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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

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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.

L
Laura
From
Switzerland
Amazing view. The bedrooms were really cozy and had separate bathrooms. Well equipped kitchen
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 584 reviews
Price from
US$218.48
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$839.42
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 9.1
Superb - What previous guests thought, 9 reviews
Price from
US$1,051.89
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 8.5
Very good - What previous guests thought, 46 reviews
Price from
US$340.31
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$927.70
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$378.18
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, 5 reviews
Price from
US$1,177.58
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$1,512.75
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.

D
Dale
From
Cyprus
The caravan had almost every you would need for a trip away and was very clean.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 122 reviews
Price from
US$207.56
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.

R
Rach
From
Australia
Absolutely beautiful hosts. Mel and Trish were so fabulous, knowledgeable and kind. Went above and beyond to assist and make our stay as comfortable and enjoyable as possible. The breakfast was delicious and felt like home. Fabulous location with a very short walk up to the main Esplanade with plenty of options for meals.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 201 reviews
Price from
US$172.14
1 night, 2 adults
All holiday rentals in Portland

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

See all

Popular with guests booking holiday rentals in Portland

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 6 reviews

Popular with guests booking holiday rentals in Portland

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 22 reviews

Popular with guests booking holiday rentals in Portland

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 46 reviews

Popular with guests booking holiday rentals in Portland

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 12 reviews

Popular with guests booking holiday rentals in Portland

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 17 reviews

Popular with guests booking holiday rentals in Portland

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 12 reviews

Popular with guests booking holiday rentals in Portland

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 118 reviews

Popular with guests booking holiday rentals in Portland

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 49 reviews

Popular with guests booking holiday rentals in Portland

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 3 reviews

Popular with guests booking holiday rentals in Portland

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 584 reviews

Highly rated holiday rentals in Portland and nearby

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.

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.

From US$885.80 per night

Wren Cottage

Weymouth
8.0+ review score
Scored out of 10, guest rating 9.0
Superb - 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.

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$846.90 per night

Little Tern

Weymouth
8.0+ review score
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 7 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.

From US$905.26 per night

Firkin Cottage

Weymouth
8.0+ review score
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 13 reviews

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.

From US$763.11 per night

Owl's Rest

Weymouth
8.0+ review score
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 12 reviews

Owl's Rest, a property with a garden, is situated in Weymouth, 1.4 km from Weymouth Harbour, 26 km from Monkey World, as well as 39 km from Corfe Castle.

From US$658.37 per night

Fenders

Weymouth
8.0+ review score
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews

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.

From US$885.80 per night

Enjoy breakfast in Portland and nearby

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$145.66 per night
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 662 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$105.93 per night

Clifton Hotel

Weymouth
Breakfast options
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 591 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$132.42 per night

A MAIDEN REST

Weymouth
Breakfast options
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 472 reviews

Situated in Weymouth, just 1.9 km from Weymouth Beach, A MAIDEN REST features beachfront accommodation with water sports facilities and free WiFi.

From US$117.85 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 672 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$131.09 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 508 reviews

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.

From US$105.93 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 375 reviews

Housed in a historic building, the recently renovated Kelston Guest House offers accommodation with a shared lounge and free WiFi.

From US$116.53 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 390 reviews

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

From US$119.17 per night

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

Blue Ensign Cottage

Weymouth
Free cancellation options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 60 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.

From US$507.15 per night

Gigi's Place

Weymouth
Free cancellation options available
Scored out of 10, guest rating 6.3
Pleasant - What previous guests thought, 126 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$225.11 per night

The fleet retreat

Weymouth
Free cancellation options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 122 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.

From US$150.95 per night

The Wilton Weymouth

Weymouth
Free cancellation options available
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 461 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.

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$99.31 per night

Top floor in beautiful home

Weymouth
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 58 reviews

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.

From US$83.42 per night

Greenlands Guest House

Weymouth
Free cancellation options available
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 251 reviews

Housed in a historic building, the recently renovated Greenlands Guest House offers accommodation with water sports facilities and free WiFi.

From US$153.60 per night

Marjune Guest House

Weymouth
Free cancellation options available
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 419 reviews

Set in Weymouth, 2 km from Weymouth Beach and 24 km from Monkey World, Marjune Guest House offers accommodation with free WiFi in a historic building.

From US$121.82 per night

Holiday Rentals with swimming pools in Portland and nearby

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 12 reviews

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

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 6 reviews

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.

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 17 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.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

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.

From US$683.42 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 79 reviews

Littlesea Caravan, a property with a bar, is situated in Weymouth, 28 km from Monkey World, 34 km from Golden Cap, as well as 41 km from Corfe Castle.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews

Set just 28 km from Monkey World, Panoramic Views Relaxing Caravan Littlesea Haven Weymouth provides accommodation in Weymouth with access to a garden, a bar, as well as a minimarket.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 15 reviews

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...

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 28 reviews

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...

FAQ about holiday rentals in Portland

Holiday rentals that guests love in Portland

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Avg. price/night: US$226.63
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 584 reviews
Beautiful holiday home. Clean and spacious.
Guest review by
Beverley
Family with young children
gogless