Holiday Rentals in Portland

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Holiday Rentals in Portland

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

10.0 out of 10, Exceptional, (1)
"Had a wonderful stay on this beautiful boat, extremely clean and tidy with all the amenities you could hope for. Excellent location and lovely marina to enjoy with great facilities. Will definitely be returning again very soon. Very highly recommended."
Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.

Beautiful, family friendly Cottage with sea views of Chesil Beach

9.6 out of 10, Exceptional, (17)
"The property was a beautifully quaint cottage very clean and had everything we needed. Definitely recommend it."
Beautiful, family friendly Cottage with sea views of Chesil Beach

Charming Sea View Cottage in Portland Dorset

9.0 out of 10, Wonderful, (2)
" Tastefully decorated Cottage. Nice space clean, tidy and welcoming."
Charming Sea View Cottage in Portland Dorset

One bed apartment next to Chesil Beach Dorset

9.0 out of 10, Wonderful, (6)
"Nice clean property ideal for a couple to have a weekend away . Close to shops, takeaways and the beach . "
One bed apartment next to Chesil Beach Dorset

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (27)
"The property was clean. Just the beds were single Beds in all couple rooms. Would be great if they had double beds instead. "
The Dorset Resort

Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast

9.8 out of 10, Exceptional, (89)
"It was very clean and all the things there that was needed wih loverly views and surrounding area .i would recommend the stay there."
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast

Private detached cottage to rent on Chesil Beach

10.0 out of 10, Exceptional, (61)
"Back to Greenbanks to get our annual fix. Fab house, fab location, total isolation away from it all."
Private detached cottage to rent on Chesil Beach

Luxury mobile home with spectacular sea views.

9.8 out of 10, Exceptional, (109)
"We came for a short break Thursday-Sunday. The van was spotless. The host thought about everything from providing fairy liquid, to loo rolls. Even a little sewing kit in the bathroom. We were very lucky with our weather even had a coffee on the veranda. The views over to chesil very pretty at night with the lights. Would highly recommend and use again. Thank you. "
Luxury mobile home with spectacular sea views.

Beachside, stunning apartment with sea and harbour views

9.6 out of 10, Exceptional, (63)
"Came for a short autumn break. Loved it! Great apartment, ideally located for exploring all of the Jurassic coast. Perfectly positioned to either pop down to the beach or to sit on the balcony and enjoy the views and watch the world go by. "
Beachside, stunning apartment with sea and harbour views

Apartment near the beach with private parking and pet friendly

9.4 out of 10, Exceptional, (20)
"Couldn't as for more, clean, lovely little property about 10 mins from the beach and town center."
Apartment near the beach with private parking and pet friendly

Luxury Detached House and Grounds, also benefits from full disabled facilities.

9.4 out of 10, Exceptional, (73)
"We absolutely love this gorgeous house. It's really well kitted out, it's clean, it's in a beautiful place and it's so so quiet. We all slept like logs and had a wonderful relaxing time. Thank you so much again."
Luxury Detached House and Grounds, also benefits from full disabled facilities.

Self Contained Garden Studio With Private Decked Terrace, close to town and sea

9.6 out of 10, Exceptional, (124)
"We stayed three night in the garden studio and it was great. We were provided lots of information prior to our arrival. Paul met us when we arrived and showed us around. The garden studio is lovely. Very comfortable bed room with a table and chairs. Well Stocked kitchen with plenty of utensils, a single ring camping cooker if you want to cook. They provided breakfast foods for us which was a lovely touch. We really liked it and the location is great, two minutes from the town centre. Great for...
Self Contained Garden Studio With Private Decked Terrace, close to town and sea

Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea

9.0 out of 10, Wonderful, (42)
"Very nice and i will stay again"
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea

No.26 Marina View apartment, parking permit, harbour and Marina views

10.0 out of 10, Exceptional, (15)
"All aspects excellent, would recommend without hesitation."
No.26 Marina View apartment, parking permit, harbour and Marina views

Peacehaven Retreat - 4 minutes from the beach!

