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Dorset >
Portland >
Holiday homes

Portland holiday rentals

Multiple accommodations for your stay
Check-in date:
07 Sep 2026
Check-out date:
08 Sep 2026
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2 guests
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56 results found

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Sally Hall Large Central Portland Home

89A Easton Street, Portland, United Kingdom (Open map)

The 5-bedroom holiday home is located a 15-minute drive from the SEA LIFE tower "Jurassic Skyline" and a short way from the 20th…
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US$ 338
price for 1 night
RESERVE
9.4
Superb
8 reviews

Groves House

Groves House Castletown, Portland, United Kingdom (Open map)

The Verne High Angle Battery is 1.7 km from this holiday home, while Weymouth Harbour is 4.4 km away. Groves House Villa Portland...
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US$ 221
price for 1 night
RESERVE
8.8
Fabulous
13 reviews

Kimberlin

8 Chesil Beach Mews, Portland, United Kingdom (Open map)

The fan-shaped Portland Castle is nestled only 13 minutes' walk away, and the Chiswell Walled Garden is a stone's throw from the...
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US$ 844
price for 1 night
RESERVE
10
Exceptional
2 reviews

Nethercoombe House

33 Easton Square, Portland, United Kingdom (Open map)

The 20th-century All Saints Anglican Church is merely a 5-minute walk from this holiday home, and the shaped Portland Castle is...
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RESERVE
9.0
Superb
1 review

Dolphin Cottage Chesil Beach

131A Brandy Row, Portland, United Kingdom (Open map)

At this Portland holiday home, you'll be merely 1.3 km from the Tout Quarry and within easy reach of the Chiswell Earthworks. The...
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RESERVE
8.0
Very Good
3 reviews

Coastguard View

Higher Light Lane Portland Bill, Portland, United Kingdom (Open map)

The property is within a 10-minute drive of the Isle of Portland, and the Verne High Angle Battery is approximately 15 minutes away by…
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US$ 168
price for 1 night
RESERVE
9.6
Exceptional
10 reviews

Spring Rose Cottage

11 Albert Terrace, Portland, United Kingdom (Open map)

The public Victoria Gardens is about 5 minutes on foot from the accommodation, and the functioning Portland Bill Lighthouse is...
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US$ 153
price for 1 night
RESERVE
7.0
Good
1 review

Boatswains Watch Sleeps 4 Pet Friendly

7 Clements Lane, Portland, United Kingdom (Open map)

This holiday home is right near Church Ope Cove Beach, while the Chiswell Walled Garden is 150 metres away. Located 5 minutes' walk...
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RESERVE
7.5
Good
2 reviews

Nemo'S Lodge

44 Mallams, Portland, United Kingdom (Open map)

At the Portland holiday home you'll be only 0.7 km from the 19th-century St. Located just a 5-minute stroll from the Chiswell...
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US$ 183
price for 1 night
RESERVE
7.2
Good
7 reviews

Alpen Rose Cottage

5 New Street, Portland, United Kingdom (Open map)

Only 0.8 km from The Grove Prison Museum, this 3-bedroom holiday home is 400 metres from the public Easton Gardens. The welcoming...
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US$ 153
price for 1 night
RESERVE

Cove Cottage Hideaway

3 Cove Cottages, Portland, United Kingdom (Open map)

The tribute Kings Statue is about 15 minutes' drive from this Portland holiday home, and Martleaves Farm Camp Site is around 10...
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US$ 302
price for 1 night
RESERVE

Kivel Cottage

107 Wakeham, Portland, United Kingdom (Open map)

St Andrew's Church Ruins is 450 metres from this holiday home, and the Castletown D-Day Centre is 3 km away. Situated 6 minutes' walk…
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US$ 310
price for 1 night
RESERVE

Kite House - Modern & Spacious 'Olympic' House

26 Officers Field, Portland, United Kingdom (Open map)

The heart of Portland can be reached in 20 minutes' walk of this property, and such culture-oriented venues as the open museum...
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RESERVE

St Johns View

30 Ventnor Road, Portland, United Kingdom (Open map)

Guests can reach the centre of Portland within 15 minutes' walk, and the Verne High Angle Battery is within a few blocks of this...
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US$ 1385
price for 1 night
RESERVE

Crows Nest

Portland, United Kingdom (Open map)

The functioning Portland Bill Lighthouse is about 6 km away, and Weymouth Harbour is about 7 km from the holiday home. Crows Nest...
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US$ 318
price for 1 night
RESERVE

Fisherman'S Cottage

75 Southwell Street, Portland, United Kingdom (Open map)

The heart of Portland can be reached in 25 minutes' walk of this villa, and such culture-oriented venues as the historic cottages...
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US$ 279
price for 1 night
RESERVE
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