Holiday Rentals in Portland
Find the holiday rentals that appeal to you the most
Top picks for Portland hotels
Explore our most popular hotels in Portland
- Scored out of 10, guest rating 9.1Superb - What previous guests thought, 615 reviewsFromUS$2351 night, 2 adults
- Scored out of 10, guest rating 8.5Very good - What previous guests thought, 46 reviewsFromUS$2781 night, 2 adults
- Scored out of 10, guest rating 9.4Superb - What previous guests thought, 5 reviewsFromUS$8631 night, 2 adults
- Scored out of 10, guest rating 5.5Passable - What previous guests thought, 8 reviewsFromUS$4041 night, 2 adults
- Scored out of 10, guest rating 10Exceptional - What previous guests thought, 2 reviewsFromUS$1,7461 night, 2 adults
- Scored out of 10, guest rating 7.8Good - What previous guests thought, 5 reviewsFromUS$1,2111 night, 2 adults
- Scored out of 10, guest rating 9.1Superb - What previous guests thought, 9 reviewsFromUS$1,0821 night, 2 adults
- FromUS$9321 night, 2 adults
- Scored out of 10, guest rating 7.7Good - What previous guests thought, 11 reviewsFromUS$9541 night, 2 adults
- Scored out of 10, guest rating 10Exceptional - What previous guests thought, 1 reviewFromUS$8461 night, 2 adults
- Scored out of 10, guest rating 7.6Good - What previous guests thought, 5 reviewsFromUS$1,5561 night, 2 adults
- Scored out of 10, guest rating 10Exceptional - What previous guests thought, 3 reviewsFromUS$1,4591 night, 2 adults
- Scored out of 10, guest rating 9.1Superb - What previous guests thought, 96 reviewsFromUS$2721 night, 2 adults
- Scored out of 10, guest rating 9.8Exceptional - What previous guests thought, 7 reviewsFromUS$8001 night, 2 adults
- Scored out of 10, guest rating 9.5Exceptional - What previous guests thought, 2 reviewsFromUS$7511 night, 2 adults
- Scored out of 10, guest rating 9.3Superb - What previous guests thought, 226 reviewsFromUS$1421 night, 2 adults
- Scored out of 10, guest rating 9.3Superb - What previous guests thought, 431 reviewsFromUS$1111 night, 2 adults
- Scored out of 10, guest rating 8.0Very good - What previous guests thought, 467 reviewsFromUS$721 night, 2 adults
- Scored out of 10, guest rating 9.4Superb - What previous guests thought, 392 reviewsFromUS$1151 night, 2 adults
- Scored out of 10, guest rating 9.1Superb - What previous guests thought, 580 reviewsFromUS$881 night, 2 adults
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Crabbers' Wharf
Located in Portland, 1 km from Portland Beach, Crabbers' Wharf has water sports facilities, private parking and rooms with free WiFi access.
Bear's Apartment
Offering sea views, Bear's Apartment is an accommodation located in Portland, 33 km from Monkey World and 40 km from Golden Cap.
Pebbles Reach
Located in Portland in the Dorset region, with Portland Beach and Portland Castle nearby, Pebbles Reach provides accommodation with free WiFi and free private parking.
Olympic Village Vela - Portland
Set in Portland and only 300 metres from Portland Beach, Olympic Village Vela - Portland offers accommodation with garden views, free WiFi and free private parking.
The Shambles
Offering a garden and sea view, The Shambles is situated in Portland, 33 km from Monkey World and 40 km from Golden Cap.
Lighthouse View
Situated in Portland and only 37 km from Monkey World, Lighthouse View features accommodation with sea views, free WiFi and free private parking.
The View
Offering sea views, The View is an accommodation located in Portland, 100 metres from Portland Beach and 7.8 km from Weymouth Harbour.
Jurassic Coast House
Offering a garden and sea view, Jurassic Coast House is located in Portland, 400 metres from Portland Beach and 32 km from Monkey World.
Calm sea guesthouse
Situated in Weymouth, 2 km from Weymouth Beach and 2.9 km from Weymouth Harbour, Calm sea guesthouse features accommodation with free WiFi in a historic building.
The Ocean Guest House
Featuring a private beach area and views of lake, The Ocean Guest House is a guest house situated in a historic building in Weymouth, 200 metres from Weymouth Beach.