10.0 out of 10, Exceptional, (2)
"Thank you for a perfect stay - the apartment was beautiful; from the beautiful interior of the cosy cushions and throws to the plants hanging at the window. Everything had been thought of in the kitchen and bathroom and having lots of hanging space in the hallway was a huge bonus. The location is ideal - a few minutes walk from the station in one hour direction and the beach in the other. My son and I had a lovely stay - thank you! beach"
Peacehaven Retreat - 4 minutes from the beach!

The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom

9.6 out of 10, Exceptional, (34)
"My husband and I stayed with our large dog for a short get away in Dorset. We had a fantastic stay and will absolutely be back. The bed was large and comfortable, kitchen stocked with everything we would need and the living room was very cosy. The hot tub was an added bonus after a long day out walking! "
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom

Thatched Mid Terraced Cottage

8.8 out of 10, Excellent, (5)
"A cosy base with all we needed for a lovely stay in a lovely area. A nice welcome package of flowers, drinks and biscuits, along with a few extras - cooking oil and tea bags. Impressed with the kitchen area, which was well stocked with equipment to enable easy self catering. Denise was a very thoughtful host, willing to respond quickly to questions. One point to note - we didn't want one, but there isn't a hot tub!"
Thatched Mid Terraced Cottage

Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight

9.6 out of 10, Exceptional, (61)
"Well equipped house, great views no complaints except single track down to cottage overgrown with brambles , needs a bit of a trim. Overall pleased all round "
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight

Characterful 18th century cottage in Bridport close to the Jurassic Coast.

10.0 out of 10, Exceptional, (63)
"This is a lovely cottage, full of character whilst still being comfortable and cosy. The location within the town is perfect. Completely quiet and peaceful but only two minutes walk from the hustle and bustle of the main street with its shops, pubs and restaurants. The addition of a car parking space is SO useful....and very rare! Our hosts were delightful. Communicative and available without being in any way intrusive. Altogether, a very good find!"
Characterful 18th century cottage in Bridport close to the Jurassic Coast.

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

10.0 out of 10, Exceptional, (44)
"The views are amazing. Walking path and the sea right behind house. View after view. Well equipped kitchen with tons of space, comfy living room- and I loved the sunroom out back! This was October weather with occasional rain and wind. Must be truly amazing in summer with outdoor spaces.. convenient for Dorset exploring."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Portland you may be interested in

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

10.0 out of 10, Exceptional, (1)
"Had a wonderful stay on this beautiful boat, extremely clean and tidy with all the amenities you could hope for. Excellent location and lovely marina to enjoy with great facilities. Will definitely be returning again very soon. Very highly recommended."
Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.

Heights Hotel

3.0 star property
8.4 out of 10, Very good, (630)
"Great location and nice facilities."
The price is €141
includes taxes & fees
1 Dec - 2 Dec
Heights Hotel

The Aqua

3.0 star property
7.8 out of 10, Good, (181)
"Excellent breakfast, room was spotless. Team friendly and helpful "
The price is €119
includes taxes & fees
12 Dec - 13 Dec
The Aqua
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay. Tourists appreciate the top-notch restaurants and bars in Portland. Make sure you have time to check out the university setting while you're in the area.

What are some of the best holiday rentals that Portland has to offer?

Beautiful, family friendly Cottage with sea views of Chesil Beach : This highly rated holiday home rental in Portland is located in a rural location, and has a fireplace, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Portland?

Choose from 18 Expedia holiday rentals in Portland for a memorable holiday.

What can I see and do in Portland?

Cultural attractions include Portland Museum and Tout Quarry Sculpture Park, whereas Portland Bill and Weymouth Bay are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Portland Harbour and Portland Bill Lighthouse.

What are holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family gatherings.