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Portland holiday rentals

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2026-05-17
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2026-05-18

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City centre
Highest rating
Free Wi-Fi
Excellent
118 reviews
8.8
123 Fortuneswell, Portland, United Kingdom
Superb location
This property boasts superb location. It has a score 8.1 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in rooms
Wind surfing
Diving
Fishing
Canoeing
Hiking
Cots
Pets allowed
The 1-bedroom Sea View Cottage In Dorset, Portland is located just 1.9 km from the St George's Church and…
157 Fortuneswell, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Cots
No pets allowed
The 2-bedroom Bright & Beautiful 4 Bedroom House With Sea Views Portland villa offers quick access to such tourist spots…
Good
20 reviews
7.8
183 Wakeham Portland, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Horseback riding
Wind surfing
Diving
Fishing
Canoeing
Hiking
Jacuzzi
Cots
No pets allowed
Pebble Reef Villa Portland is situated merely a 5-minute walk from the partially ruined Rufus Castle and offers a…
Excellent
12 reviews
9.4
45 Officers Fields, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Cots
No pets allowed
Along with proximity to the Castle Rushen, located merely a 5-minute stroll away, the 2-bedroom Osprey House Portland…
Excellent
11 reviews
9.2
35 Weston Road, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Golf course
Fishing
Cycling
No pets allowed
The 1-bedroom Anchor Cottage Portland offers quick access to such city attractions as Portland Windmills, located approximately a 5…
Good
7 reviews
7
44 Mallams, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Pets allowed
The 1-bedroom Nemo'S Lodge Portland offers proximity to such city sites as the 19th-century United Reformed Church, located…
Excellent
14 reviews
8.6
19 St Martins Road, Portland, United Kingdom
Superb location
This property boasts superb location. It has a score 8.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Chesil View House Villa Portland is located 5 km from the Pulpit Rock, giving access to various tourist spots nearby.
Good
5 reviews
7.8
Portland, United Kingdom
Superb location
This property boasts superb location. It has a score 8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
No pets allowed
The 2-bedroom The View Villa Portland is situated nearly a 5-minute walk from the 19th-century United Reformed…
St Martins Road, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Pets allowed
The 1-bedroom Blackford House A Large Home Portland Dorset offers quick access to such city attractions as the Chiswell…
Good
12 reviews
8
Fortuneswell, Portland, United Kingdom
Very good location
This property boasts very good location. It has a score 7.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in rooms
Horseback riding
Wind surfing
Diving
Fishing
Canoeing
Hiking
No pets allowed
Situated merely 5 minutes' stroll from the 19th-century St. John's Anglican Church, the 2-bedroom The Old Rope House…
Good
4 reviews
7.2
4 Belle Vue Terrace, Portland, United Kingdom
Superb location
This property boasts superb location. It has a score 8.1 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Pets allowed
Along with Wi-Fi and a free private car park, Cornerstone Villa Portland offers proximity to the 53m tower "Jurassic…
Excellent
11 reviews
9.2
55 Officers Field, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Golf course
Fishing
Cycling
Pets allowed
The 2-bedroom Pebbles Reach Villa Portland provides easy access to various city attractions, such as Castletown Portland, situated around…
Good
5 reviews
8
Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots
Pets allowed
The 1-bedroom Trevina Villa Portland offers swift access to various city sites, such as the Cave Hole, situated only…
Excellent
5 reviews
9.2
185 Wakeham, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Cycling
No pets allowed
Along with proximity to the partially ruined Rufus Castle, only 5 minutes' walk away, the 1-bedroom Bowman'S Cottage Portland…
89A Easton Street, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
No pets allowed
Nestled a 5-minute walk from the public Easton Gardens, Sally Hall Large Central Portland Home entices guests to explore…
Excellent
2 reviews
9.4
Castle Road, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
No pets allowed
8-room The Old Portland Courthouse Villa offers proximity to such city sites as the public Victoria Gardens, located about…
Excellent
3 reviews
8.2
