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The 10 Best Holiday Rentals in Portland, UK

Check out our pick of great holiday rentals in Portland

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Queen Anne House offers elegant bed and breakfast in Portland, 5 miles from Weymouth, Dorset. The luxuriously furnished en suite rooms have free Wi-Fi and parking.

Each room at Queen Anne House has an en suite bathroom with bath or shower and complementary toiletries. All have a flat-screen TV, hairdryer and tea and coffee facilities with hot chocolate and biscuits.

Garden was stunning, a tropical oasis - just a pity that you hear the traffic. It's a very busy road - so constant noise. Although you're not disturbed inside - it's very quiet in the Garden Room.

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9.3
Superb
247 reviews
Price from
£110
per night

The spacious holiday home has 3 bedrooms, a TV, a fully equipped kitchen with a microwave and a toaster, and 2 bathrooms with a walk-in shower.

Guests at the holiday home can enjoy cycling and fishing nearby, or make the most of the garden.

Everything about this property is perfect. In fact, we just regretted immediately why we didn't book for more days. This property is classy for a fantastic holiday. It got everything from space, cleanliness, secure gated parking, comfortable beds and chairs, TV sets in the living room and some bedrooms, extensive balconies with chairs for relaxation while enjoying the sea view,, fully equipped kitchen etc....... Summary is that property is beyond imagination....

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9.2
Superb
6 reviews

The air-conditioned holiday home consists of 5 bedrooms, a fully equipped kitchen and 3 bathrooms. Towels and bed linen are offered in the holiday home.

Rufus Castle is 3.5 km from the holiday home, while Athelhampton House is 30 km from the property. The nearest airport is Bournemouth Airport, 67 km from SeaSky.

Really nice property, very clean and well equipped. The communication with the host was very smooth.

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9
Superb
7 reviews
Price from
£200
per night

Situated in Portland, near Portland Museum and Rufus Castle, the historic Duke’s Cottage has a garden. Featuring sea and garden views, this holiday home also includes free WiFi. The property is non-smoking and is set 2.2 km from Portland Beach.

Poppy & Sunny have made this place in to a dream! Loads of original features which are done to a very high standard. We loved our time at Dukes Cottage and cannot wait to visit again

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9.3
Superb
16 reviews
Price from
£155
per night

This holiday home features 2 bedrooms, a kitchen with a dishwasher and an oven, a TV, a seating area and 1 bathroom. The accommodation offers a fireplace.

Guests at the holiday home will be able to enjoy activities in and around Portland, like golfing, cycling and fishing.

Great location as about 5 minute walk from the beach and you get some awesome views of the sunset from the main bedroom. Really nice cottage with everything we needed for a long weekend and suitable for kids. Met the owner and he was very nice. Well looked after property and a great location for getting to see the rest of portland and surrounding areas. Would recommend

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9.4
Superb
5 reviews
Price from
£336.38
per night

Set in Portland and only 700 metres from Chesil Beach, Brackenbury House offers accommodation with sea views, free WiFi and free private parking. This recently renovated homestay is located 2.9 km from Chesil Beach and 33 km from Monkey World. The property offers allergy-free units and is located 40 km from Golden Cap.

Brackenbury House is a lovely, charming manor just at the upper edge of Castletown, roughly 10 minutes walk from the beach where all the restaurants are. The owners are absolutely lovely and helped us with recommendations throughout our stay. Even if we barely met them in the house, they were available 24/7 and had the best possible tips for us. We'd return anytime, to Brackenbury House and to the Isle of Portland, which is an absolute hidden gem.

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9.1
Superb
76 reviews
Price from
£115
per night

Boasting a terrace with garden views, a garden and barbecue facilities, Pebble Reef can be found in Portland, close to Portland Museum and 2.7 km from Portland Beach. With inner courtyard views, this accommodation provides a patio. Providing free WiFi throughout the property, the non-smoking holiday home features a hot tub.

The location was PERFECT. The four of us (two couples) had way more room than we needed and were easily able to walk to local grocery stores, hiking spots, rock climbing spots, and restaurants.

