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The best holiday rentals in Portland

Check out our pick of great holiday rentals in Portland

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Olympic Village Vela - Portland, hotel in Portland

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.

Scored 8.8
8.8
Rated fabulous
Fabulous
42 reviews
Price from
£318.30
1 night, 2 adults
Kelston Guest House, hotel in Portland

A 1-minute walk from Weymouth’s beach and Esplanade, Kelston Guest House offers high-quality bed and breakfast on Dorset’s Jurassic Coast.

A very well presented room and facilities
Scored 9.5
9.5
Rated exceptional
Exceptional
327 reviews
Price from
£95
1 night, 2 adults
Hudsons Guest House - Adults only, hotel in Portland

Hudsons Guest House - Adults only offers adults only accommodation for people over the age of 18.

Good location and convenient
Scored 9.2
9.2
Rated superb
Superb
451 reviews
Price from
£78.16
1 night, 2 adults
Fosters Guest House, hotel in Portland

Located in Weymouth, 2.1 km from Weymouth Beach and 24 km from Monkey World, Fosters Guest House provides accommodation with free WiFi in a historic building.

Breakfast was amazing, freshly cooked and of high quality ingredients. The warming welcome from start to finish of my stay. Nothing was any trouble whatsoever. I had to leave early and Mark and Teresa accommodated an early breakfast especially for me. Being a seaside house there isn't a designated carpark but Teresa had already reserved me a safe and secure space just a very short walk away.
Scored 9.4
9.4
Rated superb
Superb
351 reviews
Price from
£67.50
1 night, 2 adults
Marjune Guest House, hotel in Portland

A 2-minute walk from the seafront, Marjune Guest House in Weymouth provides comfortable bed and breakfast accommodation on the Dorset coast.

Stephanie went out of her way to make you feel welcome and all the personal added extras to your room made it feel even more like home from home
Scored 9.6
9.6
Rated exceptional
Exceptional
412 reviews
Price from
£101.20
1 night, 2 adults
St John's Guest House, hotel in Portland

Featuring a shared lounge and views of city, St John's Guest House is a recently renovated guest house set in Weymouth, 2 km from Weymouth Beach.

Clean, comfortable, extras such as kettle and fridge with milk make this a 5* stay. Excellent breakfast.
Scored 9.4
9.4
Rated superb
Superb
224 reviews
Price from
£132
1 night, 2 adults
Braemar, hotel in Portland

Braemar is located in Weymouth, a 5-minute walk to Weymouth train station and a 15-minute walk from Weymouth town centre and Harbour.

The hosts were brilliant and breakfast was excellent
Scored 9.3
9.3
Rated superb
Superb
465 reviews
Price from
£70
1 night, 2 adults
The Florian, hotel in Portland

The Florian self-catering accommodation is just a 10-15 minutes' walk from the beach, harbour, and town centre. There is a regular bus service running to and from town.

10 min walk into town centre. Parking on site. Good amenities in room.
Scored 9.1
9.1
Rated superb
Superb
290 reviews
Price from
£72
1 night, 2 adults
Channel View Guest House, hotel in Portland

Overlooking beautiful Weymouth bay, this 19th-century property offers colourful, cosy rooms with a small drinks cooler and some with panoramic views.

we just had a lovely overnight stay. we were really made to feel welcome the staff were absolutely fantastic. We were even offered a room up free of charge! absolutely 💯 tea and coffee and milk in the fridge great little attention to detail. Fantastic little location right on the sea front. I would love to stay longer next time.
Scored 9.1
9.1
Rated superb
Superb
490 reviews
Price from
£140
1 night, 2 adults
Cunard Guest House, hotel in Portland

A 1-minute walk from Weymouth Esplanade, Cunard Guest House provides well-appointed en suite rooms with breakfast, free parking and Wi-Fi.

The room had all the facilities you could need tea ,coffee Wi-Fi access. It was very clean and cosy and the bed was very comfortable. Breakfast was extremely good with a wide choice.
Scored 9.2
9.2
Rated superb
Superb
900 reviews
Price from
£69.30
1 night, 2 adults
All holiday rentals in Portland

Most booked holiday rentals in Portland this month

Enjoy breakfast in Portland!

  • Lyme View
    Breakfast options
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 5 reviews

    Lyme View, a property with a garden, is located in Portland, 33 km from Monkey World, 40 km from Golden Cap, as well as 46 km from Corfe Castle.

  • The Blue Cottage
    Breakfast options
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 7 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.

    Homely feel and had everything we needed for our holiday

  • SeaSky
    Breakfast options
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 16 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.

    The sauna is a real treat and we enjoyed it. Every room has a theme.

  • Duke’s Cottage
    Breakfast options
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 24 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

  • Pebbles Reach
    Breakfast options
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 5 reviews

    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.

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

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

    Friendly hostess Comfortable Clean Good coffee machine

  • The View
    Breakfast options
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 6 reviews

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

  • Pebble Reef
    Breakfast options
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 10 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.

    We loved this cottage and the hot tub! It is in a great location, near the coastal paths and Portland Bill. The cottage was very well-equipped and comfortable.

These holiday rentals in Portland have options with FREE cancellation

  • Sunset Lodge
    Free cancellation options available
    Scored 9.7
    9.7
    Rated exceptional
    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.

    Fabulous location Beautifully appointed, very thoughtfully done - e.g. torches in each room

  • Osprey House Portland
    Free cancellation options available
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 6 reviews

    Offering a garden and sea view, Osprey House Portland is 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
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 13 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
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 592 reviews

    Located in Portland, within less than 1 km of Portland Beach and 2.8 km of Chesil Beach, Crabbers' Wharf provides accommodation with water sports facilities and free WiFi as well as free private...

    Lovely property with beautiful views out to the sea

  • 65 Ocean View
    Free cancellation options available
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 5 reviews

    Offering sea views, 65 Ocean View is an accommodation set in Portland, 33 km from Monkey World and 40 km from Golden Cap.

  • Bright & beautiful 4 bedroom house with sea views
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 7 reviews

    Bright & beautiful 4 bedroom house with sea views is situated in Portland, 8.1 km from Weymouth Harbour, 33 km from Monkey World, and 40 km from Golden Cap.

    Very well equipped and nicely furnished Comfortable and clean

  • Seascape Apartment
    Free cancellation options available
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 10 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.

    Great location and views. Very comfortable. Good size apartment

  • Cozy Cove Chapel
    Free cancellation options available
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 22 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.

Highly rated holiday rentals in Portland

  • Sea View Cottage in Dorset, Portland
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 77 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.

    So comfortable, clean, equipped and beautifully furnished.

  • The Shambles
    8.0+ review score
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 11 reviews

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

    Lovely house, quite fresh and clean looking with a very homely vibe

  • 5 Coastguard Cottage
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 6 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.

    The gorgeous views made this place an absolute gem! Nothing better to wake up with views of the sea!

  • The Old Rope House
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 19 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.

    Location, large enough for family with teens Lovely home

  • Panoramic View
    8.0+ review score
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 29 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 .

  • Olympic Village Vela - Portland
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 42 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
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 34 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
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 42 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....

FAQ about holiday rentals in Portland

Holiday rentals that guests love in Portland

  • Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 592 reviews
    Beautiful holiday home. Clean and spacious.
    Beverley
    Family with young children
  • Scored 9.2
    9.2
    Rated superb
    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
  • Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 592 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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