2 Mermaid Cottages Wakeham, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9.1 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Golf course
Fishing
Cycling
No pets allowed
The 1-bedroom Mermaid Cottage Portland entices guests to enjoy cycling and fishing and offers proximity to the partially ruined…
Good
11 reviews
7.8
3 Albert Villas, Portland, United Kingdom
Superb location
This property boasts superb location. It has a score 8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Golf course
Fishing
Cycling
No pets allowed
The 1-bedroom The Shambles Villa Portland entices guests to enjoy cycling and fishing and offers proximity to the Castle…
Excellent
4 reviews
8.4
Wakeham Easton, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Horseback riding
Wind surfing
Diving
Fishing
Canoeing
Hiking
No pets allowed
The 1-bedroom Nordor - Lots Of Parking Villa Portland offers quick access to such tourist spots as Portland Windmills, situated…
Excellent
4 reviews
8.2
Easton Street, Portland, United Kingdom
Superb location
This property boasts superb location. It has a score 8.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots
No pets allowed
The 1-bedroom Foundry Cottage Portland offers quick access to such city attractions as the public Easton Gardens, located approximately…
Excellent
17 reviews
8.6
5 Queens Road, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in rooms
Staying at Sea View Cottage Portland, guests can visit Church Ope Cove Beach, which is 2.7 km away. This property…
Excellent
7 reviews
9
8 Officers Field, Osprey Quay, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Cots
Pets allowed
Situated merely a 5-minute walk from the public Victoria Gardens, the welcoming Olympic Cottage Portland offers easy access to…
Excellent
3 reviews
8.6
12 Sandholes Close, Portland, United Kingdom
Superb location
This property boasts superb location. It has a score 8.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Golf course
Fishing
Cycling
Pets allowed
Staying at the 1-bedroom Cliffwalk Cottage Portland, guests can easily reach the Castletown D-Day Centre, located about a…
Good
3 reviews
7.2
8 Sidon Mews, Portland, United Kingdom
Superb location
This property boasts superb location. It has a score 8.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Cots
Pets allowed
Offering sea views, the welcoming Jurassic Coast House Villa Portland is situated just a 5-minute walk from the Castle…
Excellent
4 reviews
9
26 King Street, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Pets allowed
Nestled about a 25-minute walk from the St George's Church, Fisherman'S Cottage, King Street Portland entices guests to explore…
Excellent
28 reviews
8.6
5 Greenhill Terrace, Portland, United Kingdom
Superb location
This property boasts superb location. It has a score 8.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed
The 3-bedroom Seasky Villa Portland offers proximity to nearby tourist spots, such as the Chesil Beach, situated approximately 10…
Good
2 reviews
8
131A Brandy Row, Portland, United Kingdom
Superb location
This property boasts superb location. It has a score 8.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Beach access
Cots
Pets allowed
Located around 5 minutes' walk from the public Victoria Gardens, the 2-bedroom Dolphin Cottage Chesil Beach Portland offers quick…
Excellent
1 review
10
183 Wakeham, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
No pets allowed
Situated nearly 5 minutes' walk from King Barrow Quarry and Nature Reserve, the 2-bedroom Pebble Reef Villa Portland offers…
Excellent
2 reviews
10
Annexe, , 19A Sweet Hill Road, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Fishing
No pets allowed
Staying at the 1-bedroom 2 Bed In Portland Oc-94598 Villa, guests can easily reach the fancys Fancy's Farm…
Excellent
7 reviews
9
2 Guernsey Street, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 9.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Golf course
Fishing
Cycling
Pets allowed
Situated only a 6-minute walk from the Chiswell Earthworks, the 2-bedroom Home From Home Portland offers easy access…
Excellent
2 reviews
8.4
17 Ventnor Road, , Fortuneswell, Portland, United Kingdom
Superb location
This property boasts superb location. It has a score 8.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Fishing
Cycling
No pets allowed
3 Bed In Portland Oc-Dc031 Villa is located 14 minutes' walk from the fancys Fancy's Farm and invites guests…
Excellent
7 reviews
9.6
Higher Light Lane Portland Bill, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Golf course
Fishing
Cycling
No pets allowed
Offering sea views, Coastguard View Villa Portland is situated just a 6-minute walk from the functioning Portland Bill Lighthouse.