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9.3
Superb
9 reviews
Price from
£130.50
per night

Set 32 km from Monkey World, 39 km from Golden Cap and 46 km from Corfe Castle, Sunset Lodge offers accommodation located in Portland. The 4-star holiday home has sea views and is 2.4 km from Chesil Beach. Free WiFi is available throughout the property and Portland Beach is 200 metres away.

Lovely clean comfortable house with plenty of space for us all, great location. Really nice welcome pack on arrival which wasn't expected, but greatly received! Would defiantly like to stay there again. Thanks for providing a lovely homely place to stay.

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9.7
Exceptional
9 reviews
Price from
£349.60
per night

The spacious holiday home is equipped with 4 bedrooms, a fully equipped kitchen with a dining area and a dishwasher, and 2 bathrooms.

Corfe Castle is 45 km from the holiday home, while Portland Castle is 600 metres away. The nearest airport is Bournemouth Airport, 66 km from Osprey House Portland.

WOW what an amazing property, extremely well equipped and spacious, and the location was perfect for our stay .

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9
Superb
5 reviews
Price from
£398.48
per night

The holiday home is equipped with 3 bedrooms, a TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area.

Very comfortable property ,with everything to make the stay home from home.

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9
Superb
16 reviews
Price from
£162.50
per night

Most booked holiday rentals in Portland this month

Enjoy breakfast in Portland!

  • Queen Anne House
    Breakfast options
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 247 reviews

    Queen Anne House offers elegant bed and breakfast in Portland, 5 miles from Weymouth, Dorset. The luxuriously furnished en suite rooms have free Wi-Fi and parking.

    welcoming, friendly,clean & tidy. Sumptuous breakfast .

  • The Blue Cottage
    Breakfast options
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 6 reviews

    Situated in Portland and only 500 metres from Portland Beach, The Blue Cottage features accommodation with sea views, free WiFi and free private parking.

  • SeaSky
    Breakfast options
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 7 reviews

    Set in Portland in the Dorset region, with Portland Beach and Portland Castle nearby, SeaSky offers accommodation with free WiFi and free private parking.

    Very spacious modern house, great location, nice view from the top room etc

  • Duke’s Cottage
    Breakfast options
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 16 reviews

    Situated in Portland, near Portland Museum and Rufus Castle, the historic Duke’s Cottage has a garden. Featuring sea and garden views, this holiday home also includes free WiFi.

    Location, comfort,cleanliness,responsive to any need

  • The Shambles
    Breakfast options
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews

    Offering a garden and sea view, The Shambles is situated in Portland, 33 km from Monkey World and 40 km from Golden Cap.

  • Brackenbury House
    Breakfast options
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 76 reviews

    Set in Portland and only 700 metres from Chesil Beach, Brackenbury House offers accommodation with sea views, free WiFi and free private parking.

    Great room ,very informative hosts highly recommended

  • Pebble Reef
    Breakfast options
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 9 reviews

    Boasting a terrace with garden views, a garden and barbecue facilities, Pebble Reef can be found in Portland, close to Portland Museum and 2.7 km from Portland Beach.

    Great hot tub. The cottage had everything we needed.

  • Sunset Lodge
    Breakfast options
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 9 reviews

    Set 32 km from Monkey World, 39 km from Golden Cap and 46 km from Corfe Castle, Sunset Lodge offers accommodation located in Portland.

    n/a no breakfast. location fantastic overlooking chesil beach close to pubs and garage for parking very handy

These holiday rentals in Portland have options with FREE cancellation

  • Beautiful Town house on the beach
    Free cancellation options available
    5.7
    Scored 5.7
    Above average
    Rated okay
     · 6 reviews

    Beautiful Town house on the beach, a property with a garden, is situated in Portland, 32 km from Monkey World, 39 km from Golden Cap, as well as 46 km from Corfe Castle.

  • Osprey House Portland
    Free cancellation options available
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 5 reviews

    Offering sea views, Osprey House Portland is an accommodation located in Portland, 200 metres from Portland Beach and 32 km from Monkey World.

    WOW what an amazing property, extremely well equipped and spacious, and the location was perfect for our stay .

