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Compare 172 Vacation Homes in Portland with updated reviews, rates, and availability.

Quiet location, short walk to beach, with views of Portland and 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."
Quiet location, short walk to beach, with views of Portland and 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

Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)

9.8 out of 10, Exceptional, (34)
"Excellent family house for celebrating a70th and 40th birthdays . The owners were very generous with the heating. "
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)

Spacious Coastal House with Stunning Sea Views N Near Sea & Sandy Beaches

10.0 out of 10, Exceptional, (88)
"A group of 9 friends stayed at this great house for 4 nights over New Year. Fantastic location with amazing views. The communication with the owner was excellent. More than adequate facilities for our needs with lots of information about the house etc. We all had a great time and would highly recommend."
Spacious Coastal House with Stunning Sea Views N Near Sea & Sandy Beaches

Stable Conversion Near Lulworth Cove/Jurassic Coast

10.0 out of 10, Exceptional, (106)
"We had a lovely time on our stay in this cosy and beautifully clean property all was as described, and the milk, tea and cookies were a lovely touch. The booking in process was really easy and Paul was a good host. The garden is nicely kept and a paradise if you like birdwatching and the beautiful local surrounding area makes this a wonderful place to stay. We would definately recommend"
Stable Conversion Near Lulworth Cove/Jurassic Coast

Barn conversion, quiet location and heated swimming pool ( from mid May)

9.4 out of 10, Exceptional, (59)
"Fantastic property. Great location. Clean, with all the necessary facilities and utilities."
Barn conversion, quiet location and heated swimming pool ( from mid May)

Host & Stay | Clearmount Cottage

10.0 out of 10, Exceptional, (2)
"Amazing"
Host & Stay | Clearmount Cottage

Historical, Characterful, Converted Old School House

9.0 out of 10, Wonderful, (2)
"Very nice clean well furnished"
Historical, Characterful, Converted Old School House

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

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

9.4 out of 10, Exceptional, (63)
"The cottage was as described. It had everything you could ever need. Beds were very comfortable. The view from the cottage was fantastic!! "
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight

Private detached cottage to rent on Chesil Beach

10.0 out of 10, Exceptional, (63)
"Stunning location. The house was perfect for a proper break away from it all. Walks, beach fishing and plenty of places to visit nearby."
Private detached cottage to rent on Chesil Beach

River Cottage a country retreat in wooded gardens

9.2 out of 10, Wonderful, (10)
"We stayed from Weds to Sun. of half term week. Adult daughter's birthday at Monkey World (fabulous) and we had a lovely comfy time having lunches out (Swanage, Corfe Castle, Studland, Lulworth) and back to relax in the evenings. Well equipped, 3 loos and with all drawers full of things! Owner promptly answered our queries. Car required to make the most of the location."
River Cottage a country retreat in wooded gardens

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

9.4 out of 10, Exceptional, (33)
"Very good property, it suited all of our needs"
A charming seaside cottage 5 minutes walk from beach on Jurassic Coast

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

Eleven Upway Street

Eleven Upway Street

4 Bed 4 bath 4 star family town house 80 yds to beach, sky & wifi Recent refurb

9.2 out of 10, Wonderful, (40)
"The property was booked for a fishing party for three days so was really just a Bed for the nights as we were out most of the time. It was well positioned in the centre of Weymouth with two parking permits available for the immediate area (not always easy to find a spot). The property was totally fine for our requirements with several showers albeit they were a bit erratic when more than one were in use). Would book again."
4 Bed 4 bath 4 star family town house 80 yds to beach, sky & wifi Recent refurb

2 bed comfy house

10.0 out of 10, Exceptional, (9)
"We had a wonderful 2 night stay. The place was immaculate and spotlessly clean, there was everything we needed and the location was excellent for Wareham and also nearby Monkey world which was the main reason for our trip. We would definitely stay again."
2 bed comfy house

A contemporary house close to the town centre with fantastic views over Radipole Lake.

9.6 out of 10, Exceptional, (14)
"Good comfortable house conveniently situated close to town, beach and all local facilities. "
A contemporary house close to the town centre with fantastic views over Radipole Lake.

Pebble House - Sea views, parking, family friendly

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay in Pebble House. It is comfortable and well equipped. Most of all we liked the view over Weymouth bay."
Pebble House - Sea views, parking, family friendly

Shortlake Cottage

8.4 out of 10, Very Good, (8)
"Nicely decorated space. Good flooring with dogs. Washing machine handy."
Shortlake Cottage
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 property types in Portland

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

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (28)
"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

Quiet location, short walk to beach, with views of Portland and 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."
Quiet location, short walk to beach, with views of Portland and Jurassic coast
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.