The 10 best holiday rentals in Portland, UK | Booking.com
Skip to main content

Holiday Rentals in Portland

Find the holiday rentals that appeal to you the most

The best holiday rentals in Portland

Check out our pick of great holiday rentals in Portland

Filter by:

Review score

Crabbers' Wharf

Portland

Located in Portland, 1 km from Portland Beach, Crabbers' Wharf has water sports facilities, private parking and rooms with free WiFi access.

D
Dana Camelia
From
Romania
The view from the lounge was breathtaking. The flat was spotless and had all the utilities needed. It was very easy to access, following very clear directions and instructions that were given when we booked in.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 579 reviews
Price from
US$219.52
1 night, 2 adults

Bear's Apartment

Portland

Offering sea views, Bear's Apartment is an accommodation located in Portland, 33 km from Monkey World and 40 km from Golden Cap.

I
Ian
From
United Kingdom
All communication was excellent, Very Clean Tidy Apartment with Fantastic Views, excellent value for money and great size parking available too included. The Beds and Bedding were super comfortable and Having 4 Patio doors made accessing the Balcony so easy from almost every room!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 5 reviews
Price from
US$858.34
1 night, 2 adults

Pebbles Reach

Portland

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.

A
Adam
From
United Kingdom
Really clean. Really comfortable beds. Nice towels.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 8 reviews
Price from
US$1,028.17
1 night, 2 adults

Olympic Village Vela - Portland

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.

S
Samantha
From
United Kingdom
Very clean well equipped and comfortable house
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 43 reviews
Price from
US$341.93
1 night, 2 adults

The Shambles

Portland

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

k
karen
From
United Kingdom
Beautiful view, newly decorated house.
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 11 reviews
Price from
US$948.61
1 night, 2 adults

Lighthouse View

Portland

Situated in Portland and only 37 km from Monkey World, Lighthouse View features accommodation with sea views, free WiFi and free private parking.

W
William
From
United Kingdom
Comfortable, clean, quiet. Easy access to walks, attractions etc. Beautiful view. No complaints.
Scored out of 10, guest rating 5.7
Passable - What previous guests thought, 8 reviews
Price from
US$383.70
1 night, 2 adults

The View

Portland

Offering sea views, The View is an accommodation located in Portland, 100 metres from Portland Beach and 7.8 km from Weymouth Harbour.

J
Jayne
From
United Kingdom
Well laid out and great views with the large window overlooking the sea
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 6 reviews
Price from
US$1,204.12
1 night, 2 adults

Jurassic Coast House

Portland

Offering a garden and sea view, Jurassic Coast House is located in Portland, 400 metres from Portland Beach and 32 km from Monkey World.

j
jeff
From
United Kingdom
very clean house, everything you would need provided
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 5 reviews
Price from
US$1,476.47
1 night, 2 adults

The fleet retreat

Weymouth (Near Portland)

Set in Weymouth, The fleet retreat offers accommodation with a heated pool, a patio and sea views. Both free WiFi and parking on-site are available at the guest house free of charge.

C
CLAUDIA
From
Mexico
Great location and all the things you need to have a great time. Walking distance inside the holiday park there is a hill where you can watch the incredible sunset, plus all the paths to go and have great walks. Restaurant, pub, little shop and everything just 2 min walking distance from the caravan. 100% recommended, perfect to share with friends. The host was very nice and available at anytime. Amazing place and very affordable.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 121 reviews
Price from
US$208.55
1 night, 2 adults

Calm sea guesthouse

Weymouth (Near Portland)

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.

A
Anne-Sophie
From
France
We have had a lovely time at Mel and Trish’s! They are so nice and helpful and we have always felt welcome with our two young kids. The bedroom was clean and well equipped with treats and even a few games for the kids. The guesthouse is very well situated to enjoy Weymouth and explore the region. Would definitely recommend! Thanks again!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 199 reviews
Price from
US$172.96
1 night, 2 adults
All holiday rentals in Portland

Most booked holiday rentals in Portland and surroundings in the past month

See all

Highly rated holiday rentals in Portland and nearby

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 96 reviews

    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.

    From US$471.11 per night
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 8 reviews

    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.

  • Waters Edge

    Weymouth
    8.0+ review score
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 5 reviews

    Offering a garden and sea view, Waters Edge is set in Weymouth, 1.6 km from Chesil Beach and 29 km from Monkey World.