The best holiday rentals in Portland
Check out our pick of great holiday rentals in Portland
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Crabbers' Wharf
Located in Portland, 1 km from Portland Beach, Crabbers' Wharf has water sports facilities, private parking and rooms with free WiFi access.
Bear's Apartment
Offering sea views, Bear's Apartment is an accommodation located in Portland, 33 km from Monkey World and 40 km from Golden Cap.
Pebbles Reach
Located in Portland in the Dorset region, with Portland Beach and Portland Castle nearby, Pebbles Reach provides accommodation with free WiFi and free private parking.
Olympic Village Vela - Portland
Set in Portland and only 300 metres from Portland Beach, Olympic Village Vela - Portland offers accommodation with garden views, free WiFi and free private parking.
The Shambles
Offering a garden and sea view, The Shambles is situated in Portland, 33 km from Monkey World and 40 km from Golden Cap.
Lighthouse View
Situated in Portland and only 37 km from Monkey World, Lighthouse View features accommodation with sea views, free WiFi and free private parking.
The View
Offering sea views, The View is an accommodation located in Portland, 100 metres from Portland Beach and 7.8 km from Weymouth Harbour.
Jurassic Coast House
Offering a garden and sea view, Jurassic Coast House is located in Portland, 400 metres from Portland Beach and 32 km from Monkey World.
Calm sea guesthouse
Situated in Weymouth, 2 km from Weymouth Beach and 2.9 km from Weymouth Harbour, Calm sea guesthouse features accommodation with free WiFi in a historic building.
The Ocean Guest House
Featuring a private beach area and views of lake, The Ocean Guest House is a guest house situated in a historic building in Weymouth, 200 metres from Weymouth Beach.
Most booked holiday rentals in Portland and surroundings in the past month
Popular with guests booking holiday rentals in Portland
Popular with guests booking holiday rentals in Portland
Popular with guests booking holiday rentals in Portland
Popular with guests booking holiday rentals in Portland
Popular with guests booking holiday rentals in Portland
Popular with guests booking holiday rentals in Portland
Popular with guests booking holiday rentals in Portland
Popular with guests booking holiday rentals in Portland
Popular with guests booking holiday rentals in Portland
Popular with guests booking holiday rentals in Portland
Holiday Rentals with swimming pools in Portland and nearby
Old Higher Lighthouse Stopes Cottage
Set in Southwell and only 38 km from Monkey World, Old Higher Lighthouse Stopes Cottage offers accommodation with sea views, free WiFi and free private parking.
Old Higher Lighthouse Branscombe Lodge
Located in Southwell and only 38 km from Monkey World, Old Higher Lighthouse Branscombe Lodge provides accommodation with sea views, free WiFi and free private parking.
Seascape Apartment
Set in Portland, Seascape Apartment features accommodation with a private pool. This property offers access to a balcony, free private parking and free WiFi.
Located in Castletown and only less than 1 km from Portland Beach, Quayside Apartment - Large and Spacious Duplex provides accommodation with sea views, free WiFi and free private parking.
Panoramic View
Situated in Portland and only less than 1 km from Portland Beach, Panoramic View features accommodation with sea views, free WiFi and free private parking.
Set just 4.5 km from Weymouth Harbour, Panoramic Views Relaxing Caravan Littlesea Haven Weymouth provides accommodation in Weymouth with access to a garden, a bar, as well as a minimarket.
Set just 28 km from Monkey World, LOCATION LOCATION Beautiful Modern Frontline Caravan Haven Littlesea Weymouth offers accommodation in Weymouth with access to a terrace, a bar, as well as private...
Forget Me Not Caravan - Littlesea Haven Holiday Park, Weymouth, a property with a garden and a bar, is set in Wyke Regis, 28 km from Monkey World, 34 km from Golden Cap, as well as 41 km from Corfe...
Enjoy breakfast in Portland and nearby
The Old Castle Hotel
Set 2 km from Weymouth Beach, The Old Castle Hotel offers 3-star accommodation in Rodwell and features a garden.
The Ocean Guest House
Featuring a private beach area and views of lake, The Ocean Guest House is a guest house situated in a historic building in Weymouth, 200 metres from Weymouth Beach.