  • Cornerstone
    Free cancellation options available
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 16 reviews

    Cornerstone is situated in Portland, 33 km from Monkey World, 40 km from Golden Cap, as well as 46 km from Corfe Castle. This property offers access to a terrace, free private parking and free WiFi.

    Lovely well looked after property, modern decor Great size bedrooms

  • Crabbers' Wharf
    Free cancellation options available
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 522 reviews

    Crabbers' Wharf features sea views, free WiFi and free private parking, located in Portland, less than 1 km from Portland Beach.

    Everything especially the balcony and the sunset!!

  • Seascape Apartment
    Free cancellation options available
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 7 reviews

    Boasting accommodation with a private pool, Seascape Apartment is set in Portland. This property offers access to a balcony, free private parking and free WiFi.

  • Sea View Cottage in Dorset, Portland
    Free cancellation options available
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 52 reviews

    Sea View Cottage in Dorset, Portland, a property with a garden and a terrace, is set in Portland, 2.5 km from Chesil Beach, 32 km from Monkey World, as well as 39 km from Golden Cap.

    Beautifully decorated, very clean and well equipped.

  • Cozy Cove Chapel
    Free cancellation options available
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 15 reviews

    Housed in a historic building, the recently renovated Cozy Cove Chapel features accommodation with water sports facilities and free WiFi.

    Really does live up to its name by being very cosy.

  • 5 Coastguard Cottage
    Free cancellation options available
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 5 reviews

    5 Coastguard Cottage, a property with a garden, is located in Portland, 2.5 km from Chesil Beach, 33 km from Monkey World, as well as 40 km from Golden Cap.

Highly rated holiday rentals in Portland

  • The Old Rope House
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 18 reviews

    Set in Portland, 500 metres from Portland Beach and 33 km from Monkey World, The Old Rope House provides accommodation with amenities such as free WiFi and a flat-screen TV.

    Very spacious even for 6 people, had everything we needed!

  • Panoramic View
    8.0+ review score
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 27 reviews

    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.

    Comfortable . Spotlessly clean . Excellent position .

  • The View
    8.0+ review score
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 7 reviews

    Offering sea views, The View is an accommodation located in Portland, 100 metres from Portland Beach and 2.6 km from Chesil Beach.

  • Olympic Village Vela - Portland
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 35 reviews

    Set in Portland and only 200 metres from Portland Beach, Olympic Village Vela - Portland offers accommodation with garden views, free WiFi and free private parking.

    Beautifully clean . Fab house. Really great location

  • Sea View Cottage
    8.0+ review score
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 32 reviews

    Situated in Portland, Sea View Cottage is a historic holiday home that features free WiFi, and guests can enjoy water sports facilities and a garden.

    the location. ideal for beach and local pubs and shops

  • Fishermans Cottage
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 34 reviews

    Boasting a terrace with sea views, a garden and barbecue facilities, Fishermans Cottage can be found in Portland, close to Portland Museum and 37 km from Monkey World.

    Clean and comfortable...all you needed for a stay away....

  • Olympic Village Home - Victory
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 28 reviews

    Offering a garden and quiet street view, Olympic Village Home - Victory is set in Portland, 2.3 km from Chesil Beach and 32 km from Monkey World.

    Lovely modern house, clean, bright, very comfortable, good location.

  • Neptune Cottage
    8.0+ review score
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 10 reviews

    Neptune Cottage, a property with a garden, is set in Portland, 39 km from Golden Cap, 46 km from Corfe Castle, as well as 1.1 km from Portland Castle.

FAQ about holiday rentals in Portland







Holiday rentals that guests love in Portland

  • 8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 522 reviews
    Beautiful holiday home. Clean and spacious.
    Beverley
    Family with young children
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 52 reviews
    Lovely location, Immaculately presented holiday home with all home comforts Particularly appreciated the 'little extra's' of welcome food hamper & fresh juice & milk left in the fridge & lovely view of sea/beach facing windows & lovely welcoming local pub just minutes away (Star inn)
    Jason
    Group
  • 8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 522 reviews
    Location was ideal for our purposes. We selected this property because it was something different from the usual holiday cottage. Impressed with the standard of furniture and fittings.
    David
    Young couple

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