  • Home Waters

    Weymouth
    8.0+ review score
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 5 reviews

    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

    Weymouth
    8.0+ review score
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 18 reviews

    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

    Weymouth
    8.0+ review score
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 13 reviews

    Set in Weymouth in the Dorset region, with Chesil Beach nearby, Jay Cottage offers accommodation with free WiFi and free private parking.

  • Maisy Cottage

    Weymouth
    8.0+ review score
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 9 reviews

    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.

    From US$988.39 per night
  • Little Tern

    Weymouth
    8.0+ review score
    Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 8 reviews

    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.

Enjoy breakfast in Portland and nearby

  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 104 reviews

    Featuring 4-star accommodation, The Kingswood Guest House - Adult Only is situated in Weymouth, 1.5 km from Weymouth Harbour and 26 km from Monkey World.

    From US$158.32 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 583 reviews

    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.

    From US$172.96 per night
  • The Chatsworth

    Weymouth
    Breakfast options
    Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 503 reviews

    Boasting magnificent views across Weymouth Bay to the sea, and overlooking the Old Harbour to the rear, this hotel has a licensed bar and a sun terrace where you can enjoy breakfast and lunch or just...

    From US$139.70 per night
  • Scored out of 10, guest rating 7.1
    Good - What previous guests thought, 663 reviews

    On Weymouth’s harbour, The Sailor’s Return offers beautiful harbourside views, daily pub food, and rooms with LCD TVs and free Wi-Fi.

    From US$106.44 per night
  • Gloucester House

    Weymouth
    Breakfast options
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 377 reviews

    A 13-minute walk from Weymouth Harbour, Gloucester House is located in Weymouth and features a shared lounge and free WiFi.

    From US$199.57 per night
  • Clifton Hotel

    Weymouth
    Breakfast options
    Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 596 reviews

    Less than a 1-minute walk from Weymouth Train Station, Clifton Hotel offers comfortable rooms and cooked breakfasts on the Dorset coast.

    From US$133.04 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 671 reviews

    Featuring a shared lounge and views of inner courtyard, The Angove - Adults Only is a guest house situated in a historic building in Weymouth, 1.9 km from Weymouth Beach.

    From US$131.71 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 398 reviews

    Our beautiful family run Georgian Guesthouse is full of character and is located right next to the beautiful beach at Weymouth.

    From US$155.66 per night

These holiday rentals in Portland and nearby have options with free cancellation

  • The Portwey Pearl

    Rodwell
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 85 reviews

    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.

  • Blue Ensign Cottage

    Weymouth
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 58 reviews

    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.

  • Gigi's Place

    Weymouth
    Free cancellation options available
    Scored out of 10, guest rating 6.3
    Pleasant - What previous guests thought, 130 reviews

    Set in Weymouth, 300 metres from Weymouth Beach and 1.3 km from Weymouth Harbour, Gigi's Place offers accommodation with free WiFi in a historic building.

    From US$226.18 per night
  • The fleet retreat

    Weymouth
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 121 reviews

    Set in Weymouth, The fleet retreat offers accommodation with a heated pool, a patio and sea views. Both free WiFi and parking on-site are available at the guest house free of charge.

  • The Wilton Weymouth

    Weymouth
    Free cancellation options available
    Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 458 reviews

    Set in Weymouth, 200 metres from Weymouth Beach and 24 km from Monkey World, The Wilton Weymouth offers accommodation with free WiFi in a historic building.

    From US$105.11 per night
  • Driftwood B&B Weymouth

    Weymouth
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 295 reviews

    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.

    From US$99.78 per night
  • Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 115 reviews

    Located in Weymouth in the Dorset region with Weymouth Beach nearby, Cozy Cottage 18th Century Seaside Escape Free parking features accommodation with free private parking.

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 84 reviews

    Amazing sea views, brilliant location Apartment is a beachfront property located in Weymouth, 80 metres from Weymouth Beach and 24 km from Monkey World.

    From US$125.73 per night

FAQ about holiday rentals in Portland

Holiday rentals that guests love in Portland

See all
  • Avg. price/night: US$219.52
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 579 reviews
    Beautiful holiday home. Clean and spacious.
    Guest review by
    Beverley
    Family with young children