Sailors Return Weymouth
On Weymouth’s harbour, The Sailor’s Return offers beautiful harbourside views, daily pub food, and rooms with LCD TVs and free Wi-Fi.
Cavendish House
Cavendish House is situated on the seafront in Weymouth, 90 metres from Weymouth Beach and 25 km from Monkey World. Featuring sea and river views, this bed and breakfast also comes with free WiFi.
The Anchorage
Close to all local facilities, beach, restaurants and entertainment, The Anchorage is located in the seaside town of Weymouth, just 10 minutes’ walk to the railway station.
Clifton Hotel
Less than a 1-minute walk from Weymouth Train Station, Clifton Hotel offers comfortable rooms and cooked breakfasts on the Dorset coast.
A MAIDEN REST
Situated in Weymouth, just 1.9 km from Weymouth Beach, A MAIDEN REST features beachfront accommodation with water sports facilities and free WiFi.
Lichfield House
Lichfield House is located in Weymouth, a 15-minute walk from Weymouth Harbour, and offers free WiFi. The property is set 1.1 km from Weymouth Marina and 2.6 km from Sandsfoot Castle.
These holiday rentals in Portland and nearby have options with free cancellation
The Portwey Pearl
Set in Rodwell and only 1.1 km from Weymouth Beach, The Portwey Pearl offers accommodation with quiet street views, free WiFi and free private parking.
Seacrest Guest House
Located in Weymouth, just 70 metres from Weymouth Beach, Seacrest Guest House provides beachfront accommodation with free WiFi.
Blue Ensign Cottage
Located in Weymouth, 200 metres from Weymouth Beach and 25 km from Monkey World, Blue Ensign Cottage provides accommodation with free WiFi in a historic building.
The Wilton Weymouth
Set within 200 metres of Weymouth Beach and 24 km of Monkey World in Weymouth, The Wilton Weymouth offers accommodation with seating area.
Driftwood B&B Weymouth
Located within 1.8 km of Weymouth Beach and 2.1 km of Weymouth Harbour in Weymouth, Driftwood B&B Weymouth features accommodation with seating area.
Top floor in beautiful home
Set 25 km from Monkey World, 34 km from Golden Cap and 37 km from Corfe Castle, Top floor in beautiful home features accommodation located in Weymouth.
Valentine Guest House
Just a few minutes’ walk from sandy beaches, this family run Grade II listed guest house offers bed and breakfast accommodation with free Wi-Fi on Dorset's beautiful Jurassic coast.
Channel View Guest House
Overlooking beautiful Weymouth bay, this 19th-century property offers colourful, cosy rooms with a small drinks cooler and some with panoramic views.
Highly rated holiday rentals in Portland and nearby
Luxurious Beach House Chesil Beach. Sleeps 6
Luxurious Beach House Chesil Beach. Sleeps 6, a property with a garden, is located in Castletown, 7.7 km from Weymouth Harbour, 32 km from Monkey World, as well as 39 km from Golden Cap.
Home Waters
Home Waters, a property with a garden, is situated in Weymouth, 29 km from Monkey World, 36 km from Golden Cap, as well as 42 km from Corfe Castle.
Wren Cottage
Offering a garden and sea view, Wren Cottage is located in Weymouth, 29 km from Monkey World and 36 km from Golden Cap.
Jay Cottage
Set in Weymouth in the Dorset region, with Chesil Beach nearby, Jay Cottage offers accommodation with free WiFi and free private parking.
Maisy Cottage
Maisy Cottage, a property with a garden, is located in Weymouth, 1.2 km from Weymouth Harbour, 26 km from Monkey World, as well as 38 km from Corfe Castle.
Little Tern
Little Tern, a property with a garden and a terrace, is set in Weymouth, 1.1 km from Weymouth Harbour, 26 km from Monkey World, as well as 40 km from Corfe Castle.
Firkin Cottage
Firkin Cottage, a property with a garden, is situated in Weymouth, 26 km from Monkey World, 40 km from Corfe Castle, as well as 42 km from Golden Cap.
Fenders
Fenders, a property with a garden, is set in Weymouth, 26 km from Monkey World, 38 km from Corfe Castle, as well as 43 km from Golden Cap. The 4-star holiday home is 1.1 km from Weymouth Harbour.