Excellent
8 reviews
8.8
65 Fortuneswell, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Fishing
Cycling
No pets allowed
Located just 0.7 km from the fancys Fancy's Farm, the 2-bedroom The Blue Cottage Portland offers opportunities for cycling…
15 High Street, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Horseback riding
Wind surfing
Fishing
Canoeing
Cycling
Hiking
Darts
Wheelchair access
No pets allowed
The 3-bedroom Seaview Home With Private Garden, Bbq, Decking & Fire Pit Portland is located approximately 25 minutes' walk from…
Excellent
11 reviews
9.2
Groves House Castletown, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Golf course
Fishing
Cycling
No pets allowed
The 1-bedroom Groves House Villa Portland entices guests to enjoy cycling and fishing and offers proximity to the Castletown…
Excellent
48 reviews
8.8
75 Southwell Street Southwell, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Horseback riding
Wind surfing
Diving
Fishing
Canoeing
Hiking
Jacuzzi
Cots
Playpen
No pets allowed
Located nearly 5 minutes' walk from Freshwater Bay, the 2-bedroom Fishermans Cottage Portland gives easy access to various tourist…
Excellent
1 review
10
8 Chesil Beach Mews, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Cycling
Pets allowed
The 2-bedroom Kimberlin Villa Portland offers swift access to various city sites, such as the Chesil Beach, situated merely…
Excellent
11 reviews
8.2
3 Clements Lane, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
No pets allowed
Along with proximity to the Castle Rushen, located only 400 metres away, the 1-bedroom Ammonite Cottage Portland provides access…
Excellent
4 reviews
10
4 Bellevue Terrace, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Horseback riding
Wind surfing
Fishing
Hiking
Cots
Pets allowed
Cornerstone Villa Portland is located 16 minutes' walk from the Castletown D-Day Centre and invites guests to enjoy a…
29 High Street, Portland,Dorset, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 9.6 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Golf course
Diving
Snorkelling
Fishing
Canoeing
Cycling
Hiking
Cots
Pets allowed
Located a 6-minute walk from Underhill Methodist Church, Dog Friendly Cosy Coastal Cottage With Sea Views Portland offers a…
Excellent
4 reviews
9.4
7 Liberty Road, Portland, United Kingdom
Superb location
This property boasts superb location. It has a score 8.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Golf course
Fishing
Cycling
Video games
No pets allowed
Situated in close proximity to the Device fort "Portland Castle", the 8-room Sea Gem Villa Portland entices guests with…
Excellent
37 reviews
9
32, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Hiking
Playpen
No pets allowed
The 1-bedroom Duke'S Cottage Portland is located merely an 11-minute walk from the partially ruined Rufus Castle, giving…
Excellent
7 reviews
9
1 Chesil Mews, 179 Brandy Row, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
No pets allowed
Offering a location 17 minutes' walk from the Tout Quarry Sculpture Park and Nature Reserve, Vindelis Cottage Chesil Beach Portland…
Excellent
47 reviews
8.4
12 Officers Field, Portland, United Kingdom
Excellent location
This property boasts excellent location. It has a score 9.1 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in rooms
Horseback riding
Wind surfing
Diving
Fishing
Canoeing
Hiking
Cots
No pets allowed
The 2-bedroom Olympic Village Vela - Portland villa offers easy access to such tourist spots as the Chiswell Walled Garden…
Excellent
1 review
9
75 Southwell Street, Portland, United Kingdom
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Golf course
Fishing
Cycling
No pets allowed
The 2-bedroom Fisherman'S Cottage Portland is located around a 25-minute walk from the St George's Church and invites…
Good
1 review
7
11 Albert Terrace, Portland, United Kingdom
Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Cycling
Cots
Pets allowed
The 2-bedroom Spring Rose Cottage Portland entices guests to enjoy cycling and offers proximity to the Castle Rushen, located…
135 Chiswell, Portland, United Kingdom
Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Golf course
Fishing
Cycling
Cots
No pets allowed
Offering sea views, the 1-bedroom Sunset Lodge Portland is situated just 6 minutes' walk from the Castle Rushen.
3 Cove Cottages, Portland, United Kingdom
Wi-Fi
Beach access
Golf course
Fishing
Cycling
No pets allowed
The 1-bedroom Cove Cottage Hideaway Portland is located approximately a 15-minute walk from the shaped Portland Castle and…
26 Officers Field, Portland, United Kingdom
Wi-Fi
Beach access
Tennis court
Horseback riding
Wind surfing
Diving
Snorkelling
Fishing
Canoeing
Cycling
Hiking
Cots
Playpen
No pets allowed
Located just 7 minutes' stroll from the Device fort "Portland Castle", Kite House - Modern & Spacious 'Olympic' House Portland villa includes…
9 Delhi Lane Easton, Portland, United Kingdom
Wi-Fi
Beach access
Fishing
Cycling
Pets allowed
Arum Portland villa offers quick access to such city attractions as the 20th - century All Saints Anglican Church, located nearly…

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2026-05-17
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