters that mean it's a piece of cake to see some awesome deals. If you don't have set dates for your holiday, try a search using HomeToGo's flexible dates technology to quickly locate great value timings and see savings of as much as 10%. In addition, HomeToGo's 'distance from' filter can help you discover hidden treasure holiday rentals in great value, lesser-known spots which are still near to the area of your choice, whether that's the coastline, a swimming lake, winter sports area or town centre. Book early to take advantage of the greatest variety of options and top discounts - and do so with confidence by ticking HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the advantages of finding a holiday home in Isle of Portland with HomeToGo?

From serenity away from the crowds to more space in which to chill out with your family, friends or partner, holiday lettings in Isle of Portland bring a variety of benefits. HomeToGo provides real reviews written by previous guests, and searching is safe, easy, and stress-free - so with 364 lettings from 10 providers in the region, you're bound to find the perfect type of accommodation with all of the amenities that are important to you in Isle of Portland.

Do you offer holiday accommodation for couples in Isle of Portland?

There are lovely holiday homes in Isle of Portland designed with couples in mind. Whether you're after a quiet countryside cottage or a city-centre flat, there’s something to suit your style. Find your perfect base with HomeToGo.

Can I book a waterfront holiday rental in Isle of Portland?

Yes, there are 364 waterfront holiday lets available in Isle of Portland. These spots are perfect for a morning coffee with a view or lazy days by the water. Filter your search by ‘Near water’ on HomeToGo to see your options.

Why should I book my holiday rental with HomeToGo?

HomeToGo brings together over 15 million holiday rentals from trusted providers, so you can find the best deal in one place. You’ll enjoy a simple booking process, local expertise, and top prices from trusted providers. Try HomeToGo and discover how easy it is to plan your perfect holiday letting.

Can I find family-friendly holiday lettings in Isle of Portland?

Yes, there are lots of family-friendly holiday homes in Isle of Portland. Top options can host groups of up to 5, perfect for holidays with kids or extended family. Start your search with HomeToGo for a stress-free getaway.

Can I cancel my holiday rental booking for free?

Yes, many holiday lettings on HomeToGo offer free cancellation. HomeToGo makes it easy to find flexible bookings.

Is it possible to rent a holiday home for a weekend getaway in Isle of Portland?

Yes, many holiday lets in Isle of Portland offer flexible booking options, including weekend stays. It’s perfect for a quick break without using too many holiday days. Discover your ideal holiday home with ease on HomeToGo.

Are there any last-minute holiday rental deals in Isle of Portland?

Yes, HomeToGo regularly features last-minute holiday deals in Isle of Portland. With HomeToGo, you can find great value — and save up to 10%, even at short notice. Check today’s offers and grab a holiday cottage at a great price.

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